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56-86-0

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  • L-Glutamic acid Factory L(+)-Glutamic acid CAS 56-86-0 2-Aminoglutaric acid Glutamic acid

    Cas No: 56-86-0

  • USD $ 3.5-5.0 / Kiloliter

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56-86-0 Usage

General Description

L-Glutamic acid (α), also known as alpha-glutamic acid, is one of the 20 proteinogenic amino acids used in synthesis of proteins in our body. It is a key molecule in cellular metabolism and is involved in various biological processes such as protein synthesis, immune function, and energy production. It can be found in most dietary proteins and is a precursor for the synthesis of other amino acids, neurotransmitters, and other bioactive molecules. L-Glutamic acid is used extensively in the food industry as a flavour enhancer due to its ability to impart 'umami', the fifth basic taste, associated with savouriness. Its salt form, known as monosodium glutamate (MSG), is commonly used in this regard. However, excessive consumption of MSG has been linked to certain health concerns, leading to ongoing debate about its safety. It's important to note that it naturally occurs in certain foods, such as tomatoes and cheeses.

Check Digit Verification of cas no

The CAS Registry Mumber 56-86-0 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 6 respectively.
Calculate Digit Verification of CAS Registry Number 56-86:
(4*5)+(3*6)+(2*8)+(1*6)=60
60 % 10 = 0
So 56-86-0 is a valid CAS Registry Number.
InChI:InChI=1/C5H12N2O2/c6-4(3-8)1-2-5(7)9/h4,8H,1-3,6H2,(H2,7,9)

56-86-0 Well-known Company Product Price

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  • TCI America

  • (G0059)  L-Glutamic Acid  >99.0%(T)

  • 56-86-0

  • 25g

  • 120.00CNY

  • Detail
  • TCI America

  • (G0059)  L-Glutamic Acid  >99.0%(T)

  • 56-86-0

  • 500g

  • 405.00CNY

  • Detail
  • Alfa Aesar

  • (A15031)  L-Glutamic acid, 99+%   

  • 56-86-0

  • 250g

  • 176.0CNY

  • Detail
  • Alfa Aesar

  • (A15031)  L-Glutamic acid, 99+%   

  • 56-86-0

  • 500g

  • 308.0CNY

  • Detail
  • Alfa Aesar

  • (A15031)  L-Glutamic acid, 99+%   

  • 56-86-0

  • 1000g

  • 457.0CNY

  • Detail
  • Alfa Aesar

  • (A15031)  L-Glutamic acid, 99+%   

  • 56-86-0

  • 5000g

  • 2003.0CNY

  • Detail
  • Sigma

  • (G8415)  L-Glutamicacid  from non-animal source, meets EP testing specifications, suitable for cell culture, 98.5-100.5%

  • 56-86-0

  • G8415-10MG

  • 248.04CNY

  • Detail
  • Sigma

  • (G8415)  L-Glutamicacid  from non-animal source, meets EP testing specifications, suitable for cell culture, 98.5-100.5%

  • 56-86-0

  • G8415-100G

  • 383.76CNY

  • Detail
  • Sigma

  • (G8415)  L-Glutamicacid  from non-animal source, meets EP testing specifications, suitable for cell culture, 98.5-100.5%

  • 56-86-0

  • G8415-1KG

  • 1,481.22CNY

  • Detail
  • Sigma

  • (G1251)  L-Glutamicacid  ReagentPlus®, ≥99% (HPLC)

  • 56-86-0

  • G1251-100G

  • 211.77CNY

  • Detail
  • Sigma

  • (G1251)  L-Glutamicacid  ReagentPlus®, ≥99% (HPLC)

  • 56-86-0

  • G1251-500G

  • 712.53CNY

  • Detail
  • Sigma

  • (G1251)  L-Glutamicacid  ReagentPlus®, ≥99% (HPLC)

  • 56-86-0

  • G1251-1KG

  • 1,008.54CNY

  • Detail

56-86-0SDS

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-glutamic acid

1.2 Other means of identification

Product number -
Other names L-Glutamic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives
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:56-86-0 SDS

