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56-84-8 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 56-84-8 differently. You can refer to the following data:
1. The product is white crystal or crystalline powder, slightly sour in taste. Soluble in boiling water, slightly soluble in water at 25℃(0.5%), freely soluble in dilute acid and sodium hydroxide solution and insoluble in ethanol and ethyl ether. It decomposes when heated to 270 ℃. Its isoelectric point is 2.77 and its specific rotation is associated with the soluble solvent. It is dextral in the acid solution and water solution, but levorotary in the alkali solution. [α]25D+5.05 (C=0.5-2.0 g/ml, H2O). Combined with HNO2, alcohol or acyl chloride, it can produce L- malic acid, ester and amide respectively. It is the ingredient of unripe sugarcane and beet molasses.
2. Colorless crystals. Soluble in water; insoluble in alcohol and ether. Optically active. dl-aspartic acid.
3. Aspartic acid (abbreviated as Asp or D) is an α-amino acid with the chemical formula HOOCCH(NH2 )CH2COOH. The carboxylate anion, salt, or ester of aspartic acid is known as aspartate. The Lisomer of aspartate is one of the 20 proteinogenic amino acids, i.e., the building blocks of proteins. Its codons are GAU and GAC. Aspartic acid is, together with glutamic acid, classified as an acidic amino acid with a pKa of 3.9, however in a peptide the pKa is highly dependent on the local environment. A pKa as high as 14 is not at all uncommon. Aspartate is pervasive in biosynthesis. As with all amino acids, the presence of acid protons depends on the residue's local chemical environment and the pH of the solution.
4. Apartic acid is an aliphatic monoaminodicarboxylic acid (amino acid) and is a well-known constituent of protein. It has a slight acid taste

Uses

Different sources of media describe the Uses of 56-84-8 differently. You can refer to the following data:
1. It is used as an electrolyte supplement for aminophenol transfusion, inorganic ion supplement (K+, Ca+, etc.) and fatigue restorer. Potassium magnesium aspartate injection or oral solution can be used for arrhythmia, premature beat, tachycardia, hypokalemia, hypomagnesemia, heart failure, myocardial infarction, angina pectoris, hepatitis, cirrhosis and other diseases caused by cardiac glycoside poisoning. Due to its low toxicity, this product cannot be injected without dilution, and the patients with renal insufficiency and atrioventricular conduction block should use it with caution.
2. L-Aspartic acid is used as a component of parenteral and enteral nutrition and as a pharmaceutical ingredient. it is used for cell culture and in manufacturing processes. It is widely utilized for mineral supplementation in the salt form.
3. L-aspartic acid is used as a dietary supplement, it can be blended with minerals to make compounds like potassium aspartate, copper aspartate, manganese aspartate, magnesium aspartate, zinc aspartate and more. Increasing the absorption, and hence utilization potentials, of these minerals via the addition of aspartate induces certain health benefits. Many athletes use L-aspartic acid-based mineral supplements orally to enhance their performance capacities. Aspartic acid and glutamic acid play important roles as general acids in enzyme active centers, as well as in maintaining the solubility and ionic character of proteins. It can help promote a robust metabolism, and is sometimes used to treat fatigue and depression. Aspartic acid is used as a component of parenteral and enteral nutrition. In pharmaceutical agents aspartic acid is used as an ammoniac detoxicating agent, hepar function accelerator and fatigue refresher.
4. l-aspartic acid is an amino acid used as a skin-conditioning agent.

