methicillin acyl-serine

Methicillin acyl-serine is an experimental small molecule derivative related to methicillin. It is a synthetic compound with the molecular formula C20H25N3O9S and a molecular weight of approximately 483.5 g/mol[1][3]. The structure features a thiazolidine ring and an acylated serine moiety[10]. While detailed pharmacological data are not available for this specific compound in clinical use or trials[1], it is likely designed as a mechanistic probe or intermediate for studying beta-lactam antibiotics such as methicillin. Methicillin itself acts by inhibiting bacterial cell wall synthesis through binding to penicillin-binding proteins (PBPs), particularly transpeptidases involved in peptidoglycan cross-linking[4][7]. The "acyl-serine" motif suggests this molecule may mimic the covalent intermediate formed between beta-lactams and serine residues in PBPs or beta-lactamase enzymes.

Other names

(2S)-2-amino-3-(((2R)-2-((2R,4S)-4-carboxy-5,5-dimethyl-1,3-thiazolidin-2-yl)-2-(((2,6-dimethoxyphenyl)(oxido)methylidene)amino)acetyl)oxy)propanoate(2S)-2-amino-3-{[(2R)-2-[(2R,4S)-4-carboxy-5,5-dimethyl-1,3-thiazolidin-2-yl]-2-{[(2,6-dimethoxyphenyl)(oxido)methylidene]amino}acetyl]oxy}propanoateDB02443DB-02443DB 02443