56-86-0Synthetic route

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With dimethylsulfide; hydrogen fluoride; methoxybenzene at 0℃; for 1h; Product distribution; Rate constant; other concentration of reagents;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 recombinant Pseudomonas nitroreducens IFO12694 γ-glutamyltranspeptidase at 30℃; for 0.0333333h; pH=10.5; aq. buffer; Enzymatic reaction;
With E. coli BL21 Star (DE3) S30 extract In aq. buffer at 37℃; for 6h; pH=7.5;
Boc-Glu(OBzl)-OH
13574-13-5

Boc-Glu(OBzl)-OH

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With Nafion H; dimethylsulfide; 3-methyl-phenol; trifluoroacetic acid for 3h;100%
With dimethylsulfide; hydrogen fluoride at 0℃; for 2h; Product distribution; Var.: HF in anisole;100%
Z(OMe)-Glu(OBzl)-OH
23506-06-1

Z(OMe)-Glu(OBzl)-OH

L-glutamic acid
56-86-0

L-glutamic 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.;100%
N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester
73821-97-3

N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With phenylthiotrimethylsilane; pertrimethylsilylated Nafion; 3-methyl-phenol; trifluoroacetic acid for 3h;100%
N-allyloxycarbonyl α-allyl-L-glutamate
91871-28-2

N-allyloxycarbonyl α-allyl-L-glutamate

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With diethylamine; tetrakis(triphenylphosphine) palladium(0) In dichloromethane at 20℃; for 3h; deallylation;100%
N-benzyloxycarbonyl-5-O-benzyl-L-glutamic acid
5680-86-4

N-benzyloxycarbonyl-5-O-benzyl-L-glutamic acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With hydrogen In ethanol for 1.33333h;98%
With hydrogen; hydroxyapatite-bound Pd In methanol at 40℃; for 12h;96%
With hydrogen In ethanol at 20℃; under 760.051 Torr; for 3h;95%
(S)-(N-benzyl-N-benzyloxycarbonyl)glutamic acid
132316-96-2

(S)-(N-benzyl-N-benzyloxycarbonyl)glutamic acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With hydrogen; palladium dihydroxide In water; acetic acid for 45h; Ambient temperature;97%
Boc-Glu(OtBu)-OH
13726-84-6

Boc-Glu(OtBu)-OH

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With triethylsilane; trifluoroacetic acid In dichloromethane for 1.08333h; Ambient temperature;96%
Boc-Glu
2419-94-5

Boc-Glu

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With tetradecyl(trihexyl)phosphonium bistriflamide; trifluoroacetic acid at 130℃; for 0.166667h; Ionic liquid;96%
L-Pyroglutamic acid
98-79-3

L-Pyroglutamic acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With sodium hydroxide; zinc(II) sulfate In water at 105℃; for 50h; Product distribution; Mechanism; Heating; at pH 6.5; variation of amount of substrate and added salts, reaction time and temperature; further metal salts;93.1%
Rate constant;
Multi-step reaction with 7 steps
1.1: 100 percent / 1,3-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH2Cl2 / 0 - 20 °C
2.1: 100 percent / 3-chloroperoxybenzoic acid / CH2Cl2 / 4 h / 0 °C
3.1: bis(cyclopentadienyl)zirconium dichloride; silver(I) perchlorate / CH2Cl2 / 48 h
4.1: 9.40 g / 4-(dimethylamino)pyridine / acetonitrile / 1.5 h / 20 °C
5.1: sodium bis(trimethylsilyl)amide; N,N'-dimethylpropyleneurea / tetrahydrofuran / 0.5 h / -78 °C
5.2: tetrahydrofuran / 2 h
6.1: 6.48 g / hydrogen peroxide / tetrahydrofuran / 2 h / 20 °C
7.1: hydrogen / palladium on carbon / methanol
7.2: 77 percent / hydrochloric acid / Heating
View Scheme
Fmoc-Glu(OtBu)-OH
71989-18-9