Production

L- aspartic acid is mainly produced by enzymatic method. L- aspartase acts on the fumaric acid and ammonia, that is, which generates L- aspartic acid. Strain Culturing: Eschrichia coli Asl.881 was cultured. The common meat juice medium is agarslantculture-medium. The vase medium comprises corn steep liquor 7.5%, fumaric acid 2.0% and MgSO4 7H2O 0.02%. Adjust the pH value of solution to 6.0 with ammonia water, then put 50-100ml culture medium into 500ml cone bottle after boiling and filtering. Take the fresh cultivated seeds on the slope or in the liquid, inoculate culture medium in shake flask, shake overnight at 37℃, adjust pH to 5.0 with 1mol/L HCl after enlarging culture step by step to 1000-2000L, cool it to room temperature after keeping 45℃ for 1h, centrifuge in rotary supercentrifuge and collect the thallus including aspartase. Immobilize aspartase: Make a bioreactor to take out 20kg E.Coli wet cell, suspend it in the culture supernatant after centrifugation in 80L (or 80L saline), keep it at 40℃ and then add 90L 12% gelatin solution and 1.0% glutaraldehyde solution, which should be held 40℃. ?Stir well, set aside to cool down and solidify, soak in 0.25% glutaraldehyde solution, hold 5℃ after an overnight, cut into small pieces ( 3-5 mm3) , soak in 0.25% glutaraldehyde solution at 5℃ for a night, take it out and elut with water, drain to obtain immobilized E.Coli containing aspartase and load it into filled bioreactor in reserve. Conversion: The solution of 1 mol/L of ammonium fumarate (including 1mmol/L MgCl2, pH8.5) substrate, which keeps 37℃, flows through a bioreactor at a constant speed (SV) continuously in the case of controlling the maximum conversion rate over 95% and then the conversion solution is obtained. Roughhew and refine: ?Add 1 mol/L of HCl into the conversion solution gradually to adjust pH valkue to 2.8, place at 5℃ overnight for crystallizing, filter to prepare crystallization, drain after water washing, drying at 105℃ to obtain L- aspartic acid crude. Use dilute ammonia to recrystallize, dissolve into 15% solution (pH5.0) with ammonia, add 1% activated carbon, stir and fade for 1h when heat to 70℃, filter immediately to remove slag, cool the filtrate, hold 5℃ overnight for crystallizing, filter to get crystallization and obtain the L-Aspartic acid finished products after vacuum drying at 85℃.

Description

L-Aspartic acid is the L-form of the aspartic acid. It is one of the 20 amino acids that used in the protein synthesis. It is the non-essential amino acids for humans as it can be synthesized in vivo. It is important in the synthesis of other amino acids and some nucleotides, and is a metabolite in the citric acid and urea cycles. In animals, it may be used as a neurotransmitter. It can be chemically synthesize from the diethyl sodium phthalimidomalonate. Currently, almost all the aspartic acids are manufactured in China. Its application include being used as low calorie sweetener (as the part of the aspartame), scale and corrosion inhibitor, and in resins. One of its growing applications is for the manufacturing of biodegradable superabsorbent polymer, polyaspartic acid. It can also be used in fertilizer industry to improve water retention and nitrogen uptake.

Occurrence

Dietary sources Aspartic acid is not an essential amino acid, which means that it can be synthesized from central metabolic pathway intermediates in humans. Aspartic acid is found in : Animal sources : luncheon meats, sausage meat, wild game Vegetable sources: sprouting seeds, oat flakes, avocado, asparagus , young sugarcane, and molasses from sugar beets. Chemical synthesis Racemic aspartic acid can be synthesized from diethyl sodium phthalimido malonate, (C6H4(CO)2NC(CO2Et)2). The major disadvantage of the above technique is that equimolar amounts of each enantiomer are made. Using biotechnology it is now possible to use immobilized enzymes to create just one type of enantiomer owing to their stereo specificity. Aspartic acid is made synthetically using ammonium fumarate and aspartase from E.coli, E.coli usually breaks down the aspartic acid as a nitrogen source but using excess amounts of ammonium fumarate a reversal of the enzyme's job is possible, and so aspartic acid is made to very high yields, 98.7 mM from 1 M.

History

Aspartic acid was first discovered in 1827 by Plisson, derived from asparagine, which had been isolated from asparagus juice in 1806, by boiling with a base.

Definition

ChEBI: The L-enantiomer of aspartic acid.

General Description

To request documentation for this product, please contact Customer Support and select ‘Product Documentation′. Please note that access to the documentation for this product requires a confidentiality disclosure agreement.

Hazard

Low toxicity.

Biological Activity

Endogenous NMDA receptor agonist.

Safety Profile

Low toxicity by intraperitoneal route. When heated to decomposition emits toxic fumes of NOx.

Synthesis

Different sources of media describe the Synthesis of 56-84-8 differently. You can refer to the following data:
1. Enzymatically, aspartic acid is reversibly synthesized by a transamination reaction between oxaloacetic acid and glutamic acid in the presence of pyridoxal phosphate.
2. Aspartate is non - essential in mammals, being produced from oxaloacetate by transamination. It can also be generated from ornithine and citrulline in the urea cycle. In plants and microorganisms, aspartate is the precursor to several amino acids, including four that are essential for humans: methionine, threonine, isoleucine, and lysine. The conversion of aspartate to these other amino acids begins with reduction of aspartate to its "semi aldehyde," O2CCH(NH2)CH2CHO. Asparagine is derived from aspartate via trans amidation : -O2CCH(NH2)CH2CO2 - + G C (O)NH3+ O2CCH(NH2)CH2CONH3+ + GC(O)O (where GC(O)NH2 and GC(O)OH are glutamine and glutamic acid, respectively).

