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. 2008 May-Jun;24(3):742-7.
doi: 10.1021/bp070481r. Epub 2008 May 17.

Antibacterial colorants: characterization of prodiginines and their applications on textile materials

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Antibacterial colorants: characterization of prodiginines and their applications on textile materials

Farzaneh Alihosseini et al. Biotechnol Prog. 2008 May-Jun.

Abstract

A strain of Vibrio sp. isolated from marine sediments produced large quantities of bright red pigments that could be used to dye many fibers including wool, nylon, acrylics, and silk. Characterization of the pigments by electrospray ionization mass spectrometry (ESI-MS) and nuclear magnetic resonance (NMR) revealed three prodiginine-like structures with nonpolar characteristics and low molecular mass. UV-visible spectra of the major constituent in methanol solution showed absorbance at lambda max 530 nm wavelength. The accurate mass result showed that the main isolated product has a molecular mass of m/z 323.1997. Further analysis using mass fragmentation (MS/MS), 1H NMR, COSY, HMQC NMR and DEPT confirmed the detailed structure of the pigment with an elementary composition of C20H25N3O. Fabrics dyed with the microbial prodiginines demonstrated antibacterial activity.

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Figures

Figure 1
Figure 1
Structural analysis of the red pigments: (a) chromatogram of the red pigment extract, (b) UV–vis absorbance spectra of a methanol extract, (c) ESI-MS/MS spectra.
Figure 2
Figure 2
Mass spectrometric analysis (MS/MS in product mode) of the red pigments: (a) C1 component and (b) C3 component.
Figure 3
Figure 3
Colored multifibers fabric with the red pigments from Vibrio sp. strain KSJ45.
Figure 4
Figure 4
Stability of pigments under dyeing conditions.

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