Method of forming N-protected amino acid thiohydantoins
US5304497A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Jul 15, 1992 |
| Grant date | Apr 19, 1994 |
| Priority date | — |
| Expiry date | Jul 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.