Synthesis of Glycoconjugates through Chlorooxime-Thiol Conjugation.
J Org Chem
; 89(9): 6364-6370, 2024 May 03.
Article
en En
| MEDLINE
| ID: mdl-38650458
ABSTRACT
Introducing glycans represents an efficient chemical approach to improve the pharmacological properties of therapeutic biomolecules. Herein, we report an efficient synthesis of glycoconjugates through chlorooxime-thiol conjugation. The reactive glycosyl chlorooximes, derived from pyranoses or furanoses, readily couple to a wide range of thiol-containing substrates, including peptides, sugars, and thiophenols. This method features mild reaction conditions and fast kinetics. Capability for aqueous media and gram-scale synthesis demonstrates the potential of this method in the bioconjugation of saccharides with biologically active molecules.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Oximas
/
Compuestos de Sulfhidrilo
/
Glicoconjugados
Idioma:
En
Revista:
J Org Chem
Año:
2024
Tipo del documento:
Article