Synthesis of the racemic and optically active forms of gizzerosine, the inducer of gizzard erosion in chicks

Kenji Mori, Takeshi Sugai, Yukari Maeda, Tomomi Okazaki, Tadashi Noguchi, Hiroshi Naito

Research output: Contribution to journalArticle

36 Citations (Scopus)

Abstract

The racemate and both the (R)- and (S)-forms of gizzerosine [2-amino-9-(4-imidazolyl)-7-azanonanoic acid] were synthesised, and the (S)-isomer was identified as the toxic substance in fish meal causing severe gizzard erosion (black vomit) in chicks.

Original languageEnglish
Pages (from-to)5307-5311
Number of pages5
JournalTetrahedron
Volume41
Issue number22
DOIs
Publication statusPublished - 1985
Externally publishedYes

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Erosion
Poisons
Isomers
Fish
Meals
Fishes
gizzerosine

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Synthesis of the racemic and optically active forms of gizzerosine, the inducer of gizzard erosion in chicks. / Mori, Kenji; Sugai, Takeshi; Maeda, Yukari; Okazaki, Tomomi; Noguchi, Tadashi; Naito, Hiroshi.

In: Tetrahedron, Vol. 41, No. 22, 1985, p. 5307-5311.

Research output: Contribution to journalArticle

Mori, Kenji ; Sugai, Takeshi ; Maeda, Yukari ; Okazaki, Tomomi ; Noguchi, Tadashi ; Naito, Hiroshi. / Synthesis of the racemic and optically active forms of gizzerosine, the inducer of gizzard erosion in chicks. In: Tetrahedron. 1985 ; Vol. 41, No. 22. pp. 5307-5311.
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