Fmoc-Glu(OtBu)-OH

A

L-glutamic acid
56-86-0

L-glutamic acid

B

L-glutamic acid 5-tert-butyl ester
2419-56-9

L-glutamic acid 5-tert-butyl ester

Conditions
ConditionsYield
Stage #1: Fmoc-Glu(OtBu)-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 92%
(S)-3-(5'-oxo-9λ4-boraspiro[bicyclo[3.3.1]nonane-9,2'-[1,3,2]oxazaborolidin]-4'-yl)propanoic acid

(S)-3-(5'-oxo-9λ4-boraspiro[bicyclo[3.3.1]nonane-9,2'-[1,3,2]oxazaborolidin]-4'-yl)propanoic acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran; water at 20℃; for 7h;88%
α-ketoglutaric acid
328-50-7

α-ketoglutaric acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With 1,4-dihydronicotinamide adenine dinucleotide; ethanol; ammonium chloride; adenosine 5'-diphosphate; L-glutamic dehydrogenase at 30℃; for 2h; tris-acetate buffer, pH 8.5;86%
With ammonium; nicotinamide adenine dinucleotide phosphate; 2-hydroxyethanethiol; GluDH enzymes Mechanism; Irradiation; Tris buffer, 0.1 M, pH 7.9; Ru(bpy)3(2+), 2.2E-5 M as sensitizer;
With L-alanin In water at 25℃; Thermodynamic data; Equilibrium constant; biochemical transamination reaction by alanine aminotransferase; further transamination reagents: L-tyrosine, L-phenylalanine and further enzyme; pH 6.60-7.37; standard molar enthalpy, entropy, and Gibbs energy changes;
hexan-1-amine
111-26-2

hexan-1-amine

(S)-2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-pentanedioic acid
78641-66-4

(S)-2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-pentanedioic acid

A

L-glutamic acid
56-86-0

L-glutamic acid

B

1-hexyl-3,5-dinitro-4-pyridone
74197-48-1

1-hexyl-3,5-dinitro-4-pyridone

Conditions
ConditionsYield
In pyridine Product distribution;A 84%
B n/a
Boc-Gln(Boc)-Otert.Bu
97347-35-8

Boc-Gln(Boc)-Otert.Bu

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With trifluoroacetic acid for 0.166667h; Ambient temperature;79%
(S)-5-((1R,5R)-5-Methyl-2,6,8-trioxa-bicyclo[3.2.1]oct-1-yl)-1,5-dihydro-pyrrol-2-one

(S)-5-((1R,5R)-5-Methyl-2,6,8-trioxa-bicyclo[3.2.1]oct-1-yl)-1,5-dihydro-pyrrol-2-one

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
Stage #1: (S)-5-((1R,5R)-5-Methyl-2,6,8-trioxa-bicyclo[3.2.1]oct-1-yl)-1,5-dihydro-pyrrol-2-one With hydrogenchloride Heating;
Stage #2: With Dowex 50W-X8
77%
(5S)-1-tert-butoxycarbonyl-5-(5-methyl-2,7,8-trioxabicyclo[3.2.1]oct-1-yl)-5H-pyrrolin-2-one
570429-70-8

(5S)-1-tert-butoxycarbonyl-5-(5-methyl-2,7,8-trioxabicyclo[3.2.1]oct-1-yl)-5H-pyrrolin-2-one

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
Stage #1: (5S)-1-tert-butoxycarbonyl-5-(5-methyl-2,7,8-trioxabicyclo[3.2.1]oct-1-yl)-5H-pyrrolin-2-one With hydrogen; palladium on activated charcoal In methanol
Stage #2: With hydrogenchloride Heating;
77%
N-benzyloxycarbonyl-L-glutamic acid
1155-62-0

