Acivicin

cas: 42228-92-2 — see every product listed under this CAS number, including other names

Acivicin (CAS 42228-92-2) is a chemical reagent available from Chemat. Available pack sizes: 1mg, 5mg, 10mg. Offered by: TargetMol, GLPBio.

brandTargetMol
catalog numberT14114-1mg
cas42228-92-2
size1mg
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Available pack sizes

brand size price
TargetMol 1mg 983.72 Pln
TargetMol 5mg 3287.92 Pln
TargetMol 10mg 4549.58 Pln
GLPBio 1mg 742.14 Pln
GLPBio 10mg 1860.77 Pln
GLPBio 5mg 1462.93 Pln

properties

purityNo data
delivery timeon request
Structural formula: {0} (CAS {1})

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

Identity
Molecular formulaC5H7ClN2O3
Molecular weight178.57 g/mol
IUPAC name(2S)-2-amino-2-[(5S)-3-chloro-4,5-dihydro-1,2-oxazol-5-yl]acetic acid
InChIKeyQAWIHIJWNYOLBE-OKKQSCSOSA-N
SMILESC1[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
Isomers (same molecular formula)
3-hydroxy-5-oxo-2H-furan-4-carboximidamide;hydrochloride C5H7ClN2O3
methyl 5-amino-1,3-oxazole-4-carboxylate;hydrochloride C5H7ClN2O3
5-(aminomethyl)-1,2-oxazole-3-carboxylic acid;hydrochloride C5H7ClN2O3

Also listed as

(2S)-2-Amino-2-((5S)-3-chloro-4,5-dihydroisoxazol-5-Yl)acetic acid Biosynth CAS 42228-92-2
Acivicin, >95% (HPLC) TRC CAS 42228-92-2
Acivicin, 98+% Thermo Scientific (Alfa Aesar) CAS 42228-92-2
Acivicin, 99.52% MedChemExpress CAS 42228-92-2
Acivicin (Standard) MedChemExpress CAS 42228-92-2
Acivicin, 98% Fluorochem CAS 42228-92-2