Anomeric O-Functionalization of Carbohydrates for Chemical Conjugation to Vaccine Constructs

Simon S. Park, Hsiao Wu Hsieh, Jacquelyn Gervay-Hague

Research output: Contribution to journalReview article

Abstract

Carbohydrates mediate a wide range of biological interactions, and understanding these processes benefits the development of new therapeutics. Isolating sufficient quantities of glycoconjugates from biological samples remains a significant challenge. With advances in chemical and enzymatic carbohydrate synthesis, the availability of complex carbohydrates is increasing and developing methods for stereoselective conjugation these polar head groups to proteins and lipids is critically important for pharmaceutical applications. The aim of this review is to provide an overview of commonly employed strategies for installing a functionalized linker at the anomeric position as well as examples of further transformations that have successfully led to glycoconjugation to vaccine constructs for biological evaluation as carbohydrate-based therapeutics.

Original languageEnglish (US)
JournalMolecules (Basel, Switzerland)
Volume23
Issue number7
DOIs
StatePublished - Jul 17 2018

Fingerprint

vaccines
carbohydrates
conjugation
Vaccines
Carbohydrates
Glycoconjugates
installing
availability
lipids
Availability
proteins
Lipids
evaluation
Therapeutics
synthesis
Pharmaceutical Preparations
Proteins
interactions

Keywords

  • anomeric functionalization
  • carbohydrates
  • glycoconjugates
  • glycosides
  • glycosylation

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Anomeric O-Functionalization of Carbohydrates for Chemical Conjugation to Vaccine Constructs. / Park, Simon S.; Hsieh, Hsiao Wu; Gervay-Hague, Jacquelyn.

In: Molecules (Basel, Switzerland), Vol. 23, No. 7, 17.07.2018.

Research output: Contribution to journalReview article

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