Phosphoramidon - Misplaced Pages

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Phosphoramidon
Names

IUPAC name (2S)-2-oxyphosphoryl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid
Other names N-hydroxyphosphinyl]-L-leucyl]-L-tryptophan
Identifiers
CAS Number	36357-77-4
3D model (JSmol)	Interactive image
ECHA InfoCard	100.048.164
PubChem CID	445114
CompTox Dashboard (EPA)	DTXSID601317292
SMILES O=C(O)(NC((CC(C)C)NP(O1O(C)(O)(O)1O)(O)=O)=O)CC2=CNC3=C2C=CC=C3
Properties
Chemical formula	C₂₃H₃₄N₃O₁₀P
Molar mass	543.510 g·mol
Appearance	White to slightly yellow solid
Solubility in water	Soluble as sodium salt
Solubility in DMSO and methanol	Soluble as sodium salt
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

Phosphoramidon is a chemical compound derived from cultures of Streptomyces tanashiensis. It is an inhibitor of the enzyme thermolysin, a membrane metallo-endopeptidase inhibitor, and an endothelin converting enzyme inhibitor. 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

^ Phosphoramidon, Enzo Life Sciences
Kitagishi K; Hiromi K (1984). "Binding between thermolysin and its specific inhibitor, phosphoramidon". Journal of Biochemistry. 95 (2): 529–34. PMID 6715312.{{cite journal}}: CS1 maint: multiple names: authors list (link)
^ Phosphoramidon at PubChem