Phosphoramidon
| Phosphoramidon | ||
|---|---|---|
 | ||
| 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 | ||
| CAS number | 36357-77-4  | |
| PubChem | 445114 | |
| ChEMBL | CHEMBL479579  | |
| Jmol-3D images | {{#if:O=C(O)[C@@H](NC([C@H](CC(C)C)NP(O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O)(O)=O)=O)CC2=CNC3=C2C=CC=C3|Image 1 | |
| ||
| Properties | ||
| Molecular formula | C23H34N3O10P | |
| Molar mass | 543.50 g mol−1 | |
| Appearance | White to slightly yellow solid | |
| Solubility in water | Soluble as sodium salt[1] | |
| Solubility in DMSO and methanol | Soluble as sodium salt[1] | |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | ||
| 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
- ↑ 1.0 1.1 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.
- ↑ 3.0 3.1 Phosphoramidon at PubChem
External links
- The MEROPS online database for peptidases and their inhibitors: Phosphoramidon