Synthesis of carbocyclic analogues of 3-deoxy-d-manno-2-octulosonic acid and N-acetylneuraminic acid

Seiichiro Ogawa, Masaru Yoshikawa, Toshihide Taki, Shigeki Yokoi, Noritaka Chida

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

A carbocyclic analogue of N-acetylneuraminic acid was synthesised from the Diels-Alder endo-adduct of furan and acrylic acid, and its ammonium salt was subjected to bioassay. In addition, carbocyclic analogues of 3-deoxy-d-manno-2-octulosonic acid were synthesised in racemic form from the same synthetic intermediate.

Original languageEnglish
Pages (from-to)53-78
Number of pages26
JournalCarbohydrate Research
Volume269
Issue number1
DOIs
Publication statusPublished - 1995 Apr 3

Fingerprint

Bioassay
N-Acetylneuraminic Acid
Biological Assay
furan
2-octulosonic acid
acrylic acid

Keywords

  • Carba-sugars
  • Carbocyclic Kdo-analogues
  • Carbocyclic Neu5Ac-analogues
  • Cyclitols
  • Sialidase inhibitors

ASJC Scopus subject areas

  • Biochemistry
  • Analytical Chemistry
  • Organic Chemistry
  • Molecular Biology

Cite this

Synthesis of carbocyclic analogues of 3-deoxy-d-manno-2-octulosonic acid and N-acetylneuraminic acid. / Ogawa, Seiichiro; Yoshikawa, Masaru; Taki, Toshihide; Yokoi, Shigeki; Chida, Noritaka.

In: Carbohydrate Research, Vol. 269, No. 1, 03.04.1995, p. 53-78.

Research output: Contribution to journalArticle

Ogawa, Seiichiro ; Yoshikawa, Masaru ; Taki, Toshihide ; Yokoi, Shigeki ; Chida, Noritaka. / Synthesis of carbocyclic analogues of 3-deoxy-d-manno-2-octulosonic acid and N-acetylneuraminic acid. In: Carbohydrate Research. 1995 ; Vol. 269, No. 1. pp. 53-78.
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