Synthesis and Siderophore Activity of Vibrioferrin and One of Its Diastereomeric Isomers

Yasuo TAKEUCHI; Yoshiyuki NAGAO; Kyoko TOMA; Yumiko YOSHIKAWA; Teruaki AKIYAMA; Hiromi NISHIOKA; Hitoshi ABE; Takashi HARAYAMA; Shigeo YAMAMOTO

doi:10.1248/cpb.47.1284

Yasuo TAKEUCHI, Yoshiyuki NAGAO, Kyoko TOMA, Yumiko YOSHIKAWA, Teruaki AKIYAMA, Hiromi NISHIOKA, Hitoshi ABE, Takashi HARAYAMA, Shigeo YAMAMOTO

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Keywords: vibrioferrin, siderophore activity, synthesis, optical resolution, dibenzyl citrate

JOURNAL FREE ACCESS

1999 Volume 47 Issue 9 Pages 1284-1287

DOI https://doi.org/10.1248/cpb.47.1284

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Abstract

Total synthesis of vibrioferrin (1), a siderophore, was achieved via a chiral dibenzyl citrate obtained by optical resolution. The citrate moity of vibrioferrin was determined to have the R configuration and one of the diastereomeric isomers (1b) of 1 did not exhibit siderophore activity.

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