Phosphoramidon

Phosphoramidon is a neutral endopeptidase 24.11 (NEP, neprilysin; EC 3.4.24.11) (Ki=2nM) inhibitor, which cleaves bioactive peptides such as bradykinin, neurotensin, and enkephalin. It also inhibits neprilysin 2 (Ki~2nM) and endothelin-converting enzyme (ECE) (IC50=0.68 μM).

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Catalog Number R0805
Alternative Name(s) N-(alpha-Rhamnopyranosyloxyhydroxyphosphinyl)-L-leucyl-L-tryptophan
Research Area Metallo-endopeptidase inhibitor originally derived from cultures of Streptomyces tanashiensis. Inhibits thermolysin, membrane metallo-endopeptidases, and endothelin converting enzyme. Also inhibits NEP 24.11 and NEP2 and weakly inhibits collegenase.
Molecular Formula C23H32N3Na2O10P
CAS# 119942-99-3
Purity >98%
Inchi InChI=1S/C23H34N3O10P.2Na/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);;/q;2*+1/p-2/t12-,16-,17-,18-,19+,20+,23-;;/m0../s1
Inchi Key OQKHVXFOYFBMDJ-ODIUWQMJSA-L
SMILES C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OP(=O)(N[C@@H](CC(C)C)C(=O)N[C@@H](CC2=CNC3=CC=CC=C32)C(=O)[O-])[O-])O)O)O.[Na+].[Na+]
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