Products 68-41-7

CAS 68-41-7 appears in our catalog under these names: D-Cycloserine, Cycloserine, D-Cycloserine, >95% (HPLC), D-Cycloserine/ 99.83% (existing batch purity), D–Cycloserine. Offered by: Chemat Brand, TRC, Mikromol, LoGiCal, Dr. Ehrenstorfer. Available pack sizes: on request, 100mg, 250mg, 5g, 10mg, 500mg, 50mg, 1g.

Structural formula: {0} (CAS {1})

D-cycloserine is a 4-amino-1,2-oxazolidin-3-one that has R configuration. It is an antibiotic produced by Streptomyces garyphalus or S. orchidaceus and is used as part of a multi-drug regimen for the treatment of tuberculosis when resistance to, or toxicity from, primary drugs has developed. An analogue of D-alanine, it interferes with bacterial cell wall synthesis in the cytoplasm by competitive inhibition of L-alanine racemase (which forms D-alanine from L-alanine) and D-alanineD-alanine ligase (which incorporates D-alanine into the pentapeptide required for peptidoglycan formation and bacterial cell wall synthesis). It has a role as a metabolite, an antitubercular agent, an antimetabolite, an antiinfective agent and a NMDA receptor agonist. It is a 4-amino-1,2-oxazolidin-3-one, an organonitrogen heterocyclic antibiotic and an organooxygen heterocyclic antibiotic. It is a conjugate base of a D-cycloserine(1+). It is an enantiomer of a L-cycloserine. It is a tautomer of a D-cycloserine zwitterion.

Source: ChEBI

Identity
Molecular formulaC3H6N2O2
Molecular weight102.09 g/mol
IUPAC name(4R)-4-amino-1,2-oxazolidin-3-one
InChIKeyDYDCUQKUCUHJBH-UWTATZPHSA-N
SMILESC1[C@H](C(=O)NO1)N

Computed by PubChem (NCBI)