D-2-Aminobutyric acid
D-2-Aminobutyric acid Basic information
- Product Name:
- D-2-Aminobutyric acid
- Synonyms:
-
- R-AMINOBUTYRIC ACID
- (R)-(-)-2-AMINO-N-BUTYRIC ACID
- (R) 2-AMINOBUTYRIC ACID
- (R)-(-)-2-AMINOBUTYRIC ACID
- D-A-AMINO-N-BUTYRIC ACID
- D-ALPHA-AMINO-BUTYRIC ACID
- D-ALPHA-AMINO-N-BUTYRIC ACID
- D-ETHYLGLYCINE
- CAS:
- 2623-91-8
- MF:
- C4H9NO2
- MW:
- 103.12
- EINECS:
- 220-084-4
- Product Categories:
-
- Unusual Amino Acids
- Pharmaceutical Intermediates
- Mol File:
- 2623-91-8.mol
D-2-Aminobutyric acid Chemical Properties
- Melting point:
- >300 °C (lit.)
- alpha
- -21.2 º (c=2, 6N HCl)
- Boiling point:
- 215.2±23.0 °C(Predicted)
- Density
- 1.2300 (estimate)
- refractive index
- 1.4650 (estimate)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- soluble
- form
- Crystalline Powder
- pka
- 2.34±0.10(Predicted)
- color
- White
- optical activity
- [α]20/D 21 to 19°, c = 4 in H2O
- Water Solubility
- soluble
- BRN
- 1720934
- Major Application
- peptide synthesis
- InChI
- 1S/C4H9NO2/c1-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m1/s1
- InChIKey
- QWCKQJZIFLGMSD-GSVOUGTGSA-N
- SMILES
- CC[C@@H](N)C(O)=O
- LogP
- -0.064 (est)
- CAS DataBase Reference
- 2623-91-8(CAS DataBase Reference)
MSDS
- Language:English Provider:D-alpha-Amino-n-butyric acid
- Language:English Provider:ACROS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
D-2-Aminobutyric acid Usage And Synthesis
Chemical Properties
WHITE CRYSTALLINE POWDER
Uses
(R)-2-Aminobutyric Acid is an isomer of L-Aminobutyric Acid (A602930) which is a receptor antagonist.
Definition
ChEBI: D-alpha-aminobutyric acid is an optically active form of alpha-aminobutyric acid having D-configuration. It is an alpha-aminobutyric acid and a D-alpha-amino acid. It is an enantiomer of a L-alpha-aminobutyric acid.
reaction suitability
reaction type: solution phase peptide synthesis
Synthesis
Currently, the methods reported in the literature for the synthesis of D-2-aminobutyric acid such as the synthesis of D-2-aminobutyric acid from D-configuration methionine by desulfurization and other steps; ammonification and hydrolysis reaction method of butyronic acid, and chemical disassembly method. First, the racemic 2-aminobutyric acid is acetylated to obtain N-acetyl-2-aminobutyric acid, and then the aminoacylase extracted from pig kidney is used to selectively hydrolyze off the (S)-configuration N-acetyl-2-aminobutyric acid to obtain the (S)-2-aminobutyric acid, and the (R)-N-acetyl-2-aminobutyric acid which is not hydrolyzed is subjected to the racemic treatment by an appropriate method to obtain racemic 2-aminobutyric acid, thus realizing the dynamic of its 2-aminobutanoic acid. Aminobutyric acid, thus realizing its dynamic kinetic splitting and achieving a final yield of 71.9%.
IC 50
Microbial Metabolite; Human Endogenous Metabolite
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