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L(+)-2-Aminobutyric acid

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L(+)-2-Aminobutyric acid manufacturers

  • L-2-Abu
  • L-2-Abu pictures
  • 2026-09-30
  • CAS:1492-24-6
  • Min. Order: 1kg
  • Purity: 99%
  • Supply Ability: 1T+

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L(+)-2-Aminobutyric acid Basic information
Product Name:L(+)-2-Aminobutyric acid
Synonyms:L-(+)-2-AMINOBUTYRIC ACID;L-ALPHA-AMINO-N-BUTYRIC ACID;H-ABU(ALPHA)-OH;H-ABU(2)-OH;H-2-ABU-OH;2-AMINO-BUTYRIC ACID;(S)-(+)-2-AMINO-N-BUTYRIC ACID;(S) 2-AMINOBUTYRIC ACID
CAS:1492-24-6
MF:C4H9NO2
MW:103.12
EINECS:216-083-3
Product Categories:Amino Acids 13C, 2H, 15N;Amino Acids & Derivatives;Chiral Reagents;Unusual Amino Acids;amino acid;Odevixibat;bc0001
Mol File:1492-24-6.mol
L(+)-2-Aminobutyric acid Structure
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)
pka2.29(at 25℃)
form Crystalline Powder
color White to beige
biological sourcePorcine kidney
microbial
plant
Water Solubility 22.7 g/100 mL (22 ºC)
Merck 14,428
BRN 1720935
Major Applicationpeptide synthesis
InChI1S/C4H9NO2/c1-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1
InChIKeyQWCKQJZIFLGMSD-VKHMYHEASA-N
SMILESCC[C@H](N)C(O)=O
CAS DataBase Reference1492-24-6(CAS DataBase Reference)
NIST Chemistry Reference(l)-2-Aminobutanoic acid(1492-24-6)
EPA Substance Registry SystemButanoic acid, 2-amino-, (2S)- (1492-24-6)
Safety Information
Hazard Codes Xi
Risk Statements 43
Safety Statements 36/37
WGK Germany 3
Hazard Note Irritant
TSCA TSCA listed
HS Code 29224999
Storage Class11 - Combustible Solids
Hazard ClassificationsSkin Sens. 1
MSDS Information
ProviderLanguage
L-2-Aminobutanoic acid English
SigmaAldrich English
ACROS English
ALFA English
L(+)-2-Aminobutyric acid Usage And Synthesis
Chemical PropertiesWhite Crystalline Solid
Usesaminobutyric acid is an amino acid with water-binding properties and possible anti-inflammatory capacities.
UsesL-(+)-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.
DefinitionChEBI: 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 DescriptionL-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 ActionsL-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.
SynthesisThe 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 MethodsCrystallise 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.
L(+)-2-Aminobutyric acid Preparation Products And Raw materials
Preparation ProductsBoc-Abu-OH-->(R)-(-)-2-Aminobutane
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