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72-18-4

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72-18-4 Usage

General Description

L-Valine is one of 20 proteinogenic amino acids essential for human health, often utilized in the biosynthesis of proteins. This amino acid is classified as branched-chain because its molecular structure includes a side chain. It is not synthesized in animals, and thus it must be obtained through diet. L-Valine is well known for its benefits in muscle growth and tissue repair, energy provision, and immune function enhancement. Foods high in L-Valine include grains, dairy, mushrooms, peanuts, soy, and meat. In industries, it’s used in the formulation of fitness supplements and medicines due to its effects on muscle metabolism and growth. Yields of L-valine are also used as a feed additive to support growth in farm animals.

Check Digit Verification of cas no

The CAS Registry Mumber 72-18-4 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 2 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 72-18:
(4*7)+(3*2)+(2*1)+(1*8)=44
44 % 10 = 4
So 72-18-4 is a valid CAS Registry Number.
InChI:InChI:1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)

72-18-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • TCI America

  • (V0014)  L-Valine  >98.0%(T)

  • 72-18-4

  • 25g

  • 205.00CNY

  • Detail
  • TCI America

  • (V0014)  L-Valine  >98.0%(T)

  • 72-18-4

  • 100g

  • 550.00CNY

  • Detail
  • TCI America

  • (V0014)  L-Valine  >98.0%(T)

  • 72-18-4

  • 500g

  • 1,750.00CNY

  • Detail
  • Alfa Aesar

  • (A12720)  L-Valine, 99%   

  • 72-18-4

  • 25g

  • 281.0CNY

  • Detail
  • Alfa Aesar

  • (A12720)  L-Valine, 99%   

  • 72-18-4

  • 100g

  • 694.0CNY

  • Detail
  • Alfa Aesar

  • (A12720)  L-Valine, 99%   

  • 72-18-4

  • 500g

  • 2462.0CNY

  • Detail
  • Sigma-Aldrich

  • (PHR1172)    pharmaceutical secondary standard; traceable to USP

  • 72-18-4

  • PHR1172-1G

  • 732.19CNY

  • Detail
  • Sigma-Aldrich

  • (V0500)    reagent grade, ≥98% (HPLC)

  • 72-18-4

  • V0500-1G

  • 162.63CNY

  • Detail
  • Sigma-Aldrich

  • (V0500)    reagent grade, ≥98% (HPLC)

  • 72-18-4

  • V0500-25G

  • 321.75CNY

  • Detail
  • Sigma-Aldrich

  • (V0500)    reagent grade, ≥98% (HPLC)

  • 72-18-4

  • V0500-100G

  • 824.85CNY

  • Detail
  • Sigma-Aldrich

  • (V0500)    reagent grade, ≥98% (HPLC)

  • 72-18-4

  • V0500-500G

  • 2,961.27CNY

  • Detail
  • Sigma-Aldrich

  • (V0500)    reagent grade, ≥98% (HPLC)

  • 72-18-4

  • V0500-1KG

  • 4,951.44CNY

  • Detail

72-18-4SDS

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-valine

1.2 Other means of identification

Product number -
Other names H-L-VAL-OH

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:72-18-4 SDS

72-18-4Synthetic route

N-carbamoyl-valine
26081-00-5

N-carbamoyl-valine

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With NH4Cl-NH4OH buffer pH 8.5; nickel dichloride at 60℃; for 24h; N-carbamyl-L-amino acid aminohydrolase;100%
With Tris-HCl buffer; N-carbamoyl-L-amino acid hydrolase; iron(II) sulfate at 30℃; for 2h;
With sodium phosphate buffer; N-carmamyl-L-amino acid aminohydrolase of Pseudomonas sp. strain NS671; water; manganese(II) at 30℃; for 0.5h; Product distribution;18.9 mmol
Proc-Val-OH
439912-46-6

Proc-Val-OH

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With resin bound tetrathiomolybdate In methanol at 28℃; for 1.5h; ultrasonic bath;100%
2C16H16O4*C5H11NO2