N-benzyloxycarbonyl-L-glutamic acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With boron trichloride In dichloromethane at 25℃; for 0.333333h;71%
With sulfuric acid at 50℃; Rate constant; other reaction partner, other temperature;
With hydrogen; palladium on activated charcoal In dichloromethane at 20℃; for 24h; atmospheric pressure;41 mg
With ethylenediaminetetraacetic acid; phenylmethylsulphonyl fluoride; water In aq. phosphate buffer at 30℃; Kinetics; Reagent/catalyst; Microbiological reaction; Enzymatic reaction;
C5H9NO4*H3N*ClH

C5H9NO4*H3N*ClH

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With ruthenium nanoparticles dispersed in a polyvinylpyrrolidone matrix; amberlyst A-21 In methanol; dichloromethane68%
Boc-Gln-OH
13726-85-7

Boc-Gln-OH

trifluoroacetic acid
76-05-1

trifluoroacetic acid

A

L-glutamic acid
56-86-0

L-glutamic acid

B

L-Pyroglutamic acid
98-79-3

L-Pyroglutamic acid

Conditions
ConditionsYield
at 20℃; for 0.25h;A 61%
B 18%
(S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid
23632-67-9

(S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With boron trichloride In dichloromethane at 25℃; for 0.333333h;58%
L-carglumic acid
1188-38-1

L-carglumic acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
With NH4Cl-NH4OH buffer pH 8.5; nickel dichloride at 60℃; for 24h; N-carbamyl-L-amino acid aminohydrolase;56%
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 1h;
With potassium phosphate buffer; Pseudomonas sp. AJ-11220 In various solvent(s) at 30℃; for 1h; pH 7.5; enzymatic reaction;
(S)-2-((R)-2-Allyloxy-1-phenyl-ethylamino)-pentanedinitrile

(S)-2-((R)-2-Allyloxy-1-phenyl-ethylamino)-pentanedinitrile

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
Stage #1: (S)-2-((R)-2-Allyloxy-1-phenyl-ethylamino)-pentanedinitrile With palladium dihydroxide; hydrogen In ethanol at 20℃; under 76000 Torr;
Stage #2: With hydrogenchloride; water at 100℃;
20%
α-ketoglutaric acid
328-50-7

α-ketoglutaric acid

L-alanin
56-41-7

L-alanin

A

L-glutamic acid
56-86-0

L-glutamic acid

B

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

Conditions
ConditionsYield
Gleichgewicht;
im lebenden tierischen Organismus;
α-ketoglutaric acid
328-50-7

α-ketoglutaric acid

L-leucine
61-90-5

L-leucine

A

4-methyl-2-oxopentanoic acid
816-66-0

4-methyl-2-oxopentanoic acid

B

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
in Gegenwart von Enzym-Praeparaten aus tierischen Geweben;
in Gegenwart von Enzym-Praeparaten aus Pflanzen;
in Gegenwart von Enzym-Praeparaten aus Torulopsis utilis;
With Erwinia carotovora subsp. carotovora aromatic aminotransferase PAT1 Enzymatic reaction;
α-ketoglutaric acid
328-50-7

α-ketoglutaric acid

L-Cysteic acid
498-40-8

L-Cysteic acid

A

L-glutamic acid
56-86-0

L-glutamic acid

B

sulfo-pyruvic acid
98022-26-5

sulfo-pyruvic acid

Conditions
ConditionsYield
in Gegenwart von Transaminase-Praeparaten aus Herzmuskel;
L-glutamine
56-85-9

L-glutamine

D-glucose
50-99-7

D-glucose

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
Einwirkung von Streptococcus-Arten.Hydrolysis;
Einwirkung von Proteus vulgaris.Hydrolysis;
Einwirkung von Proteus morganii.Hydrolysis;
Einwirkung von Staphylococcus.Hydrolysis;
Einwirkung von Saccharomyces cerevisiae.Hydrolysis;
L-glutamine
56-85-9

