RAS Chemistry & Material ScienceЖурнал органической химии Russian Journal of Organic Chemistry

  • ISSN (Print) 0514-7492
  • ISSN (Online) 3034-6304

Synthesis of Spacered Disaccharides Structurally Related to the Fucosylated Chondroitin Sulfates from Sea Cucumbers and

PII
S3034630425070073-1
DOI
10.7868/S3034630425070073
Publication type
Article
Status
Published
Authors
Volume/ Edition
Volume 61 / Issue number 7
Pages
857-869
Abstract
The synthesis of selectively 3,4’,6’-tri- and 3,4,4’,6’-tetra--sulfated derivatives of the aminopropyl glycoside of the disaccharide α--GalNAc-(1–2)-α--Fuc (1 and 2), structurally related to highly unusual carbohydrate chain fragments of hexosaminoglycans found in the side chains of fucosylated chondroitin sulfates (FCS) from sea cucumbers and , is described. Spacered disaccharides 1 and 2 were obtained via a common synthetic route involving selectively protected -fucose and phenyl-1-seleno-2-azido-2-deoxygalactose building blocks, the latter synthesized by azidophenylselenylation of triacetylgalactal. Target compounds 1 and 2 will be used as model structures to identify the pharmacophoric elements within these FCS that are responsible for their biological activity.
Keywords
природные полисахариды фукоэилированный хондроитинсульфат Array Array гликозилирование азидофенилселенилирование галакталь
Date of publication
01.07.2025
Year of publication
2025
Number of purchasers
0
Views
24

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