Abstract
The efficient synthesis of a β-thiol phenylalanine derivative is described starting from Garner's aldehyde. The utility of this amino acid in peptide ligation-desulfurization chemistry is described, including the trifluoroethanethiol (TFET)-promoted one-pot assembly of the 62 residue peptide hormone augurin.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Aldehydes / chemistry
-
Ligation
-
Molecular Structure
-
Neoplasm Proteins / chemistry
-
Peptide Hormones / chemistry
-
Peptides / chemistry
-
Phenylalanine / analogs & derivatives*
-
Phenylalanine / chemical synthesis*
-
Phenylalanine / chemistry
-
Sulfhydryl Compounds / chemical synthesis*
-
Sulfhydryl Compounds / chemistry
-
Trifluoroethanol / analogs & derivatives
-
Trifluoroethanol / chemistry
-
Tumor Suppressor Proteins
Substances
-
2,2,2-trifluoroethanethiol
-
Aldehydes
-
ECRG4 protein, human
-
Neoplasm Proteins
-
Peptide Hormones
-
Peptides
-
Sulfhydryl Compounds
-
Tumor Suppressor Proteins
-
Phenylalanine
-
Trifluoroethanol