L-glutamine

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
enzymatische Hydrolyse;
With Tris-HCl buffer; N74D Escherichia coli asparagine synthetase B mutant; BIS-TRIS; magnesium chloride at 37℃; pH=6.5; Enzyme kinetics; Hydrolysis;
With potassium dihydrogenphosphate at 25℃; pH=5.14; Thermodynamic data; Equilibrium constant; Hydrolysis;
Glutamic acid
617-65-2

Glutamic acid

L-glutamic acid
56-86-0

L-glutamic acid

Conditions
ConditionsYield
nach Verfuetterung an Kaninchen findet sich im Harn;
Bei der Einw. des Schimmelpilzes Penicillium purpurogenum;
Einw. von Penicillium glaucum;
methanol
67-56-1

methanol

L-glutamic acid
56-86-0

L-glutamic acid

L-glutamic acid 5-methyl ester
1499-55-4

L-glutamic acid 5-methyl ester

Conditions
ConditionsYield
With chloro-trimethyl-silane at 20℃; for 0.25h; Inert atmosphere;100%
With chloro-trimethyl-silane at 20℃;97%
With chloro-trimethyl-silane at 20℃; for 0.166667h;97%
methanol
67-56-1

methanol

L-glutamic acid
56-86-0

L-glutamic acid

L-glutamic acid dimethyl ester
6525-53-7, 16422-27-8, 40149-68-6

L-glutamic acid dimethyl ester

Conditions
ConditionsYield
With thionyl chloride100%
With chloro-trimethyl-silane at 0 - 10℃; for 15h;99.1%
With thionyl chloride at 0 - 20℃; for 12.5h; Inert atmosphere;95%
methanol
67-56-1

methanol

L-glutamic acid
56-86-0

L-glutamic acid

L-glutamic dimethyl ester hydrochloride
23150-65-4

L-glutamic dimethyl ester hydrochloride

Conditions
ConditionsYield
Stage #1: methanol With thionyl chloride at 0℃; for 0.5h;
Stage #2: L-glutamic acid at 21℃; for 72h; Inert atmosphere;
100%
With chloro-trimethyl-silane at 20℃;99%
With chloro-trimethyl-silane at 20℃; for 16h;98%
L-glutamic acid
56-86-0

L-glutamic acid

4-{[N-[(2,4-diamino-6-pteridinyl)methyl]-N-methyl]amino}benzoyl azide
56892-87-6

4-{[N-[(2,4-diamino-6-pteridinyl)methyl]-N-methyl]amino}benzoyl azide

N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid
59-05-2

N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid

Conditions
ConditionsYield
With 1,1,3,3-tetramethylguanidine In dimethyl sulfoxide at 25℃; for 1h; Acylation;100%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

L-glutamic acid
56-86-0

L-glutamic acid

L-glutamic dimethyl ester hydrochloride
23150-65-4

L-glutamic dimethyl ester hydrochloride

Conditions
ConditionsYield
In methanol at 20℃; for 16h;100%
L-glutamic acid
56-86-0

L-glutamic acid

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Boc-Glu
2419-94-5

Boc-Glu

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 1h;100%
With triethylamine In water; acetone at 25℃; for 4.5h;90%
Stage #1: L-glutamic acid With sodium hydroxide In water pH=11;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; water at 20℃; Cooling;
Stage #3: With hydrogenchloride In tetrahydrofuran; water pH=2;
89%
L-glutamic acid
56-86-0

L-glutamic acid

zinc(II) chloride
7646-85-7

zinc(II) chloride

zinc glutamate
12275-14-8

zinc glutamate

Conditions
ConditionsYield
With sodium hydroxide In water at 5 - 20℃; for 18h; Heating / reflux;100%
L-glutamic acid
56-86-0

L-glutamic acid

copper dichloride

copper dichloride

Cu(L-glutamate)
911657-08-4, 69720-87-2

Cu(L-glutamate)

Conditions
ConditionsYield
With sodium hydroxide In water at 5 - 20℃; for 24h; Heating / reflux;100%
L-glutamic acid
56-86-0