Forms and nomenclature

There are two forms or enantiomers of aspartic acid. The name "aspartic acid" can refer to either enantiomer or a mixture of two. Of these two forms, only one, "L - aspartic acid", is directly incorporated into proteins. The biological roles of its counterpart, "Daspartic acid" are more limited. Where enzymatic synthesis will produce one or the other, most chemical syntheses will produce both forms, "DL-aspartic acid," known as a racemic mixture.

Other biochemical roles

Aspartate is also a metabolite in the urea cycle and participates in gluconeogenesis. It carries reducing equivalents in the malateaspartate shuttle, which utilizes the ready inter conversion of aspartate and oxaloacetate, which is the oxidized (dehydrogenated) derivative of malic acid. Aspartate donates one nitrogen atom in the biosynthesis of inosine, the precursor to the purine bases. In addition, aspartic acid acts as hydrogen acceptor in a chain of ATP synthase.

Check Digit Verification of cas no

The CAS Registry Mumber 56-84-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 6 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 56-84:
(4*5)+(3*6)+(2*8)+(1*4)=58
58 % 10 = 8
So 56-84-8 is a valid CAS Registry Number.
InChI:InChI=1/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m0/s1

56-84-8 Well-known Company Product Price

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  • TCI America

  • (A0546)  L-Aspartic Acid  >99.0%(T)

  • 56-84-8

  • 25g

  • 90.00CNY

  • Detail
  • TCI America

  • (A0546)  L-Aspartic Acid  >99.0%(T)

  • 56-84-8

  • 500g

  • 198.00CNY

  • Detail
  • Alfa Aesar

  • (A13520)  L-Aspartic acid, 98+%   

  • 56-84-8

  • 100g

  • 140.0CNY

  • Detail
  • Alfa Aesar

  • (A13520)  L-Aspartic acid, 98+%   

  • 56-84-8

  • 250g

  • 224.0CNY

  • Detail
  • Alfa Aesar

  • (A13520)  L-Aspartic acid, 98+%   

  • 56-84-8

  • 500g

  • 353.0CNY

  • Detail
  • Alfa Aesar

  • (A13520)  L-Aspartic acid, 98+%   

  • 56-84-8

  • 1000g

  • 592.0CNY

  • Detail
  • Alfa Aesar

  • (A13520)  L-Aspartic acid, 98+%   

  • 56-84-8

  • 5000g

  • 2655.0CNY

  • Detail
  • Alfa Aesar

  • (43317)  L-Aspartic acid, 99%, low metals content   

  • 56-84-8

  • 100g

  • 206.0CNY

  • Detail
  • Alfa Aesar

  • (43317)  L-Aspartic acid, 99%, low metals content   

  • 56-84-8

  • 500g

  • 604.0CNY

  • Detail
  • Vetec

  • (V900407)    Vetec reagent grade

  • 56-84-8

  • V900407-100G

  • 106.47CNY

  • Detail
  • Vetec

  • (V900407)    Vetec reagent grade

  • 56-84-8

  • V900407-500G

  • 203.58CNY

  • Detail
  • Sigma-Aldrich

  • (51572)  L-Asparticacid  certified reference material, TraceCERT®

  • 56-84-8

  • 51572-100MG

  • 1,117.35CNY

  • Detail

56-84-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name L-aspartic acid

1.2 Other means of identification

Product number -
Other names L-Asparticacid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:56-84-8 SDS

56-84-8Synthetic route

(S)-2-amino-4-(benzyloxy)-4-oxobutanoic acid
2177-63-1

(S)-2-amino-4-(benzyloxy)-4-oxobutanoic acid

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With sodium carbonate In water for 24h; Ambient temperature;100%
With dimethylsulfide; trifluorormethanesulfonic acid; 30 (v/v); trifluoroacetic acid at 0℃; for 4h; Yield given;
With trifluoroacetic acid In dichloromethane at 20℃; Rate constant;
With p-cresol; dimethylsulfide; hydrogen fluoride at 0℃; for 1h; Rate constant;
With E. coli BL21 Star (DE3) S30 extract In aq. buffer at 37℃; for 6h; pH=7.5;
BOC-L-aspartic acid 4-benzyl ester
7536-58-5

BOC-L-aspartic acid 4-benzyl ester

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With Nafion H; trifluoroacetic acid for 3h;100%
With HBF4-thioanisole; 3-methyl-phenol In trifluoroacetic acid at 4℃; for 1h; removal of various protecting groups used in peptide synthesis; cleavage of amino acid amides from 4-methylbenzhydrylamine resin;100%
Boc-Asp(OChp)-OH
98477-96-4

