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Proceedings of the National Academy of Sciences of the United States of America logoLink to Proceedings of the National Academy of Sciences of the United States of America
. 1982 Apr;79(7):2176–2180. doi: 10.1073/pnas.79.7.2176

Phosphorus-containing inhibitors of angiotensin-converting enzyme.

E D Thorsett, E E Harris, E R Peterson, W J Greenlee, A A Patchett, E H Ulm, T C Vassil
PMCID: PMC346153  PMID: 6285369

Abstract

Several phosphonamides, phosphoramides, and phosphates having the general structure R-Y-P(O)(OH)-X-CH(CH3)-CO-Pro have been synthesized and tested for inhibition of angiotensin-converting enzyme (dipeptidyl carboxypeptidase; peptidyl-dipeptide hydrolase, EC 3.4.15.1). Inhibition was found to depend on the nature of R, Y, and X such that the maximal effect was observed when X = NH, Y = CH2, and R = phi CH2 (50% inhibition at 7 nM). Substitution of CH2 or O at X and O at Y produced significantly less potent inhibitors. Groups shorter or longer than R = phi CH2 led to less active inhibitors, presumably due to nonoptimal interaction of the side chain with the S1 subsite.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

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