L-glutamic acid

magnesium L-glutamate hydrochloride

magnesium L-glutamate hydrochloride

Conditions
ConditionsYield
Stage #1: L-glutamic acid With magnesium oxide In water at 60℃; for 1h;
Stage #2: With magnesium chloride In water
100%
Stage #1: L-glutamic acid With magnesium oxide In water at 60℃; for 1h;
Stage #2: With magnesium bromide In water
100%
L-glutamic acid
56-86-0

L-glutamic acid

1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate
17720-18-2

1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate

1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate (S)-2-ammonio-4-carboxybutanoate

1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate (S)-2-ammonio-4-carboxybutanoate

Conditions
ConditionsYield
In water pH=3.52; Cooling with ice;100%
nicotinic acid
59-67-6

nicotinic acid

L-glutamic acid
56-86-0

L-glutamic acid

L-glutamic acid nicotinate

L-glutamic acid nicotinate

Conditions
ConditionsYield
In water for 0.166667h; pH=Ca. 2.8 - 3.3; Cooling with ice;100%
L-glutamic acid
56-86-0

L-glutamic acid

amphotericin B N-(2-aminoethyl)amide

amphotericin B N-(2-aminoethyl)amide

amphamide

amphamide

Conditions
ConditionsYield
In water for 0.25h;100%
In water at 20℃; for 0.25h;
9-borabicyclo[3.3.1]nonane dimer
21205-91-4

9-borabicyclo[3.3.1]nonane dimer

L-glutamic acid
56-86-0

L-glutamic acid

C13H22BNO4

C13H22BNO4

Conditions
ConditionsYield
In methanol at 55℃; for 3h; Inert atmosphere;100%
L-glutamic acid
56-86-0

L-glutamic acid

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

(S)-1,1-dinaphthalene-2,2'-dicarboxaldehyde

(S)-1,1-dinaphthalene-2,2'-dicarboxaldehyde

C32H24N2O8(4-)*4C16H36N(1+)

C32H24N2O8(4-)*4C16H36N(1+)

Conditions
ConditionsYield
Stage #1: L-glutamic acid; tetra(n-butyl)ammonium hydroxide In methanol
Stage #2: (S)-1,1-dinaphthalene-2,2'-dicarboxaldehyde In methanol at 20℃; for 72h; Molecular sieve;
100%
L-glutamic acid
56-86-0

L-glutamic acid

1,8-diazabicyclo[5.4.0]undec-7-ene
6674-22-2

1,8-diazabicyclo[5.4.0]undec-7-ene

C5H9NO4*C9H16N2

C5H9NO4*C9H16N2

Conditions
ConditionsYield
In neat (no solvent) for 0.166667h; Green chemistry;99.5%
L-glutamic acid
56-86-0

L-glutamic acid

isopropyl alcohol
67-63-0

isopropyl alcohol

diisopropyl (S)-glutamate
25975-47-7

diisopropyl (S)-glutamate

Conditions
ConditionsYield
With sulfuric acid In toluene for 24h; Heating;99%
With acetyl chloride at 110℃; for 1h;
Reflux;
L-glutamic acid
56-86-0

L-glutamic acid

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

A

C8H13NO6
5700-75-4

C8H13NO6

B

N-(3-phenylpropanoyl)-L-Glu-OH

N-(3-phenylpropanoyl)-L-Glu-OH

Conditions
ConditionsYield
Stage #1: chloroformic acid ethyl ester; 3-Phenylpropionic acid With triethylamine In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: L-glutamic acid With sodium hydroxide In tetrahydrofuran; water at 0℃; for 0.5h; pH=7.5;
A n/a
B 99%
L-glutamic acid
56-86-0

L-glutamic acid

acetyl chloride
75-36-5

acetyl chloride

diethyl-L-glutamate hydrochloride
1118-89-4

diethyl-L-glutamate hydrochloride

Conditions
ConditionsYield
In ethanol at 0℃; for 4h; Reflux;99%
L-glutamic acid
56-86-0

