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L(+)-2-Aminobutyric acid

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L(+)-2-Aminobutyric acid Basic information

Product Name:
L(+)-2-Aminobutyric acid
Synonyms:
  • L-2-AMINO-N-BUTYRIC ACID
  • L-2-AMINOBUTANOIC ACID
  • L-(+)-2-AMINOBUTYRIC ACID
  • L-2-AMINOBUTYRIC ACID
  • L-ABU
  • L-ALPHA-AMINO-N-BUTYRIC ACID
  • L-ALPHA-AMINOBUTYRIC ACID
  • H-ABU-OH
CAS:
1492-24-6
MF:
C4H9NO2
MW:
103.12
EINECS:
216-083-3
Product Categories:
  • Amino Acids 13C, 2H, 15N
  • Amino Acids & Derivatives
  • Unusual Amino Acids
  • Chiral Reagents
  • amino acid
  • Odevixibat
  • bc0001
Mol File:
1492-24-6.mol
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L(+)-2-Aminobutyric acid Chemical Properties

Melting point:
300 °C
alpha 
21.6 º (c=2, 5N HCl)
Boiling point:
215.2±23.0 °C(Predicted)
Density 
1.2300 (estimate)
refractive index 
1.4650 (estimate)
storage temp. 
room temp
solubility 
22.7 g/100 mL (22°C)
pka
2.29(at 25℃)
form 
Crystalline Powder
color 
White to beige
Water Solubility 
22.7 g/100 mL (22 ºC)
Merck 
14,428
BRN 
1720935
InChIKey
QWCKQJZIFLGMSD-VKHMYHEASA-N
CAS DataBase Reference
1492-24-6(CAS DataBase Reference)
NIST Chemistry Reference
(l)-2-Aminobutanoic acid(1492-24-6)
EPA Substance Registry System
Butanoic acid, 2-amino-, (2S)- (1492-24-6)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
43
Safety Statements 
36/37
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29224999

MSDS

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L(+)-2-Aminobutyric acid Usage And Synthesis

Chemical Properties

White Crystalline Solid

Uses

aminobutyric acid is an amino acid with water-binding properties and possible anti-inflammatory capacities.

Uses

L-(+)-2-Aminobutyric acid is used in the biosynthesis of nonribosomal peptides. It acts as a receptor antagonist. It is also used as a chiral reagent. Further, it is used in the determination of substrate of glutamyl cysteine acid synthase. In addition to this, it is also utilized as a drug intermediate.

Definition

ChEBI: An optically active form of alpha-aminobutyric acid having L-configuration.

Synthesis Reference(s)

Journal of the American Chemical Society, 68, p. 450, 1946 DOI: 10.1021/ja01207a032

General Description

L-2-Aminobutyric acid is synthesized from L-threonine and L-aspartic acid through a ?-transamination reaction. It is an L-alanine analogue with an ethyl side chain.

Biochem/physiol Actions

L-α-Aminobutyric acid (AABA) is an isomer of the non-natural amino acid aminobutyric acid with activity in the γ-glutamyl cycle that regulates glutathione biosynthesis. Recently AABA has been studied as a supplement to in vitro maturation medium (NCSU 23 medium) for culture of oozytes and embryos. This product has been qualified for use in cell culture. AABA is also used as a substitute amino acid for alanine in studies on peptide function.

Purification Methods

Crystallise butyrine from aqueous EtOH, and the melting point depends on heating rate but has m 303o in a sealed tube. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 p 2399 IR: 2401 1961, Beilstein 4 III 1294, 4 IV 2584.]

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