4-amino-1,2-oxazolidin-3-one

A member of the class of oxazolidines that is isoxazoldin-3-one which is substituted at position 4 by an amino group.

ChEBI ID: 23503

Members (2)

Member	Definition	Role
cycloserine	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-alanine--D-alanine ligase (which incorporates D-alanine into the pentapeptide required for peptidoglycan formation and bacterial cell wall synthesis).	D-cycloserine zwitterion; D-cycloserine
L-cycloserine	A 4-amino-1,2-oxazolidin-3-one that has S configuration. An antibiotic isolated from Erwinia uredovora.	L-cycloserine