Versatile functionalization of carbohydrate hydroxyl groups through their O-Cyanomethyl ethers

Carles Malet, Ole Hindsgaul

Producción científica: Artículo en revista indizadaArtículorevisión exhaustiva

23 Citas (Scopus)

Resumen

O-Cyanomethyl ethers of carbohydrates are shown to be versatile intermediates for the preparation of sugar amines, carboxylic acids, amides, and amidine salts. This methodology for the functionalization of carbohydrates can thus provide a new array of analogs for the study of carbohydrate binding proteins. In addition, the resulting O-aminoethyl and O-carboxymethyl carbohydrates can be coupled to amino acids under standard conditions used in solid-phase peptide synthesis, providing a method for the construction of glycopeptides in which the carbohydrate moiety can be linked through any of its hydroxyl groups to the C- or the N-terminus of a given peptide.

Idioma originalInglés
Páginas (desde-hasta)4649-4654
Número de páginas6
PublicaciónJournal of Organic Chemistry
Volumen61
N.º14
DOI
EstadoPublicada - 12 jul 1996
Publicado de forma externa

Huella

Profundice en los temas de investigación de 'Versatile functionalization of carbohydrate hydroxyl groups through their O-Cyanomethyl ethers'. En conjunto forman una huella única.

Citar esto