2C16H16O4*C5H11NO2

A

L-valine
72-18-4

L-valine

B

(S)-2-hydroxy-3-methoxy-3,3-diphenylpropionic acid
178306-52-0

(S)-2-hydroxy-3-methoxy-3,3-diphenylpropionic acid

Conditions
ConditionsYield
In ethyl acetate at 80℃; for 3h; Solvent;A 97%
B 100%
α-ketoisovalerate
2507-77-9

α-ketoisovalerate

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With ammonium formate; tris hydrochloride; nicotinamide adenine dinucleotide; formate dehydrogenase; phenylalanine dehydrogenase In water at 30℃; for 24h;97%
(2S)-2-(N-tert-Butoxycarbonyl)amino-3-methylbut-3-enoic acid
269742-33-8

(2S)-2-(N-tert-Butoxycarbonyl)amino-3-methylbut-3-enoic acid

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethyl acetate at 20℃; for 3h; Catalytic hydrogenation;94%
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With tetradecyl(trihexyl)phosphonium bistriflamide; trifluoroacetic acid at 130℃; for 0.166667h; Ionic liquid;93%
at 140℃; for 2h;70%
at 130℃; for 1h;
Multi-step reaction with 4 steps
1.1: triethylamine; chloroformic acid ethyl ester / dichloromethane / 1 h / 20 °C / Inert atmosphere
1.2: 2 h / 20 °C / Inert atmosphere
2.1: hydrogenchloride / water; methanol / 4 h / 0 - 20 °C / Inert atmosphere
3.1: N,N-dimethyl-formamide / 5 h / Inert atmosphere; Reflux
4.1: hydrogenchloride; acetic acid / water; toluene / 44 h / 110 °C / Inert atmosphere
View Scheme
D,L-valine
516-06-3

D,L-valine

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With D-amino acid oxidase; E. coli branched-chain amino acid aminotransferase In water at 37℃; for 72h; Tris buffer, pH 8.5, 1mM EDTA, monosodium glutamate, bovine serum albumin, catalase, pyridoxal 5'-phosphate;90%
mit Hilfe eines Enzym-Praeparats aus Schweine-Nieren;
bei der Vergaerung mit Hefe unter Zusatz von Zucker;
C5H11NO2*H3N*ClH

C5H11NO2*H3N*ClH

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With ruthenium nanoparticles dispersed in a polyvinylpyrrolidone matrix; amberlyst A-21 In methanol; dichloromethane89%
Fmoc-Val-OH
68858-20-8

Fmoc-Val-OH

A

L-valine
72-18-4

L-valine

B

9-methylene-fluorene
4425-82-5

9-methylene-fluorene

Conditions
ConditionsYield
With dimethyl sulfoxide at 120℃; for 0.25h; Microwave irradiation;A 88%
B n/a
Nmoc-Val-OH

Nmoc-Val-OH

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol; aq. phosphate buffer at 20℃; for 1.33333h; Cooling with ice; Sealed tube;88%
(2R)-N-<(2S)-2-<amino>-3-methylbutan-1-oyl>bornane-10,2-sultam
127556-10-9

(2R)-N-<(2S)-2--3-methylbutan-1-oyl>bornane-10,2-sultam

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With hydrogenchloride; lithium hydroxide 1.) THF/water, r.t., 24 h, 2.) THF/water 2 : 1, r.t., 24 h;87%
trans-cyclo(D-Ala-Val)
15136-27-3

trans-cyclo(D-Ala-Val)

A

D-Alanine
338-69-2

D-Alanine

B

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With hydrogenchloride; waterA 86%
B n/a
With hydrogenchlorideA 86%
B n/a
With hydrogenchloride; water for 24h; Heating;
((S)-1-Cyano-2-methyl-propyl)-carbamic acid methyl ester
631921-65-8

((S)-1-Cyano-2-methyl-propyl)-carbamic acid methyl ester

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With hydrogenchloride In water for 7h; Heating;85%
(2S,5S)-N-<(S)-N-bis(methylthio)methylenevalyl>-2,5-bis(methoxymethoxymethyl)pyrrolidine
108437-93-0