L-glutamic acid

benzyl alcohol
100-51-6

benzyl alcohol

L-glutamic acid dibenzyl ester hydrochloride
4561-10-8

L-glutamic acid dibenzyl ester hydrochloride

Conditions
ConditionsYield
Stage #1: L-glutamic acid; benzyl alcohol With thionyl chloride at 80 - 85℃; for 5h;
Stage #2: With hydrogenchloride at 20 - 25℃; for 0.5h; Concentration; Temperature; Reagent/catalyst;
98.7%
With thionyl chloride at 5℃; for 5.33333h; Heating;85%
Stage #1: L-glutamic acid; benzyl alcohol at 20 - 90℃;
Stage #2: With sodium carbonate In water pH=10;
Stage #3: With hydrogenchloride In diethyl ether
L-glutamic acid
56-86-0

L-glutamic acid

benzyl chloroformate
501-53-1

benzyl chloroformate

N-benzyloxycarbonyl-L-glutamic acid
1155-62-0

N-benzyloxycarbonyl-L-glutamic acid

Conditions
ConditionsYield
With triethylamine In methanol for 3h;98%
With sodium hydroxide In water at 0 - 20℃; for 6.5h;98%
In water at 0℃; for 2h;96%
methanol
67-56-1

methanol

L-glutamic acid
56-86-0

L-glutamic acid

L-glutamic acid methyl ester hydrochloride

L-glutamic acid methyl ester hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 20℃; for 24h;98%
With thionyl chloride Ambient temperature;89%
ethanol
64-17-5

ethanol

L-glutamic acid
56-86-0

L-glutamic acid

diethyl-L-glutamate hydrochloride
1118-89-4

diethyl-L-glutamate hydrochloride

Conditions
ConditionsYield
With thionyl chloride98%
Stage #1: ethanol; L-glutamic acid With bis(trichloromethyl) carbonate at 70 - 75℃; for 5h;
Stage #2: With hydrogenchloride at 20 - 25℃; for 0.5h;
98%
Stage #1: ethanol With thionyl chloride at -10 - 10℃; for 1h;
Stage #2: L-glutamic acid at 20 - 80℃; for 2h;
77.76%
L-glutamic acid
56-86-0

L-glutamic acid

(2S)-tetrahydro-5-oxofuran-2-carboxylic acid
21461-84-7

(2S)-tetrahydro-5-oxofuran-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In water at 15℃; optical yield given as %ee;98%
With hydrogenchloride; water; sodium nitrite at 0 - 20℃; for 18h;92%
With hydrogenchloride; sodium nitrite In water at -5 - 20℃; Inert atmosphere;91.6%
L-glutamic acid
56-86-0

L-glutamic acid

acetic anhydride
108-24-7

acetic anhydride

N-acetyl-(S)-glutamic acid
1188-37-0

N-acetyl-(S)-glutamic acid

Conditions
ConditionsYield
In water for 0.0666667h; Irradiation;98%
at 0 - 20℃;61%
With water58%
With acetic acid Heating;
L-glutamic acid
56-86-0

L-glutamic acid

m-nitrobenzoic acid chloride
121-90-4

m-nitrobenzoic acid chloride

N-(m-nitrobenzoyl)-L-glutamic acid
5420-67-7

N-(m-nitrobenzoyl)-L-glutamic acid

Conditions
ConditionsYield
With chloro-trimethyl-silane; triethylamine In dichloromethane at 25℃; for 4h;98%
Stage #1: L-glutamic acid With sodium hydrogencarbonate In water
Stage #2: m-nitrobenzoic acid chloride In water; benzene at 10℃; for 1h; Further stages.;
With sodium carbonate In 1,4-dioxane; water at 20℃; for 12h;

56-86-0Relevant articles and documents

Structures and antitumor activities of ten new and twenty known surfactins from the deep-sea bacterium Limimaricola sp. SCSIO 53532