Boc-Asp(OChp)-OH

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate; methyl-phenyl-thioether In trifluoroacetic acid at 0℃; for 30h;100%
With trimethylsilyl trifluoromethanesulfonate; methyl-phenyl-thioether In trifluoroacetic acid at 0℃; for 0.5h; Product distribution; New peptide deprotection procedure: hard-soft acid-base concept; the role of soft bases (thioanisole, dimethylsulfide, diphenylsulfide) employed.;100%
H-Asp-(O-1-Ada)-OH
115545-59-0

H-Asp-(O-1-Ada)-OH

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With trifluoroacetic acid for 0.0833333h; Ambient temperature;100%
With trifluoroacetic acid for 0.0833333h; Product distribution; Ambient temperature; Effect of reagents and reaction time.;
With trifluoroacetic acid stability and susceptibility of the Ada protecting group to various acids;
H-Asp-(O-2-Ada)-OH
115545-60-3

H-Asp-(O-2-Ada)-OH

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With methanesulfonic acid for 0.0833333h; Ambient temperature;100%
Z(OMe)-Asp-(OBzl)-OH
4427-49-0

Z(OMe)-Asp-(OBzl)-OH

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate; diphenyl sulfide In trifluoroacetic acid at 0℃; for 0.5h; Product distribution; New peptide deprotection procedure: hard-soft acid-base concept; the role of soft bases (thioanisole, dimethylsulfide, diphenylsulfide) employed; effect of var. hard bases; var. reaction cond.;100%
With methyl-phenyl-thioether; trimethyl(2,4,6-trimethylphenoxy)silane In trifluoroacetic acid at 22℃; for 1h;100.5 %
(4S)-3,4-Bis(tert-butoxycarbonyl)tetrahydro-1,3-oxazin-6-one
231302-81-1

(4S)-3,4-Bis(tert-butoxycarbonyl)tetrahydro-1,3-oxazin-6-one

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran at 20℃;100%
(2S,1'S)-2-[(1-phenylethyl)amino]-butanedioic acid hydrochloride

(2S,1'S)-2-[(1-phenylethyl)amino]-butanedioic acid hydrochloride

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal100%
Boc-Asp-OH
13726-67-5

Boc-Asp-OH

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With tetradecyl(trihexyl)phosphonium bistriflamide; trifluoroacetic acid at 130℃; for 0.166667h; Ionic liquid;99%
at 130℃; for 1h;81%
Fmoc-(tBu)Asp-OH
71989-14-5

Fmoc-(tBu)Asp-OH

A

L-Aspartic acid
56-84-8

L-Aspartic acid

B

L-Asp(t-Bu)
3057-74-7

L-Asp(t-Bu)

Conditions
ConditionsYield
Stage #1: Fmoc-(tBu)Asp-OH With sodium azide In N,N-dimethyl-formamide at 50℃; for 4h;
Stage #2: With piperidine In N,N-dimethyl-formamide
A n/a
B 97%
maleic acid
110-16-7

maleic acid

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
95.7%
C4H7NO4*H3N*ClH

C4H7NO4*H3N*ClH

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With ruthenium nanoparticles dispersed in a polyvinylpyrrolidone matrix; amberlyst A-21 In methanol; dichloromethane95%
L-(S)-Ni(OC(O)CH(CH(CO2C2H5)2)NC(C6H5)C6H4NC(O)CH(CH2)3NCH2C6H5)

L-(S)-Ni(OC(O)CH(CH(CO2C2H5)2)NC(C6H5)C6H4NC(O)CH(CH2)3NCH2C6H5)

diethyl malonate
105-53-3

diethyl malonate

A

L-Aspartic acid
56-84-8

L-Aspartic acid

B

(S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide
96293-17-3, 105024-93-9, 105112-33-2

(S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide

C

nickel dichloride

nickel dichloride

Conditions
ConditionsYield
In hydrogenchloride boiling for 1 h;;A 50%
B 92%
C n/a
(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With ammonium hydroxide; potassium chloride; magnesium chloride at 30℃; for 72h; with 3-methylaspartase;90%
With ammonia incubated with β-methylaspartase from Clostridium tetanomorphum;90%
durch das Ferment Aspartase oder in Gegenwart von Bakterien;
N-α-9-fluorenylmethoxycarbonyl-aspartic acid
136083-57-3, 136083-73-3, 119062-05-4

N-α-9-fluorenylmethoxycarbonyl-aspartic acid

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With sodium azide In N,N-dimethyl-formamide at 50℃; for 24h;90%
β-cyclohexyl L-aspartate
112259-66-2

β-cyclohexyl L-aspartate

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With methanesulfonic acid for 2h; Ambient temperature;86%
(S)-4-(carboxymethyl)-2,2-borabicycle[3.3.1]nonane-1,3,2-oxazaborolidin-5-one