(2S,5S)-N-<(S)-N-bis(methylthio)methylenevalyl>-2,5-bis(methoxymethoxymethyl)pyrrolidine

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With hydrogenchloride for 4h; Heating;81%
(3RS,6S)-3-[di(methoxycarbonyl)methyl]-6-isopropyl-2,5-piperazinedione

(3RS,6S)-3-[di(methoxycarbonyl)methyl]-6-isopropyl-2,5-piperazinedione

A

L-valine
72-18-4

L-valine

B

D-aspartic acid hydrochloride
71855-54-4

D-aspartic acid hydrochloride

C

L-aspartic acid hydrochloride
17585-59-0

L-aspartic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; water at 100℃; for 24h;A 81%
B n/a
C n/a
(3S,5S)-3-Isopropyl-5-phenyl-morpholin-2-one
202347-80-6

(3S,5S)-3-Isopropyl-5-phenyl-morpholin-2-one

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With hydrogen; trifluoroacetic acid; palladium dihydroxide In methanol; water under 3750.3 Torr; for 24h;78%
L-valine benzyl ester p-toluenesulfonate salt
16652-76-9

L-valine benzyl ester p-toluenesulfonate salt

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With hydrogenchloride Heating;70%
methanol
67-56-1

methanol

L-Tyrosyl-L-valine

L-Tyrosyl-L-valine

A

benzyl methyl ether
538-86-3

benzyl methyl ether

B

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With potassium hydroxide; [bis(acetoxy)iodo]benzene at 0 - 5℃; for 1.5h;A 65%
B n/a
(3S)-1-[(R)-1-phenylethyl]-3-(propan-2-yl)-1,4-diazaspiro[4.5]decan-2-one

(3S)-1-[(R)-1-phenylethyl]-3-(propan-2-yl)-1,4-diazaspiro[4.5]decan-2-one

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With hydrogenchloride; acetic acid In water; toluene at 110℃; for 44h; Inert atmosphere;65%
(1R,2R,3R,5R)-1-((S)-1-Cyano-2-methyl-propylamino)-5-isopropenyl-2-methyl-cyclohexane-1,3-dicarbonitrile
155486-42-3

(1R,2R,3R,5R)-1-((S)-1-Cyano-2-methyl-propylamino)-5-isopropenyl-2-methyl-cyclohexane-1,3-dicarbonitrile

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With hydrogenchloride at 110℃; for 12h;62%
L-Glycin
56-40-6

L-Glycin

L-Valin-N-carbonsaeureanhydrid
1676-85-3, 2816-12-8, 24601-74-9, 43089-05-0

L-Valin-N-carbonsaeureanhydrid

A

L-valine
72-18-4

L-valine

B

valylglycine
686-43-1

valylglycine

C

Val-Val
3918-94-3

Val-Val

D

N-carbamoylglycine
462-60-2

N-carbamoylglycine

E

oligomers of val

oligomers of val

Conditions
ConditionsYield
With water; potassium hydroxide; potassium borate buffer at 3℃; Product distribution; effect of use of various amino acid and NCA with various concentrations; effect of use various temp.; extent of hydrolysis;A n/a
B 57.4%
C n/a
D n/a
E n/a
sodium 3-methyl-2-oxobutyrate
3715-29-5

sodium 3-methyl-2-oxobutyrate

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With zinc(II) perchlorate; (R)-15-amino-methyl-14-hydroxy-5,5-dimethyl-2,8-dithia<9>(2,5)pyridinophane In methanol for 24h; Ambient temperature;57%
With ammonium sulfate; NADP+-specific glutamate dehydrogenase from Pseudomonas putida, I406F mutant; NADPH In aq. phosphate buffer at 35℃; pH=7.5; Reagent/catalyst; Green chemistry; Enzymatic reaction; enantioselective reaction;
3,3-dimethyl-D-cysteine
52-67-5

