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词条 Phosphoramidon
释义

  1. References

  2. External links

{{distinguish|phosphamidon}}{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 407705581
| ImageFile=phosphoramidon.png
| ImageSize=260
| ImageAlt = Skeletal formula of phosphoramidon
| ImageFile1 = Phosphoramidon-3D-spacefill.png
| ImageSize1=220
| ImageAlt1 = Space-filling model of the phosphoramidon molecule
| IUPACName=(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
| OtherNames=N-[N-[[(6-deoxy-α-L-mannoopyranosyl)oxy]hydroxyphosphinyl]-L-leucyl]-L-tryptophan
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo=36357-77-4
| PubChem=445114
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 45353
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 479579
| SMILES=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
| EINECS = 252-996-3
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 392848
| 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
| InChIKey = ZPHBZEQOLSRPAK-XLCYBJAPBL
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = ZPHBZEQOLSRPAK-XLCYBJAPSA-N
| RTECS =
| MeSHName =
| KEGG_Ref = {{keggcite|changed|kegg}}
| KEGG = C00563
|Section2={{Chembox Properties
| C=23 | H=34 | N=3 | O=10 | P=1
| Appearance=White to slightly yellow solid
| Density=
| MeltingPt=
| BoilingPt=
| Solubility=Soluble as sodium salt[1]
| SolubleOther = Soluble as sodium salt[1]
| Solvent = DMSO and methanol
|Section3={{Chembox Hazards
| MainHazards=
| FlashPt=
| AutoignitionPt =
}}

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, 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|reason=Reliable source needed to substantiate claim wide use|date=June 2016}}

References

1. ^Phosphoramidon, Enzo Life Sciences
2. ^{{cite journal | vauthors = Kitagishi K, Hiromi K | title = Binding between thermolysin and its specific inhibitor, phosphoramidon | journal = Journal of Biochemistry | year = 1984 | volume = 95 | issue = 2 | pages = 529–34 | pmid = 6715312}}
3. ^[https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=445114 Phosphoramidon] at PubChem

External links

  • The MEROPS online database for peptidases and their inhibitors: Phosphoramidon
{{Peptide receptor modulators}}

3 : Hydrolase inhibitors|Phosphoramidates|Tryptamines

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