(S)-4-(carboxymethyl)-2,2-borabicycle[3.3.1]nonane-1,3,2-oxazaborolidin-5-one

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 20℃; for 0.5h; Inert atmosphere;81%
(S)-N-hydroxyaspartic acid

(S)-N-hydroxyaspartic acid

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With platinum(IV) oxide; hydrogen; acetic acid In water optical yield given as %ee;80%
fumarate
142-42-7

fumarate

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With L384A; ammonia; ammonium chloride; magnesium chloride In water-d2; water at 22℃; for 168h; pH=9; Enzymatic reaction; optical yield given as %ee; stereoselective reaction;80%
Dimethyl (2S,4RS)-4-nitro-n-phthaloylglutamate

Dimethyl (2S,4RS)-4-nitro-n-phthaloylglutamate

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With hydrogenchloride; water for 12h; Heating;78%
L-isoaspartic acid benzylamido methyl ester hydrochloride

L-isoaspartic acid benzylamido methyl ester hydrochloride

L-aspartic acid benzylamido methyl ester hydrochloride

L-aspartic acid benzylamido methyl ester hydrochloride

A

L-Aspartic acid
56-84-8

L-Aspartic acid

B

(3S)-3-amino-1-benzylpyrrolidine-2,5-dione
124223-92-3

(3S)-3-amino-1-benzylpyrrolidine-2,5-dione

Conditions
ConditionsYield
With sodium hydrogencarbonate In water at 55℃; for 0.5h; pH=2 - 11;A 78%
B n/a
(2R)-N-<(2S)-2-<amino>-3-<(tert-butyl)oxycarbonyl>propan-1-oyl>bornane-10,2-sultam
127556-07-4

(2R)-N-<(2S)-2--3-<(tert-butyl)oxycarbonyl>propan-1-oyl>bornane-10,2-sultam

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With hydrogenchloride; lithium hydroxide 1.) THF/water, r.t., 24 h, 2.) THF/water 2 : 1, r.t., 24 h;75%
L-tyrosine
60-18-4

L-tyrosine

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With ruthenium trichloride; sodium periodate; phosphate buffer In tetrachloromethane; acetonitrile for 3h; pH=3; Product distribution; Further Variations:; pH-values;50%
2-acetamido-4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-1-N-(4-L-aspartoyl)-2-deoxy-β-D-glucopyranosylamine
29625-73-8

2-acetamido-4-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-1-N-(4-L-aspartoyl)-2-deoxy-β-D-glucopyranosylamine

A

L-homoserine
672-15-1

L-homoserine

B

L-Aspartic acid
56-84-8

L-Aspartic acid

C

β-D-GlcpNAc(1->4)-D-GlcNAc-ol
29886-32-6

β-D-GlcpNAc(1->4)-D-GlcNAc-ol

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborateA 15%
B 3%
C 20%
methane
34557-54-5

methane

urea
57-13-6

urea

A

L-asparagine
70-47-3

L-asparagine

B

L-Aspartic acid
56-84-8

L-Aspartic acid

C

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With nitrogen; hydrogen In water at -5 - 5℃; under 760.051 Torr; pH=7.1; Electrochemical reaction;A n/a
B n/a
C 7.1%
Oxalacetic acid
328-42-7

Oxalacetic acid

L-glutamic acid
56-86-0

L-glutamic acid

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With transaminase
Oxalacetic acid
328-42-7

Oxalacetic acid

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With clostridium saccharobutyricum; hydroxylamine
ASPARAGINE
3130-87-8

ASPARAGINE

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
With nitric acid Hydrolysis;
L-asparagine
70-47-3

L-asparagine

L-Aspartic acid
56-84-8

L-Aspartic acid

Conditions
ConditionsYield
durch Asparaginase katalysierte Hydrolyse;
durch das Enzym Asparaginase;
With acid
methanol
67-56-1

methanol

L-Aspartic acid
56-84-8

L-Aspartic acid

L-Aspartic acid dimethyl ester
6384-18-5

L-Aspartic acid dimethyl ester

Conditions
ConditionsYield
With thionyl chloride100%
With thionyl chloride Heating;100%
With sulfuric acid Reflux;100%
methanol
67-56-1

methanol

L-Aspartic acid
56-84-8

L-Aspartic acid

dimethyl L-aspartate hydrochloride
32213-95-9

dimethyl L-aspartate hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 0℃; Reflux; Inert atmosphere;100%
With thionyl chloride at 20℃; for 48h;100%
With thionyl chloride for 3h; Inert atmosphere; Reflux;100%
L-Aspartic acid
56-84-8