3,3-dimethyl-D-cysteine

A

D-Val-OH
640-68-6

D-Val-OH

B

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
nickel In water for 1h; Product distribution; Ambient temperature; further amounts of catalyst;A 45%
B n/a
Conditions
ConditionsYield
With methanol; brucine ueber mehrere Stufen;
N-benzoyl-D,L-valine
2901-80-6

N-benzoyl-D,L-valine

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
mit Hilfe eines Enzym-Praeparats aus Pseudomonas;
N-benzoyl-D,L-valine
2901-80-6

N-benzoyl-D,L-valine

A

L-valine
72-18-4

L-valine

B

(2R)-2-(benzoylamino)-3-methylbutyric acid
2901-80-6, 5699-79-6, 80394-38-3

(2R)-2-(benzoylamino)-3-methylbutyric acid

Conditions
ConditionsYield
With soil bacteria
Nα-[2-(4-biphenylyl)-2-propyloxycarbonyl]-L-valine
25692-88-0

Nα-[2-(4-biphenylyl)-2-propyloxycarbonyl]-L-valine

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With acetic acid at 22 - 25℃; Rate constant; other reaction partners;
2-iodo-propane
75-30-9

2-iodo-propane

Glycine tert-butyl ester
6456-74-2

Glycine tert-butyl ester

A

D-Val-OH
640-68-6

D-Val-OH

B

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
Isobutyronitrile
78-82-0

Isobutyronitrile

L-valine
72-18-4

L-valine

Conditions
ConditionsYield
With perchloric acid; N,N-Dichlorobenzenesulfonamide In methanol; water at 29.9℃; Equilibrium constant;
methanol
67-56-1

methanol

L-valine
72-18-4

L-valine

L-valine methylester hydrochloride
6306-52-1

L-valine methylester hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃;100%
With thionyl chloride at 20℃; Cooling with ice; Inert atmosphere;100%
Stage #1: L-valine With thionyl chloride at 0℃; for 4.16667h; Reflux;
Stage #2: methanol
100%
phthalic anhydride
85-44-9

phthalic anhydride

L-valine
72-18-4

L-valine

N-phthaloyl L-valine
6306-54-3

N-phthaloyl L-valine

Conditions
ConditionsYield
at 135℃;100%
at 140℃; for 0.166667h;98%
In melt at 140℃; for 0.25h;98%
L-valine
72-18-4

L-valine

benzyl chloroformate
501-53-1

benzyl chloroformate

(S)-N-(benzyloxycarbonyl)valine
1149-26-4

(S)-N-(benzyloxycarbonyl)valine

Conditions
ConditionsYield
With sodium hydrogencarbonate In water Inert atmosphere;100%
With sodium hydroxide In water at 0 - 20℃;100%
With potassium carbonate In water at 0 - 2℃; pH=1.5 - Ca. 2; Reagent/catalyst; pH-value; Temperature; Solvent;99%
phosgene
75-44-5

phosgene

L-valine
72-18-4

L-valine

(S)-4-isopropyloxazolidine-2,5-dione
24601-74-9

(S)-4-isopropyloxazolidine-2,5-dione

Conditions
ConditionsYield
In tetrahydrofuran at 40℃; for 1.5h;100%
In tetrahydrofuran at 40℃; for 5h;99.7%
In tetrahydrofuran; toluene at 50 - 60℃; for 4h;96%
ethanol
64-17-5

ethanol

L-valine
72-18-4

L-valine

L-valine ethyl ester
17431-03-7

L-valine ethyl ester

Conditions
ConditionsYield
With thionyl chloride at -10℃; Heating / reflux;100%
With thionyl chloride at -10℃; Heating / reflux;100%
With hydrogenchloride for 12h; Reflux;81.5%
L-valine
72-18-4

L-valine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water100%
With sodium hydroxide In 1,4-dioxane; water at 0℃;100%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 16h;100%
L-valine
72-18-4

L-valine

2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

(S)-1-isobutoxy-3-methyl-1-oxobutan-2-aminium 4-methylbenzenesulfonate
13018-45-6

(S)-1-isobutoxy-3-methyl-1-oxobutan-2-aminium 4-methylbenzenesulfonate

Conditions
ConditionsYield
In water; toluene for 24h; Reflux; Dean-Stark;100%
In benzene Heating;84%
In benzene Heating;
L-valine
72-18-4

