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Nucleoglycoconjugates: Design and Synthesis of a New Class of DNA–Carbohydrate Conjugates
Author(s) -
Sheppard Terry L.,
Wong ChiHuey,
Joyce Gerald F.
Publication year - 2000
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20001016)39:20<3660::aid-anie3660>3.0.co;2-l
Subject(s) - phosphodiester bond , phosphoramidite , oligonucleotide , dna , dna polymerase , chemistry , glycoconjugate , conjugate , combinatorial chemistry , polymerase , biochemistry , stereochemistry , gene , rna , mathematical analysis , mathematics
A solid‐phase strategy for the synthesis of a new class of DNA–carbohydrate conjugates, termed nucleoglycoconjugates (see example shown), is presented. This phosphoramidite‐based approach provides a general method to link carbohydrates within or at the termini of DNA oligonucleotides through stable phosphodiester bonds. The resulting glycoconjugates serve as substrates for enzymes used in the manipulation of DNA, and are effective as primers in extension reactions mediated by DNA polymerases, including the polymerase chain reaction.