L-Aspartic acid

potassium hydrogen L-aspartate
1115-63-5

potassium hydrogen L-aspartate

Conditions
ConditionsYield
With potassium hydroxide In water Ambient temperature;100%
L-Aspartic acid
56-84-8

L-Aspartic acid

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

L-Aspartic acid bis(trimethylsilyl) ester
5269-42-1

L-Aspartic acid bis(trimethylsilyl) ester

Conditions
ConditionsYield
for 5h; Heating;100%
ethanol
64-17-5

ethanol

L-Aspartic acid
56-84-8

L-Aspartic acid

diethyl L-aspartate hydrochloride
16115-68-7

diethyl L-aspartate hydrochloride

Conditions
ConditionsYield
With acetyl chloride Heating;100%
With acetyl chloride for 4h; Heating;100%
With acetyl chloride100%
L-Aspartic acid
56-84-8

L-Aspartic acid

(S)-3-amino-3,4-dihydrofurane-2,5-dione hydrochloride
34029-31-7

(S)-3-amino-3,4-dihydrofurane-2,5-dione hydrochloride

Conditions
ConditionsYield
With phosphorus trichloride In tetrahydrofuran at 20℃;100%
With phosphorus trichloride In tetrahydrofuran at 20℃; for 6h;100%
With trichlorophosphate In tetrahydrofuran at 10 - 20℃; for 13h; Temperature; Large scale;
methanol
67-56-1

methanol

L-Aspartic acid
56-84-8

L-Aspartic acid

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

dimethyl N-tert-butoxycarbonyl-L-aspartate
130622-08-1, 55747-84-7

dimethyl N-tert-butoxycarbonyl-L-aspartate

Conditions
ConditionsYield
Stage #1: methanol; L-Aspartic acid With chloro-trimethyl-silane at 0 - 20℃; for 25h; Inert atmosphere;
Stage #2: di-tert-butyl dicarbonate With triethylamine for 2h; Inert atmosphere;
100%
Stage #1: methanol; L-Aspartic acid With chloro-trimethyl-silane at 0 - 20℃; for 48h;
Stage #2: di-tert-butyl dicarbonate With triethylamine at 20℃; for 21h;
96%
Stage #1: methanol; L-Aspartic acid With thionyl chloride at 0 - 20℃; for 14h; Inert atmosphere;
Stage #2: di-tert-butyl dicarbonate With sodium hydrogencarbonate In dichloromethane; water for 4h; Reflux;
92%
L-Aspartic acid
56-84-8

L-Aspartic acid

dimethyl L-aspartate hydrochloride
32213-95-9

dimethyl L-aspartate hydrochloride

Conditions
ConditionsYield
With thionyl chloride In methanol100%
With thionyl chloride In methanol; benzene
L-Aspartic acid
56-84-8

L-Aspartic acid

Mono magnesium-L-aspartate-hydrochloride

Mono magnesium-L-aspartate-hydrochloride

Conditions
ConditionsYield
Stage #1: L-Aspartic acid With hydrogenchloride In water at 60℃;
Stage #2: With magnesium oxide In water
100%
With hydrogenchloride; magnesium oxide In water at 60℃; Product distribution / selectivity;100%
Stage #1: L-Aspartic acid With magnesium oxide In water at 60℃;
Stage #2: With magnesium chloride In water at 60℃; for 2h;
With magnesium oxide; magnesium chloride In water at 60℃; for 2h; Product distribution / selectivity;
L-Aspartic acid
56-84-8

L-Aspartic acid

calcium L-aspartate hydrochloride

calcium L-aspartate hydrochloride

Conditions
ConditionsYield
Stage #1: L-Aspartic acid With calcium hydroxide In water at 60℃; for 1h;
Stage #2: With calcium chloride In water
100%
Stage #1: L-Aspartic acid With calcium hydroxide In water at 60℃; for 1h;
Stage #2: With calcium chloride In water
100%
calcium dichloride dihydrate

calcium dichloride dihydrate

L-Aspartic acid
56-84-8

L-Aspartic acid

calcium aspartate hydrochloride

calcium aspartate hydrochloride

Conditions
ConditionsYield
In water100%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

L-Aspartic acid
56-84-8

L-Aspartic acid

dimethyl L-aspartate hydrochloride
32213-95-9

dimethyl L-aspartate hydrochloride

Conditions
ConditionsYield
In methanol at 20℃; for 16h; Cooling with ice; enantioselective reaction;100%
In methanol at 20℃; for 16h; Cooling with ice;99.9%
L-Aspartic acid
56-84-8

