Phosphoramidon

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Not to be confused with phosphamidon.
Phosphoramidon
Skeletal formula of phosphoramidon
Space-filling model of the phosphoramidon molecule
Names
IUPAC name
(2S)-2-[[(2S)-2-[[hydroxy-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphosphoryl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid
Other names
N-[N-[[(6-deoxy-α-L-mannoopyranosyl)oxy]hydroxyphosphinyl]-L-leucyl]-L-tryptophan
Identifiers
36357-77-4 YesY
ChEBI CHEBI:45353 N
ChEMBL ChEMBL479579 N
ChemSpider 392848 N
EC number 252-996-3
Jmol-3D images Image
KEGG C00563 N
PubChem 445114
Properties
C23H34N3O10P
Molar mass 543.51 g·mol−1
Appearance White to slightly yellow solid
Soluble as sodium salt[1]
Solubility in DMSO and methanol Soluble as sodium salt[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 N verify (what isYesY/N?)
Infobox references

Phosphoramidon is a chemical compound derived from cultures of Streptomyces tanashiensis. It is an inhibitor of the enzyme thermolysin,[2] a membrane metallo-endopeptidase inhibitor,[3] and an endothelin converting enzyme inhibitor.[3] Chemically, talopeptin differs from its closely related peptidase inhibitor talopeptin by a single stereocenter.

Because of its enzyme inhibitory properties, phosphoramidon is widely used as a biochemical tool.

References[edit]

  1. ^ a b Phosphoramidon, Enzo Life Sciences
  2. ^ Kitagishi K; Hiromi K (1984). "Binding between thermolysin and its specific inhibitor, phosphoramidon". Journal of Biochemistry 95 (2): 529–34. PMID 6715312. 
  3. ^ a b Phosphoramidon at PubChem

External links[edit]