ChemicalBook > CAS DataBase List > L(+)-2-Aminobutyric acid

L(+)-2-Aminobutyric acid

Product Name
L(+)-2-Aminobutyric acid
CAS No.
1492-24-6
Chemical Name
L(+)-2-Aminobutyric acid
Synonyms
AMINOBUTYRIC ACID;L-2-AMINOBUTYRIC ACID;2-AMINOBUTANOIC ACID;L-ABU;H-ABU-OH;L-ALPHA-AMINOBUTYRIC ACID;L-2-AMINOBUTANOIC ACID;L-2-Abu;L-ABU-OH;Z-&gamma
CBNumber
CB3741533
Molecular Formula
C4H9NO2
Formula Weight
103.12
MOL File
1492-24-6.mol
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L(+)-2-Aminobutyric acid Property

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
biological source
Porcine kidney
microbial
plant
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

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

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A1879
Product name
L-2-Aminobutyric acid
Purity
≥99% (titration)
Packaging
1g
Price
$128
Updated
2025/07/31
Sigma-Aldrich
Product number
A1879
Product name
L-2-Aminobutyric acid
Purity
≥99% (titration)
Packaging
5g
Price
$423
Updated
2025/07/31
TCI Chemical
Product number
A0826
Product name
(S)-(+)-2-Aminobutyric Acid
Purity
>99.0%(T)
Packaging
1g
Price
$30
Updated
2025/07/31
TCI Chemical
Product number
A0826
Product name
(S)-(+)-2-Aminobutyric Acid
Purity
>99.0%(T)
Packaging
5g
Price
$84
Updated
2025/07/31
Sigma-Aldrich
Product number
A2536
Product name
L-2-Aminobutyric acid
Purity
BioReagent, suitable for cell culture
Packaging
1g
Price
$166
Updated
2025/07/31
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L(+)-2-Aminobutyric acid Chemical Properties,Usage,Production

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.

Synthesis

The preparation of l-2-aminobutyric acid (l-ABA) is mainly achieved by chemical synthesis or enzymatic conversion. In chemical methods, synthesis of l-ABA has been extensively reported, including ammonolysis of α-halogen acid, reduction reaction, ammoniation hydrolysis reaction and butanone acid reduction. However, the obvious disadvantages of chemical synthesis, such as poor selectivity, harsh reaction conditions, various byproducts, and the difficulty in separation and purification, limited its development. It is reported that l-ABA was synthesized in a transamination reaction from α-ketobutyric acid and l-aspartic acid as substrates using aromatic aminotransferase or produced from α-ketobutyric acid and benzylamine using ω-aminotransferase. l-ABA could also be produced from the reduction of α-keto acids with l-leucine dehydrogenase or glutamate dehydrogenase[1].

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.]

References

[1] Xu, Jian-Miao et al. “Fermentative production of the unnatural amino acid L-2-aminobutyric acid based on metabolic engineering.” Microbial cell factories vol. 18,1 43. 28 Feb. 2019, doi:10.1186/s12934-019-1095-z.

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Raw materials

Preparation Products

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View Lastest Price from L(+)-2-Aminobutyric acid manufacturers

Anhuyan (Hainan) Biotechnology Co., LTD
Product
L(+)-2-Aminobutyric acid 1492-24-6
Price
US $0.00-0.00/kg
Min. Order
0.001kg
Purity
99%
Supply Ability
2000000T
Release date
2025-06-09
Anhuyan (Hainan) Biotechnology Co., LTD
Product
L(+)-2-Aminobutyric acid 1492-24-6
Price
US $0.00-0.00/g
Min. Order
1g
Purity
99%
Supply Ability
2000000kg
Release date
2025-06-06
Hebei Chuanghai Biotechnology Co., Ltd
Product
L(+)-2-Aminobutyric acid 1492-24-6
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-12-05

1492-24-6, L(+)-2-Aminobutyric acidRelated Search:


  • 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
  • H-ABU(ALPHA)-OH
  • H-ABU(2)-OH
  • H-2-ABU-OH
  • 2-AMINO-BUTYRIC ACID
  • 2-AMINOBUTANOIC ACID
  • (S)-(+)-2-AMINO-N-BUTYRIC ACID
  • (S) 2-AMINOBUTYRIC ACID
  • (S)-(+)-2-AMINOBUTYRIC ACID
  • (S)-(+)-2-Aminobutyric acid; (S)-(+)-2-Aminobutyric acid; 2-Aminobutanoic acid;L(+)-2-Aminobutyric acid
  • H-L-NHCH(CH2CH3)-COOH
  • H-L-ABU-OH
  • AMINOBUTYRIC ACID
  • (S)-(+)-α-aminobutyricacid
  • L-A-AMINO-N-BUTYRIC ACID CELL CULTURETES TED
  • L-A-AMINO-N-BUTYRIC ACID SIGMA GRADECRYS TALLINE
  • (2S)-2-Aminobutanoic Acid
  • (S)-(+)-a-2-Aminobutyric Acid
  • L-a-2-Aminobutyric Acid
  • L-Ethylglycine
  • LH-L-ABU-OH
  • L-(+)-2-Aminobutyric
  • L-2-Abu-OH
  • L-ABU-OH
  • L-2-AMINOBUTYRIC ACID >= 99% (TITRAT
  • L-α-Aminobutyric acid≥ 99% (Titration)
  • L-α-Aminobutyric acid L(+)-2-Aminobutyric acid (S)-(+)-2-Aminobutyric acid 2-Aminobutanoic acid H-Abu-OH
  • L-Amino butanoic acid
  • Levetiracetam Impurity I
  • L-2-Abu
  • -(di-tert-butyl ester)-L-glutamic acid
  • Z-&gamma
  • -(di-tert-butyl ester)-D-glutamic acid
  • -carboxy-&gamma
  • Levetiracetam-9
  • Boc-&gamma
  • Levetiracetam Impurity H
  • Fmoc-&gamma
  • Levetiracetam Impurity 13
  • Acetyl-&gamma
  • -benzyl ester-L-glutamyl chloride
  • -tert-butyl ester-L-glutamol
  • Nicotinoyl-&gamma
  • (S)-2-aminobutanoicacid
  • (s)-butanoicaci
  • Butanoic acid, 2-amino-, (S)-
  • butanoicacid,2-amino-,(S)-(+)-
  • Butyric acid, 2-amino-, L-
  • L-alpha-Aminobutyrate
  • L-Butyrine
  • L-α-aminobutyricacid