Sulfuryl hypo-phosphono hybridation peptide and preparation method thereof

A technology of sulfonylphosphinate and hybrid peptide, which is applied in the field of sulfonylphosphinate hybrid peptide and its preparation, and can solve the problem that there is no sulfonylphosphinate hybrid peptide yet.
CN101619075BInactive Publication Date: 2012-07-25BEIJING UNIV OF CHEM TECH
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
BEIJING UNIV OF CHEM TECH
Publication Date
2012-07-25
Estimated Expiration
Not applicable · inactive patent

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Abstract

The invention provides a sulfuryl hypo-phosphono hybridation peptide and a preparation method thereof. The sulfuryl hypo-phosphono hybridation peptide has a structure represented by the formula (1), is formed by condensing sulfamic acid, amino phosphinic acid and amino acid, and can be used as medicament, enzyme inhibitor, antibacterialagent, hapten for preparing bzyme, and the like. The sulfurylhypo-phosphono hybridation peptide can be prepared in such a way that sulfamide, aldehyde or ketone, alkyl or aryl phosphine oxide react in organic solvent for a period of time, amino-acid ester or salt thereof is added in the reaction mixture in the presence of alkaline to carry out ammonolysis. The method has simple and easy-obtained materials, simple process, high synthesis efficiency, is an atomic and economic gathering-type synthesis method and can be used for preparing optical active sulfuryl hypo-phosphono hybridation peptide.
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Description

technical field

[0001] The invention belongs to the technical field of organic compounds, biomolecules and organic synthesis, and specifically relates to a sulfonylphosphinyl hybrid peptide and a preparation method thereof. Background technique

[0002] Sulfonyl peptides and phosphinoyl peptides are polypeptide substances containing sulfamic acid and phosphoramidite respectively. Because they contain aminosulfonic acid and aminophosphinic acid with tetrahedral structure respectively, they can be used to simulate the transition state of ester bond and amide bond hydrolysis, and have been widely used in enzyme inhibitor research in recent years (Xu Jiaxi, Organic Chemistry, 2003, 23, 1-9; Moree, W.J.; van der Marel, G.A.; van Boom, J.H.; Liskamp, ​​R.M.J. Tetrahedron 1993, 49, 11055-11064) and antiparasitic drug research (Ravaschino, E.L.; Docampo, R.; Rodriguez, J.B.J. Med. Chem. 2006, 49, 426-435).

[0003] Sulfonyl peptide mainly prepares sulfamoyl chloride by protected s...

Claims

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