Molecular structure of β-Chloro-L-alanine, CAS Number: 2731-73-9
β-Chloro-L-alanine (CAS 2731-73-9)
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Alternate Names:
(R)-2-Amino-3-chloropropanoic acid; β-Chloro-L-Ala-OH; 3-Chloro-L-alanine
Application:
β-Chloro-L-alanine is a halogenated amino acid derivative
CAS Number:
2731-73-9
Molecular Weight:
123.54
Molecular Formula:
C3H6NO2Cl
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
β-Chloro-L-alanine, also known as 3-Chloro-L-alanine (3-Cl-L-Ala), is a chiral amino acid with an R configuration at the chiral center. It is an L-alanine derivative that interacts with proteins involved in protein folding and stability, resulting in alterations to protein structure and activity. β-Chloro-L-alanine is also known as 3-chloroalanine and is an enantiomer of 3-chloro-D-alanine. Additionally, it can exist as a tautomer of a β-Chloro-L-alanine zwitterion.
β-Chloro-L-alanine (CAS 2731-73-9) References
- Coupling of alanine racemase and D-alanine dehydrogenase to active transport of amino acids in Escherichia coli B membrane vesicles. | Kaczorowski, G., et al. 1975. J Biol Chem. 250: 2855-65. PMID: 1091641
- Active transport in Escherichia coli B membrane vesicles. Differential inactivating effects from the enzymatic oxidation of beta-chloro-L-alanine and beta-chloro-D-alanine. | Kaczorowski, G., et al. 1975. J Biol Chem. 250: 8921-30. PMID: 1104610
- Reactions of human liver peroxisomal alanine:glyoxylate aminotransferase with beta-chloro-L-alanine and L-cysteine: spectroscopic and kinetic analysis. | Bertoldi, M., et al. 2008. Biochim Biophys Acta. 1784: 1356-62. PMID: 18492492
- Glutamate Racemase Is the Primary Target of β-Chloro-d-Alanine in Mycobacterium tuberculosis. | Prosser, GA., et al. 2016. Antimicrob Agents Chemother. 60: 6091-9. PMID: 27480853
- Eradication of methicillin resistant S. aureus biofilm by the combined use of fosfomycin and β-chloro-L-alanine. | Akbari-Ayezloy, E., et al. 2017. Iran J Microbiol. 9: 1-10. PMID: 28775817
- Biochemical Characterization of the Mycobacterium smegmatis Threonine Deaminase. | Favrot, L., et al. 2018. Biochemistry. 57: 6003-6012. PMID: 30226377
- Chloroalanyl antibiotic peptides: antagonism of their antimicrobial effects by L-alanine and L-alanyl peptides in gram-negative bacteria. | Cheung, KS., et al. 1986. J Med Chem. 29: 2060-8. PMID: 3093682
- Inactivation of alanine racemase by beta-chloro-L-alanine released enzymatically from amino acid and peptide C10-esters of deacetylcephalothin. | Mobashery, S. and Johnston, M. 1987. Biochemistry. 26: 5878-84. PMID: 3118951
- beta-Chloro-L-alanine inhibition of the Escherichia coli alanine-valine transaminase. | Whalen, WA., et al. 1985. J Bacteriol. 164: 1350-2. PMID: 3934143
- Formate-induced labeling of the active site of aspartate aminotransferase by beta-chloro-L-alanine. | Morino, Y., et al. 1974. J Biol Chem. 249: 6684-92. PMID: 4472526
- Affinity labeling of the active center of L-aspartate-beta-decarboxylase with beta-chloro-L-alanine. | Relyea, NM., et al. 1974. J Biol Chem. 249: 1519-24. PMID: 4817757
- Interaction of L-aspartate beta-decarboxylase with beta-chloro-L-alanine. Beta-elimination reaction and active-site labeling. | Tate, SS., et al. 1969. Biochemistry. 8: 5016-21. PMID: 5365791
- Inhibition of uridine 5'-diphosphate-N-acetylmuramyl-L-alanine synthetase by beta-chloro-L-alanine in Escherichia coli. | Ishiguro, EE. 1982. Can J Microbiol. 28: 654-9. PMID: 6811120
Inhibitor of:
ARALAR, ASAH2B, Glutamate-Oxaloacetate Transaminase, Glutamate-Pyruvate Transaminase, SNAT5, Solute carrier family 25 (SLC25A), and SPT1.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
β-Chloro-L-alanine, 1 g | sc-291972 | 1 g | $138.00 | |||
β-Chloro-L-alanine, 5 g | sc-291972A | 5 g | $581.00 |