L-Aspartic acid

nicotinic acid riboside 5'-monophosphate

nicotinic acid riboside 5'-monophosphate

(S)-1,2-dicarboxyethan-1-aminium-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(((hydroxyoxidophosphoryl)oxy)methyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate

(S)-1,2-dicarboxyethan-1-aminium-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(((hydroxyoxidophosphoryl)oxy)methyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate

Conditions
ConditionsYield
In water pH=2.06 - 2.31; Inert atmosphere; Cooling with ice;100%
L-Aspartic acid
56-84-8

L-Aspartic acid

nicotinic acid riboside 5'-monophosphate

nicotinic acid riboside 5'-monophosphate

bis((S)-1,2-dicarboxyethan-1-aminium)-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-((phosphonatooxy)methyl)tetrahydrofuran-2-yl)pyridin-4-ium-3-carboxylate

bis((S)-1,2-dicarboxyethan-1-aminium)-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-((phosphonatooxy)methyl)tetrahydrofuran-2-yl)pyridin-4-ium-3-carboxylate

Conditions
ConditionsYield
In water pH=2.06 - 2.41; Inert atmosphere; Cooling with ice;100%
L-Aspartic acid
56-84-8

L-Aspartic acid

nicotinamide mononucleotide
1094-61-7

nicotinamide mononucleotide

(S)-1,2-dicarboxyethan-1-aminium-((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

(S)-1,2-dicarboxyethan-1-aminium-((2R,3S,4R,5R)-5-(3-carbamoylpyridin-1-ium-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate

Conditions
ConditionsYield
In water pH=2.99 - 3.39; Inert atmosphere; Cooling with ice;100%
9-borabicyclo[3.3.1]nonane dimer
21205-91-4

9-borabicyclo[3.3.1]nonane dimer

L-Aspartic acid
56-84-8

L-Aspartic acid

C12H20BNO4

C12H20BNO4

Conditions
ConditionsYield
In methanol at 55℃; for 3h; Inert atmosphere;100%
methanol
67-56-1

methanol

L-Aspartic acid
56-84-8

L-Aspartic acid

(+)-β-methyl-L-aspartate hydrochloride
16856-13-6

(+)-β-methyl-L-aspartate hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 5℃; under 825.083 Torr; for 6h; Temperature;99%
With thionyl chloride at -10 - 20℃; for 0.416667h;97%
With hydrogenchloride95%
L-Aspartic acid
56-84-8

L-Aspartic acid

1,2,2,2-tetrachloroethyl chloroformate
98015-53-3

1,2,2,2-tetrachloroethyl chloroformate

(S)-2-(1,2,2,2-Tetrachloro-ethoxycarbonylamino)-succinic acid
114858-45-6

(S)-2-(1,2,2,2-Tetrachloro-ethoxycarbonylamino)-succinic acid

Conditions
ConditionsYield
In 1,4-dioxane for 2h; Heating;99%
L-Aspartic acid
56-84-8

L-Aspartic acid

acetic anhydride
108-24-7

acetic anhydride

N-Acetyl-L-aspartic acid
997-55-7

N-Acetyl-L-aspartic acid

Conditions
ConditionsYield
In water for 0.0666667h; Irradiation;99%
L-Aspartic acid
56-84-8

L-Aspartic acid

cyanoacetic acid
372-09-8

cyanoacetic acid

Conditions
ConditionsYield
With sodium hydroxide; trichloroisocyanuric acid at 25℃; for 1h;99%
With vanadium chloroperoxidase; dihydrogen peroxide; sodium bromide In aq. buffer at 20 - 22℃; for 1h; pH=5.6; Kinetics; Catalytic behavior; Reagent/catalyst; Time; Enzymatic reaction;
With hydrogenchloride; sode de l'acide trichloroisocyanurique In water for 3h;
formic acid
64-18-6

formic acid

L-Aspartic acid
56-84-8

L-Aspartic acid

n-formyl-l-aspartic anhydride
116147-62-7

n-formyl-l-aspartic anhydride

Conditions
ConditionsYield
In acetic anhydride at 20 - 70℃; for 12h;99%

56-84-8Relevant articles and documents

Recreating the natural evolutionary trend in key microdomains provides an effective strategy for engineering of a thermomicrobial N-demethylase

Gu, Zhenghua,Guo, Zitao,Shao, Jun,Shen, Chen,Shi, Yi,Tang, Mengwei,Xin, Yu,Zhang, Liang

, (2022/03/09)