L-valine

phenyl chloroformate
1885-14-9

phenyl chloroformate

(2S)-3-Methyl-2-(phenoxycarbonyl)aminobutyric acid
126147-70-4

(2S)-3-Methyl-2-(phenoxycarbonyl)aminobutyric acid

Conditions
ConditionsYield
With sodium hydroxide; potassium hydrogencarbonate for 1.5h; Ambient temperature;100%
With aluminum oxide; lithium chloride; lithium hydroxide In water at -20 - -10℃; for 5h; pH=9.5 - 10.2; Schotten-Baumann Reaction; Inert atmosphere;92%
Stage #1: L-valine; phenyl chloroformate With sodium hydroxide In water at 0℃; for 5h;
Stage #2: With hydrogenchloride In water pH=2;
75.9%
L-valine
72-18-4

L-valine

Allyl chloroformate
2937-50-0

Allyl chloroformate

N-allyloxycarbonyl-(L)-valine
115491-96-8

N-allyloxycarbonyl-(L)-valine

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran; water at 20℃; for 18h;100%
With potassium carbonate In tetrahydrofuran; water at 20℃; for 18h;100%
With potassium carbonate In tetrahydrofuran; water at 20℃; for 18h;100%
L-valine
72-18-4

L-valine

azidovaline
40224-47-3

azidovaline

Conditions
ConditionsYield
With imidazole-1-sulfonyl azide hydrochloride; copper(ll) sulfate pentahydrate; potassium carbonate In methanol at 20℃; for 18h;100%
With imidazole-1-sulfonyl azide hydrochloride; potassium carbonate; copper(II) sulfate In methanol at 20℃;100%
With sodium azide; copper(ll) sulfate pentahydrate; trifluoromethylsulfonic anhydride; potassium carbonate In methanol; dichloromethane; water97%
L-valine
72-18-4

L-valine

2-iodobenzyl alcohol
5159-41-1

2-iodobenzyl alcohol

N-(2'-hydroxymethylphenyl)-L-valine
219645-03-1

N-(2'-hydroxymethylphenyl)-L-valine

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate In dimethyl sulfoxide at 90℃; for 48h;100%
With copper(l) iodide; 2,4-dichlorophenoxyacetic acid dimethylamine; potassium carbonate at 90℃; for 48h;86%
With water; potassium carbonate; copper(l) iodide In N,N-dimethyl acetamide at 90℃; for 48h;81%
L-valine
72-18-4

L-valine

acrylonitrile
107-13-1

acrylonitrile

[N,N-Bis(2-cyanoethyl)]-L-valine
91384-08-6

[N,N-Bis(2-cyanoethyl)]-L-valine

Conditions
ConditionsYield
With sodium hydroxide; water at 100℃; for 24h; Alkylation;100%
2-[tris(perfluorodecyl)silyl]ethoxycarbonyl-O-succimide

2-[tris(perfluorodecyl)silyl]ethoxycarbonyl-O-succimide

L-valine
72-18-4

L-valine

N-FTeoc-valine

N-FTeoc-valine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; water at 20℃; for 2h;100%
L-valine
72-18-4

L-valine

2-chloro-4-fluorobenzonitrile
60702-69-4

2-chloro-4-fluorobenzonitrile

N-(3-chloro-4-cyanophenyl)valine

N-(3-chloro-4-cyanophenyl)valine

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 90℃;100%
L-valine
72-18-4

L-valine

naphthalene-1-carbonic acid chloride
879-18-5

naphthalene-1-carbonic acid chloride

N-(1-naphthoyl)-L-valine
215096-58-5

N-(1-naphthoyl)-L-valine

Conditions
ConditionsYield
Stage #1: L-valine With sodium hydroxide In water at 0℃; for 1h; Inert atmosphere;
Stage #2: naphthalene-1-carbonic acid chloride In tetrahydrofuran; water at 20℃; Inert atmosphere;
100%
L-valine
72-18-4

