Products 42228-92-2
CAS 42228-92-2 appears in our catalog under these names: (2S)-2-Amino-2-((5S)-3-chloro-4,5-dihydroisoxazol-5-Yl)acetic acid, Acivicin, >95% (HPLC), Acivicin, Acivicin, 98+% , Acivicin, 99.52%. Offered by: Biosynth, TRC, TargetMol, GLPBio, Thermo Scientific (Alfa Aesar). Available pack sizes: 50mg, 1mg, 25mg, 5mg, 10mg, 1 mg, 5 mg, Get quote.
Acivicin is an L-alpha-amino acid that is L-alanine in which the methyl group is replaced by a (5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl group. A glutamine analogue antimetabolite, it interferes with glutamate metabolism and several glutamate-dependent synthetic enzymes. It is obtained as a fermentation product of Streptomyces sviceus bacteria. It has a role as a glutamine antagonist, a metabolite, an antimicrobial agent, an antimetabolite, an antineoplastic agent, an antileishmanial agent and an EC 2.3.2.2 (gamma-glutamyltransferase) inhibitor. It is an organochlorine compound, a member of isoxazoles and a non-proteinogenic L-alpha-amino acid.
Source: ChEBI
| Molecular formula | C5H7ClN2O3 |
|---|---|
| Molecular weight | 178.57 g/mol |
| IUPAC name | (2S)-2-amino-2-[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]acetic acid |
| InChIKey | QAWIHIJWNYOLBE-OKKQSCSOSA-N |
| SMILES | C1[C@H](ON=C1Cl)[C@@H](C(=O)O)N |
Computed by PubChem (NCBI)
Synonyms:
acivicin, Antibiotic AT 125, Acivicine, Acivicino, Acivicinum, (2S)-2-Amino-2-[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]acetic acid, Acivicina, (alpha-S,5S)-alpha-Amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid, alpha-Amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid, (S-(R*,R*))-4,5-Dihydro-alpha-amino-3-chloro-5-isoxazoleacetic acid