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HomeProduct name listL(+)-2-Aminobutyric acid

L(+)-2-Aminobutyric acid

Synonym(s):L-α-Aminobutyric acid

  • CAS NO.:1492-24-6
  • Empirical Formula: C4H9NO2
  • Molecular Weight: 103.12
  • MDL number: MFCD00064415
  • EINECS: 216-083-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-13 18:13:23
L(+)-2-Aminobutyric acid Structural

What is L(+)-2-Aminobutyric acid?

Chemical properties

White Crystalline Solid

The Uses of L(+)-2-Aminobutyric acid

Receptor antagonist

The Uses of L(+)-2-Aminobutyric acid

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

The Uses of L(+)-2-Aminobutyric acid

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.

What are the applications of Application

L-Aminobutyric Acid is a receptor antagonist

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.]

Properties of L(+)-2-Aminobutyric acid

Melting point: 300 °C
Boiling point: 215.2±23.0 °C(Predicted)
alpha  21.6 º (c=2, 5N HCl)
Density  1.2300 (estimate)
refractive index  1.4650 (estimate)
storage temp.  room temp
solubility  22.7 g/100 mL (22°C)
form  Crystalline Powder
pka 2.29(at 25℃)
color  White to beige
Water Solubility  22.7 g/100 mL (22 ºC)
Merck  14,428
BRN  1720935
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)

Safety information for L(+)-2-Aminobutyric acid

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H317:Sensitisation, Skin
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for L(+)-2-Aminobutyric acid

InChIKey QWCKQJZIFLGMSD-VKHMYHEASA-N

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