4.7 Article

Termination of the structural confusion between plipastatin A1 and fengycin IX

Journal

BIOORGANIC & MEDICINAL CHEMISTRY
Volume 20, Issue 12, Pages 3793-3798

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2012.04.040

Keywords

Plipastatin A1; Fengycin IX; Structural confusion; Stereochemistry; Determination

Funding

  1. Japan Society for the Promotion of Science (JSPS)
  2. Grants-in-Aid for Scientific Research [22770074, 21380069, 24658104] Funding Source: KAKEN

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Plipastatin A1 and fengycin IX were experimentally proven to be identical compounds, while these had been considered as diastereomers due to the permutation of the enantiomeric pair of Tyr in most papers. The H-1 NMR spectrum changed to become quite similar to that of plipastatin A1, when the sample which provided resembled spectrum of fengycin IX was treated with KOAc followed by LH-20 gel filtration. Our structural investigations disclosed that the structures of these molecules should be settled into that of plipastatin A1 by Umezawa (L-Tyr4 and D-Tyr10). (C) 2012 Elsevier Ltd. All rights reserved.

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