L-valine

C13H13FO
1207290-13-8

C13H13FO

methyl (S)-2-((4-fluoro-2-(hex-1-ynyl)benzylidene)amino)-3-methylbutanoate
1493778-21-4

methyl (S)-2-((4-fluoro-2-(hex-1-ynyl)benzylidene)amino)-3-methylbutanoate

Conditions
ConditionsYield
In dichloromethane at 20℃; Molecular sieve;100%
5-phenylisoxazole-3-carbaldehyde
59985-82-9

5-phenylisoxazole-3-carbaldehyde

L-valine
72-18-4

L-valine

C15H15N2O3(1-)*Li(1+)

C15H15N2O3(1-)*Li(1+)

Conditions
ConditionsYield
With lithium hydride In methanol Reflux;100%
5-phenylisoxazole-3-carbaldehyde
59985-82-9

5-phenylisoxazole-3-carbaldehyde

L-valine
72-18-4

L-valine

C15H15N2O3(1-)*Na(1+)

C15H15N2O3(1-)*Na(1+)

Conditions
ConditionsYield
With sodium methylate In methanol Reflux;100%
5-phenylisoxazole-3-carbaldehyde
59985-82-9

5-phenylisoxazole-3-carbaldehyde

L-valine
72-18-4

L-valine

2C15H15N2O3(1-)*Ca(2+)

2C15H15N2O3(1-)*Ca(2+)

Conditions
ConditionsYield
With calcium hydride In methanol Reflux;100%
L-valine
72-18-4

L-valine

5-(4-methylphenyl)-1,2-oxazole-3-carbaldehyde
640292-02-0

5-(4-methylphenyl)-1,2-oxazole-3-carbaldehyde

C16H17N2O3(1-)*Li(1+)

C16H17N2O3(1-)*Li(1+)

Conditions
ConditionsYield
With lithium hydride In methanol Reflux;100%
L-valine
72-18-4

L-valine

5-(4-methylphenyl)-1,2-oxazole-3-carbaldehyde
640292-02-0

5-(4-methylphenyl)-1,2-oxazole-3-carbaldehyde

C16H17N2O3(1-)*Na(1+)

C16H17N2O3(1-)*Na(1+)

Conditions
ConditionsYield
With sodium methylate In methanol Reflux;100%
L-valine
72-18-4

L-valine

5-(4-methylphenyl)-1,2-oxazole-3-carbaldehyde
640292-02-0

5-(4-methylphenyl)-1,2-oxazole-3-carbaldehyde

2C16H17N2O3(1-)*Ca(2+)

2C16H17N2O3(1-)*Ca(2+)

Conditions
ConditionsYield
With calcium hydride In methanol Reflux;100%
L-valine
72-18-4

L-valine

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

tetra(n-butyl)ammonium hydroxide

(Sa)-3,3'-diformyl-2,2'-dihydroxy-1,1'-binaphthalene

(Sa)-3,3'-diformyl-2,2'-dihydroxy-1,1'-binaphthalene

C32H30N2O6(2-)*2C16H36N(1+)

C32H30N2O6(2-)*2C16H36N(1+)

Conditions
ConditionsYield
In methanol at 0℃; for 12h;100%
L-valine
72-18-4

L-valine

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

(S)-1-((4-chlorobenzyl)oxy)-3-methyl-1-oxobutan-2-aminium 4-methylbenzenesulfonate

(S)-1-((4-chlorobenzyl)oxy)-3-methyl-1-oxobutan-2-aminium 4-methylbenzenesulfonate

Conditions
ConditionsYield
In water; toluene for 24h; Reflux; Dean-Stark;100%
homoalylic alcohol
627-27-0

homoalylic alcohol

L-valine
72-18-4

L-valine

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

(S)-1-(but-3-en-1-yloxy)-3-methyl-1-oxobutan-2-aminium 4-methylbenzenesulfonate

(S)-1-(but-3-en-1-yloxy)-3-methyl-1-oxobutan-2-aminium 4-methylbenzenesulfonate

Conditions
ConditionsYield
In water; toluene for 24h; Reflux; Dean-Stark;100%
L-valine
72-18-4

