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1 References  




2 External links  













Phosphoramidon






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From Wikipedia, the free encyclopedia
  

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

CAS Number

3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.048.164 Edit this at Wikidata
EC Number
  • 252-996-3
KEGG

PubChem CID
UNII

CompTox Dashboard (EPA)

  • InChI=1S/C23H34N3O10P/c1-11(2)8-16(26-37(33,34)36-23-20(29)19(28)18(27)12(3)35-23)21(30)25-17(22(31)32)9-13-10-24-15-7-5-4-6-14(13)15/h4-7,10-12,16-20,23-24,27-29H,8-9H2,1-3H3,(H,25,30)(H,31,32)(H2,26,33,34)/t12-,16-,17-,18-,19+,20+,23-/m0/s1 ☒N

    Key: ZPHBZEQOLSRPAK-XLCYBJAPSA-N ☒N

  • InChI=1/C23H34N3O10P/c1-11(2)8-16(26-37(33,34)36-23-20(29)19(28)18(27)12(3)35-23)21(30)25-17(22(31)32)9-13-10-24-15-7-5-4-6-14(13)15/h4-7,10-12,16-20,23-24,27-29H,8-9H2,1-3H3,(H,25,30)(H,31,32)(H2,26,33,34)/t12-,16-,17-,18-,19+,20+,23-/m0/s1

    Key: ZPHBZEQOLSRPAK-XLCYBJAPBL

  • 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

Properties

Chemical formula

 C23H34N3O10P
Molar mass 543.510 g·mol−1
Appearance White to slightly yellow solid

Solubility in water

 Soluble as sodium salt[1]
SolubilityinDMSO 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 is checkY☒N ?)

Infobox references

Phosphoramidon is a chemical compound derived from cultures of Streptomyces tanashiensis. It is an inhibitor of the enzyme thermolysin,[2] of the membrane metallo-endopeptidase,[3] and of the endothelin converting enzyme.[3] Chemically, phosphoramidon 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.[citation needed]

References[edit]

  1. ^ a b 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.
  • ^ a b PhosphoramidonatPubChem

    • External links[edit]


    Retrieved from "https://en.wikipedia.org/w/index.php?title=Phosphoramidon&oldid=1110293734"
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     ●Tryptamines
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