(2S)-2-aminobutanoic acid

• ChemBase ID: 69821
• Molecular Formular: C4H9NO2
• Molecular Mass: 103.11976
• Monoisotopic Mass: 103.06332853
• SMILES: C(=O)([C@H](CC)N)O
• Canonical SMILES: CC[C@@H](C(=O)O)N
• InChI: InChI=1S/C4H9NO2/c1-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1
• InChIKey: QWCKQJZIFLGMSD-VKHMYHEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-aminobutanoic acid
• IUPAC Traditional name: (-)-2-aminobutyric acid; DL-2-amino-n-butyric acid
• Synonyms: (2S)-2-Aminobutanoic Acid; (S)-(+)-α-2-Aminobutyric Acid; H-2-ABU-OH; L-α-2-Aminobutyric Acid; L-Butyrine; L-Ethylglycine; LH-L-ABU-OH; NSC 97060; L-Aminobutyric Acid; L-α-Aminobutyric acid; L-2-Aminobutyric acid; D-(-)-2-Aminobutyric acid; (R)-2-Aminobutanoic acid; H-Abu-OH; L-(+)-2-Aminobutyric acid; L-(+)-2-Aminobutyric acid; (2S)-2-Aminobutyric acid; L-2-Aminobutyric acid; (2S)-2-Aminobutanoic acid; L-α-AMINO-n-BUTYRIC ACID; L-α-AMINOBUTYRIC ACID; L-α-氨基丁酸; L-2-氨基丁酸; L-(+)-2-氨基丁酸

Database IDs

• CAS Number: 1492-24-6; 2623-91-8
• EC Number: 216-083-3
• MDL Number: MFCD00064414; MFCD00064415
• Beilstein Number: 1720935
• Merck Index: 14428
• PubChem SID: 24890666; 24890595; 162035546
• PubChem CID: 80283

CALCULATED PROPERTIES

• Acid pKa: 2.615755
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.3183894
• LogD (pH = 7.4): -2.3208885
• Log P: -2.3181498
• Molar Refractivity: 25.0213 cm^3
• Polarizability: 10.177998 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Water
• Apperance: White Solid
• Melting Point: >300°C; >300°C; 246-248°C; 321-326°C
• Optical Rotation: [α]20/D +20.5±1°, c = 4.8% in 6 M HCl; +21 (c=4.8 in 6N HCl)
• Hydrophobicity(logP): -2.595

Safety Information

• Storage Condition: -20°C Freezer; 2-8°C; Room Temperature (15-30°C)
• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 43
• Safety Statements: 24-37-60; 36/37
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H317
• GHS Precautionary statements: P261-P280-P302+P352-P321-P363-P501A; P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥99% (titration); ≥99.0% (NT); 95%; 95+%; 98%; 98+%
• Suitability: suitable for cell culture
• Empirical Formula (Hill Notation): C4H9NO2

DETAILS

MP Biomedicals - 02150345

Crystalline

MP Biomedicals - 02194620

Cell Culture Reagent
Crystalline

MP Biomedicals - 05207534

MP Biomedicals Rare Chemical collection

Sigma Aldrich - A1879

包装
1, 5 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A1879.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - A2536

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.

Sigma Aldrich - 07200

Other Notes
Substrate for the assay of γ-glutamylcysteine synthetase1

Toronto Research Chemicals - A602930

Receptor antagonist.

REFERENCES

• Porter, D.J.T., et al.: Biochem. Pharmacol., 50, 1475 (1995)