L-valine

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-3-methylbutanoate

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

Conditions
ConditionsYield
In water pH=5.67; Cooling with ice;100%
L-valine
72-18-4

L-valine

nicotinic acid riboside 5'-monophosphate

nicotinic acid riboside 5'-monophosphate

L-Tryptophan
73-22-3

L-Tryptophan

(S)-1-carboxy-2-(1H-indol-3-yl)ethan-1-aminium (S)-1-carboxy-2-methylpropan-1-aminium 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-((phosphonatooxy)methyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate

(S)-1-carboxy-2-(1H-indol-3-yl)ethan-1-aminium (S)-1-carboxy-2-methylpropan-1-aminium 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-((phosphonatooxy)methyl)tetrahydrofuran-2-yl)pyridin-1-ium-3-carboxylate

Conditions
ConditionsYield
In water pH=2.24 - 2.49; Inert atmosphere; Cooling with ice;100%

72-18-4Relevant articles and documents

Cyclic Tetrapeptides with Synergistic Antifungal Activity from the Fungus Aspergillus westerdijkiae Using LC-MS/MS-Based Molecular Networking

Chen, Baosong,Dai, Huanqin,Han, Junjie,Li, Erwei,Liu, Hongwei,Lyu, Zhitang,Song, Fuhang,Sun, Jingzu,Wang, Hanying,Wang, Tao,Wang, Wenzhao,Zhang, Rui

, (2022/02/17)

Fungal natural products play a prominent role in the development of pharmaceuticalagents. Two new cyclic tetrapeptides (CTPs), westertide A (1) and B (2), with eight known compounds (3-10) were isolated from the fungus Aspergillus westerdijkiae guided by

Enhanced carboxypeptidase efficacies and differentiation of peptide epimers

Sung, Yu-Sheng,Putman, Joshua,Du, Siqi,Armstrong, Daniel W.

, (2022/01/29)

Carboxypeptidases enzymatically cleave the peptide bond of C-terminal amino acids. In humans, it is involved in enzymatic synthesis and maturation of proteins and peptides. Carboxypeptidases A and Y have difficulty hydrolyzing the peptide bond of dipeptides and some other amino acid sequences. Early investigations into different N-blocking groups concluded that larger moieties increased substrate susceptibility to peptide bond hydrolysis with carboxypeptidases. This study conclusively demonstrates that 6-aminoquinoline-N-hydroxysuccimidyl carbamate (AQC) as an N-blocking group greatly enhances substrate hydrolysis with carboxypeptidase. AQC addition to the N-terminus of amino acids and peptides also improves chromatographic peak shapes and sensitivities via mass spectrometry detection. These enzymes have been used for amino acid sequence determination prior to the advent of modern proteomics. However, most modern proteomic methods assume that all peptides are comprised of L-amino acids and therefore cannot distinguish L-from D-amino acids within the peptide sequence. The majority of existing methods that allow for chiral differentiation either require synthetic standards or incur racemization in the process. This study highlights the resistance of D-amino acids within peptides to enzymatic hydrolysis by Carboxypeptidase Y. This stereoselectivity may be advantageous when screening for low abundance peptide stereoisomers.

Direct monitoring of biocatalytic deacetylation of amino acid substrates by1H NMR reveals fine details of substrate specificity

De Cesare, Silvia,McKenna, Catherine A.,Mulholland, Nicholas,Murray, Lorna,Bella, Juraj,Campopiano, Dominic J.

supporting information, p. 4904 - 4909 (2021/06/16)

Amino acids are key synthetic building blocks that can be prepared in an enantiopure form by biocatalytic methods. We show that thel-selective ornithine deacetylase ArgE catalyses hydrolysis of a wide-range ofN-acyl-amino acid substrates. This activity was revealed by1H NMR spectroscopy that monitored the appearance of the well resolved signal of the acetate product. Furthermore, the assay was used to probe the subtle structural selectivity of the biocatalyst using a substrate that could adopt different rotameric conformations.

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