Structural and Conformational Studies of [Ile7] and [Leu7]Surfactins from Bacillus subtilis natto

Hideji ITOKAWA; Toshihiko MIYASHITA; Hiroshi MORITA; Koichi TAKEYA; Toshihiko HIRANO; Masato HOMMA; Kitaro OKA

doi:10.1248/cpb.42.604

Structural and Conformational Studies of [Ile⁷] and [Leu⁷]Surfactins from Bacillus subtilis natto

Hideji ITOKAWA, Toshihiko MIYASHITA, Hiroshi MORITA, Koichi TAKEYA, Toshihiko HIRANO, Masato HOMMA, Kitaro OKA

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Keywords: surfactin, Bacillus subtilis natto, conformation, NMR, simulated annealing calculation, anti-HIV activity

JOURNAL FREE ACCESS

1994 Volume 42 Issue 3 Pages 604-607

DOI https://doi.org/10.1248/cpb.42.604

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Abstract

A novel [Ile⁷]surfactin (1), which showed anti-human immunodeficiency virus activity, has been isolated from Bacillus subtilis natto. Structural and conformational analysis of the peptide backbone of [Ile⁷]surfactin was conducted by a combination of various two-dimensional (2D) nuclear magnetic resonance (NMR), circular dichroism (CD) spectroscopy and simulated annealing calculations, compared with a known [Leu⁷]surfactin (2). Both surfactins were shown to exist in different conformational states in both polar and apolar solvents.

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