PHOSPHORAMIDON

Definition

ChEBI: A dipeptide isolated from the cultures of Streptomyces tanashiensis.

Enzyme inhibitor

This glycosyl phosphoramidopeptide (FWfree-acid = 543.51 g/mol; CAS 36357-77-4), also systematically named as N-(a-rhamnopyranosyloxyhydroxyphosphinyl)- L-leucyl-L-tryptophan, is a slow-binding thermolysin inhibitor (Ki = 30 nM). Note: Phosphoramidon is an epimer of talopeptin. Stock 1 mg/mL aqueous solutions of phosphoramidon are stable for one month at –20°C. Target(s): atrolysin A; atrolysin C; bacillolysin; carboxypeptidase C, weakly inhibited; coccolysin; cytosol alanyl aminopeptidase, weakly inhibited; dactylysin; endothelin-converting enzyme; endothelin-converting enzyme 2; fungalysin; gametolysin; granzyme B; Legionella metalloendopeptidase; leucyl aminopeptidase, weakly inhibited; Listeria metalloprotease Mpl; lysine carboxypeptidase, or lysine(arginine) carboxypeptidase; carboxypeptidase N; mycolysin; neprilysin, or enkephalinase, Ki = 0.8 nM; oligopeptidase O; peptidyl-dipeptidase A, or angiotensin I-converting enzyme; pitrilysin, or protease Pi; pseudolysin, or Pseudomonas aeruginosa elastase; pyruvate decarboxylase; thermolysin (27,28,41,43- 53); urethanase; vibriolysin; and Xaa-Pro aminopeptidase, or aminopeptidase P.