API reference

Cycloserine

CAS number
68-41-7
Molecular formula
C3H6N2O2
Molecular weight
102.09 g/mol
Cycloserine — 2D structure
2D structure (PubChem)

About this molecule

Cycloserine is an analogue of the amino acid D-alanine with broad-spectrum antibiotic and glycinergic activities. D-cycloserine interferes with bacterial cell wall synthesis by competitively inhibiting two enzymes, L-alanine racemase and D-alanine:D-alanine ligase, thereby impairing peptidoglycan formation necessary for bacterial cell wall synthesis. This agent may be bactericidal or bacteriostatic, depending on its concentration at the infection site and the susceptibility of the organism. In addition, D-cycloserine is an excitatory amino acid and partial agonist at the glycine binding site of the NMDA receptor in the central nervous system (CNS); binding to the central NMDA receptor may result in amelioration of neuropathic pain.

Source: NCI Thesaurus (NCIt), via PubChem.

Identifiers

IUPAC name
(4R)-4-amino-1,2-oxazolidin-3-one
InChIKey
DYDCUQKUCUHJBH-UWTATZPHSA-N
SMILES
C1[C@H](C(=O)NO1)N
PubChem CID
6234

Also known as

D-cycloserine · cycloserine · Seromycin · orientomycin · Oxamycin · Cyclo-D-serine · Cicloserina · Farmiserina

Chemical data on this page is drawn from PubChem (National Library of Medicine) and is provided for identification only. Hanpars does not hold stock of every substance listed; availability, grade, documentation and regulatory status are confirmed per enquiry.

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