Patent · US Expired

Method of forming N-protected amino acid thiohydantoins

US5304497A · kind A · utility

5Cited by
4References
14Claims
0Family size

Assignee

Inventors

Key dates

Filing dateJul 15, 1992
Grant dateApr 19, 1994
Priority date
Expiry dateJul 15, 2012

Classification

  • Technology area (CPC Y)Emerging Cross-Sectional Technologies
  • CPC primaryY10S366/03
  • WIPO fieldMeasurement
  • WIPO sectorInstruments

Abstract

A method of forming a thiohydantoin from an N-protected amino acid. The method employs a uronium or phosphonium compound to activate the terminal carboxyl group of the amino acid and a thiocyanate reagent to cyclize the activated amino acid to the thio-hydantoin. The thiohydantoin can be cleaved from its N-protecting group, for use in C-terminal peptide sequencing. Particularly preferred uronium compounds include salts of 2-chlorouronium. Preferred thiocyanate reagents include trimethylsilyl isothiocyanate and crown ether adducts of metallothiocyanates, such as the 18-crown-6 adduct of KSCN.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.