N-demethylases have been reported to remove the methyl groups on primary or secondary amines, which could further affect the properties and functions of biomacromolecules or chemical compounds; however, the substrate scope and the robustness of N-demethylases have not been systematically investigated. Here we report the recreation of natural evolution in key microdomains of the Thermomicrobium roseum sarcosine oxidase (TrSOX), an N-demethylase with marked stability (melting temperature over 100 C) and enantioselectivity, for enhanced substrate scope and catalytic efficiency on -C-N-bonds. We obtained the structure of TrSOX by crystallization and X-ray diffraction (XRD) for the initial framework. The natural evolution in the nonconserved residues of key microdomains—including the catalytic loop, coenzyme pocket, substrate pocket, and entrance site—was then identified using ancestral sequence reconstruction (ASR), and the substitutions that accrued during natural evolution were recreated by site-directed mutagenesis. The single and double substitution variants catalyzed the N-demethylation of N-methyl-L-amino acids up to 1800- and 6000-fold faster than the wild type, respectively. Additionally, these single substitution variants catalyzed the terminal N-demethylation of non-amino-acid compounds and the oxidation of the main chain -C-N- bond to a -C=N- bond in the nitrogen-containing heterocycle. Notably, these variants retained the enantioselectivity and stability of the initial framework. We conclude that the variants of TrSOX are of great potential use in N-methyl enantiomer resolution, main-chain Schiff base synthesis, and alkaloid modification or degradation.

Biosynthesis ofl-alanine fromcis-butenedioic anhydride catalyzed by a triple-enzyme cascadeviaa genetically modified strain

Cui, Ruizhi,Liu, Zhongmei,Yu, Puyi,Zhou, Li,Zhou, Zhemin

, p. 7290 - 7298 (2021/09/28)

In industry,l-alanine is biosynthesized using fermentation methods or catalyzed froml-aspartic acid by aspartate β-decarboxylase (ASD). In this study, a triple-enzyme system was developed to biosynthesizel-alanine fromcis-butenedioic anhydride, which was cost-efficient and could overcome the shortcomings of fermentation. Maleic acid formed bycis-butenedioic anhydride dissolving in water was transformed tol-alanineviafumaric acid andl-asparagic acid catalyzed by maleate isomerase (MaiA), aspartase (AspA) and ASD, respectively. The enzymatic properties of ASD from different origins were investigated and compared, as ASD was the key enzyme of the triple-enzyme cascade. Based on cofactor dependence and cooperation with the other two enzymes, a suitable ASD was chosen. Two of the three enzymes, MaiA and ASD, were recombinant enzymes cloned into a dual-promoter plasmid for overexpression; another enzyme, AspA, was the genomic enzyme of the host cell, in which AspA was enhanced by a T7promoter. Two fumarases in the host cell genome were deleted to improve the utilization of the intermediate fumaric acid. The conversion of whole-cell catalysis achieved 94.9% in 6 h, and the productivity given in our system was 28.2 g (L h)?1, which was higher than the productivity that had been reported. A catalysis-extraction circulation process for the synthesis ofl-alanine was established based on high-density fermentation, and the wastewater generated by this process was less than 34% of that by the fermentation process. Our results not only established a new green manufacturing process forl-alanine production fromcis-butenedioic anhydride but also provided a promising strategy that could consider both catalytic ability and cell growth burden for multi-enzyme cascade catalysis.

A plug-and-play chemobiocatalytic route for the one-pot controllable synthesis of biobased C4 chemicals from furfural

Huang, Yi-Min,Lu, Guang-Hui,Zong, Min-Hua,Cui, Wen-Jing,Li, Ning

supporting information, p. 8604 - 8610 (2021/11/16)

Chemobiocatalytic selective transformation is an attractive yet challenging task, due to the incompatibility issues between different types of catalysts. In this work, one-pot, multi-step cascades integrating biocatalysis with organo-, base- and photocatalysis in a plug-and-play fashion were constructed for the controllable synthesis of eight C4 chemicals from furfural. Furfural was converted to 5-hydroxy-2(5H)-furanone (HFO) by sequential biocatalytic oxidation and photooxygenation in phosphate buffer, in >90% yields. Ring opening and concurrent isomerization of HFO to fumaric semialdehyde (FSA) were readily realized under mild conditions by a weakly basic resin (e.g., DVB resin). The versatile intermediate FSA could be oxidized to fumaric acid (FA) using a laccase-2,2,6,6-tetramethylpiperidinyl-1-oxy (TEMPO) system, which was further upgraded to amino acids including l-aspartic acid (l-Asp) and β-alanine (β-Ala) by whole-cell catalysis. Notably, amino acids were obtained from biobased furfural in a one-pot, four-step process with yields of up to 75%, without the isolation of any intermediates. Besides, the scale-up synthesis of l-Asp was demonstrated. This work demonstrates the great potential of the combination of chemo- and biocatalysis for selective furfural valorization.

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