Synthesis of the 3'-C-carboxymethyl Lewis X derivative: A novel selectin blocker

Hideharu Ishida, Hiroyuki Hosokawa, Hirosato Kondo, Makoto Kiso, Akira Hasegawa

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

The 3'-C-carboxymethyl Le(x) derivative carrying the 2-(tetradecyl)hexadecyl residue was synthesized by employing 3'-C-carboxymethyl galactose as a key intermediate, which was prepared from the suitably protected galactose by Swern oxidation and Wittig-Horner carboxymethylenation, followed by stereoselective reduction of the double bond. The compound obtained showed much more potent activity as a selectin blocker than the sialyl Le(x) derivative with 2-(tetradecyl)hexadecyl residue.

Original languageEnglish
Pages (from-to)131-133
Number of pages3
JournalCarbohydrate Research
Volume303
Issue number2
DOIs
Publication statusPublished - Sep 5 1997
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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