Chen, Min,Chen, Rouwen,Ding, Wenping,Li, Yanqun,Tian, Xinpeng,Yin, Hao,Zhang, Si

, (2022/01/11)

Surfactins are natural biosurfactants with myriad potential applications in the areas of healthcare and environment. However, surfactins were almost exclusively produced by the bacterium Bacillus species in previous reported literatures, together with difficulty in isolating pure monomer, which resulted in making extensive effort to remove duplication and little discovery of new surfactins in recent years. In the present study, the result of Molecular Networking indicated that Limimaricola sp. SCSIO 53532 might well be a potential resource for surfacin-like compounds based on OSMAC strategy. To search for new surfactins with significant biological activity, further study was undertaken on the strain. As a result, ten new surfactins (1–10), along with twenty known surfactins (11–30), were isolated from the ethyl acetate extract of SCSIO 53532. Their chemical structures were established by detailed 1D and 2D NMR spectroscopy, HRESIMS data, secondary ion mass spectrometry (MS/MS) analysis, and chemical degradation (Marfey's method) analysis. Cytotoxic activities of twenty-seven compounds against five human tumor cell lines were tested, and five compounds showed significant antitumor activities with IC50 values less than 10 μM. Furtherly, analysis of structure–activity relationships revealed that the branch of side chain, the esterification of Glu or Asp residue, and the amino acid residue of position 7 possessed a great influence on antitumor activity.

Mechanically Strong Heterogeneous Catalysts via Immobilization of Powderous Catalysts to Porous Plastic Tablets

Li, Tingting,Xu, Bo

supporting information, p. 2673 - 2678 (2021/08/03)

Main observation and conclusion: We describe a practical and general protocol for immobilization of heterogeneous catalysts to mechanically robust porous ultra-high molecular weight polyethylene tablets using inter-facial Lifshitz-van der Waals Interactions. Diverse types of powderous catalysts, including Cu, Pd/C, Pd/Al2O3, Pt/C, and Rh/C have been immobilized successfully. The immobilized catalysts are mechanistically robust towards stirring in solutions, and they worked well in diverse synthetic reactions. The immobilized catalyst tablets are easy to handle and reused. Moreover, the metal leaching of immobilized catalysts was reduced significantly.

In Situ Electrochemical Monitoring of Caged Compound Photochemistry: An Internal Actinometer for Substrate Release

Jarosova, Romana,Kaplan, Sam V.,Field, Thomas M.,Givens, Richard S.,Senadheera, Sanjeewa N.,Johnson, Michael A.

, p. 2776 - 2784 (2021/02/16)

Caged compounds are molecules that release a protective substrate to free a biologically active substrate upon treatment with light of sufficient energy and duration. A notable limitation of this approach is difficulty in determining the degree of photoactivation in tissues or opaque solutions because light reaching the desired location is obstructed. Here, we have addressed this issue by developing an in situ electrochemical method in which the amount of caged molecule photorelease is determined by fast-scan cyclic voltammetry (FSCV) at carbon-fiber microelectrodes. Using p-hydroxyphenyl glutamate (pHP-Glu) as our model system, we generated a linear calibration curve for oxidation of 4-hydroxyphenylacetic acid (4HPAA), the group from which the glutamate molecule leaves, up to a concentration of 1000 μM. Moreover, we are able to correct for the presence of residual pHP-Glu in solution as well as the light artifact that is produced. A corrected calibration curve was constructed by photoactivation of pHP-Glu in a 3 μL photoreaction vessel and subsequent analysis by high-performance liquid chromatography. This approach has yielded a linear relationship between 4HPAA concentration and oxidation current, allowing the determination of released glutamate independent of the amount of light reaching the chromophore. Moreover, we have successfully validated the newly developed method by in situ measurement in a whole, intact zebrafish brain. This work demonstrates for the first time the in situ electrochemical monitoring of caged compound photochemistry in brain tissue with FSCV, thus facilitating analyses of neuronal function.

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