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Characterization of Novel Lipopeptides Produced by Bacillus tequilensis P15 Using Liquid Chromatography Coupled Electron Spray Ionization Tandem Mass Spectrometry (LC–ESI–MS/MS)

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Abstract

Microbes are known to interact and communicate with their neighbouring cells by releasing diverse types of low molecular weight diffusible metabolites. This paper describes the identification of iturins, fengycins and surfactins secreted by Bacillus tequilensis P15 isolated from sea coast of Jakhao, Kutch, India, using liquid chromatography coupled electron spray ionization tandem mass spectrometry. In methanol soluble fraction of acid precipitate harvested from cell free supernatant of B. tequilensis P15, 5 variants of iturins, 6 of fengycins and 39 surfactins could be identified. In particular, new surfactins with Ile/Leu at position 5 and Asp at position 6 in the peptide chain were discovered, which have not been previously reported. A novel class of novel surfactin consisting of Glu/methyl ester of Asp at position 5 in peptide chain was also identified. In addition, several linear forms of surfactins were also identified in the methanol soluble extracellular fraction of B. tequilensis P15. This is the first report on co-production of all the three classes of cyclic lipopeptides by a marine isolate B. tequilensis.

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Abbreviations

MS:

Mass spectrum

MS/MS:

Tandem mass spectrum

LC–ESI–MS:

Liquid chromatography electro spray ionization mass spectrometry

LC–ESI–MS/MS:

Liquid chromatography electro spray ionization tandem mass spectrometry

CID:

Collision induced dissociation

βAA:

β-Amino acid

βAA:

β-Hydroxy fatty acid

RT:

Retention time

HPLC:

High performance liquid chromatography

TIC:

Total ion chromatogram

SPS:

Smart parameter setting

ICC:

Ion charge control

Orn:

Ornithine

Asn/N:

Aspargine

Asp/D:

Aspartic acid

OmetAsp/OmetD:

O-methyl aspartic acid

Gln/Q:

Glutamine

Glu/E:

Glutamic acid

Tyr/Y:

Tyrosine

Pro/P:

Proline

Leu/L:

Leucine

Ile/I:

Isoleucine

Val/V:

Valine

Thr/T:

Threonine

Ser/S:

Serine

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Acknowledgments

The authors are thankful to Prof. P. Balaram, Molecular Biophysics Unit, Indian Institute of Science, Bangalore, for providing mass spectrometry facility.

Conflict of interest

Khyati Pathak, Anjali Bose and Hareshkumar Keharia declare that they have no conflict of interest.

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Authors and Affiliations

  1. BRD School of Biosciences, Sardar Patel University, Sardar Patel Maidan, Satellite Campus, Vadtal Road, P.O. Box 39, Vallabh Vidyanagar, 388120, Gujarat, India

    Khyati V. Pathak, Anjali Bose & Hareshkumar Keharia

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  1. Khyati V. Pathak
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  2. Anjali Bose
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  3. Hareshkumar Keharia
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Correspondence to Hareshkumar Keharia.

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Pathak, K.V., Bose, A. & Keharia, H. Characterization of Novel Lipopeptides Produced by Bacillus tequilensis P15 Using Liquid Chromatography Coupled Electron Spray Ionization Tandem Mass Spectrometry (LC–ESI–MS/MS). Int J Pept Res Ther 20, 133–143 (2014). https://doi.org/10.1007/s10989-013-9375-7

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