High-Frequency Occurrence of Surfactin Monomethyl Isoforms in the Ferment Broth of a Bacillus subtilis Strain Revealed by Ion Trap Mass Spectrometry
Abstract
:1. Introduction
2. Results and Discussions
2.1. Separation of Lipopeptides
2.2. Analysis of the MS2 Spectra of Surfactins Over m/z 1058
2.3. Characterization of the Amount of Produced Surfactin
3. Materials and Methods
3.1. Chemicals and Reagents
3.2. Microorganism and Culture Conditions
3.3. Extraction of Surfactins
3.4. Liquid Chromatography–Mass Spectrometry Analysis
3.5. Nomenclature
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Conflicts of Interest
References
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Sample Availability: Samples of the compounds are not available from the authors. |
Nomenclature of Surfactin | Peptide | References | ||||||
---|---|---|---|---|---|---|---|---|
AA1 | AA2 | AA3 | AA4 | AA5 | AA6 | AA7 | ||
[Sur] surfactin | Glu | Leu | Leu | Val | Asp | Leu | Leu | [10] |
[Val2] surfactin | Glu | Val | Lxx | Val | Asp | Lxx | Lxx | [6] |
[Ala4] surfactin | Glu | Leu | Leu | Ala | Asp | Leu | Leu | [11] |
[Leu4] surfactin | Glu | Leu | Leu | Leu | Asp | Leu | Leu | [12] |
[Ile4] surfactin | Glu | Leu | Leu | Ile | Asp | Leu | Leu | [12] |
[Ile2,4] surfactin | Glu | Ile | Leu | Ile | Asp | Leu | Leu | [13] |
[Val7] surfactin | Glu | Leu | Leu | Val | Asp | Leu | Val | [14,15] |
[Ile7] surfactin | Glu | Leu | Leu | Val | Asp | Leu | Ile | [14] |
[Val2,7] surfactin | Glu | Val | Leu | Val | Asp | Leu | Val | [13] |
[Val2, Ile7] surfactin | Glu | Val | Leu | Val | Asp | Leu | Ile | [16] |
[Ile2, Val7] surfactin | Glu | Ile | Leu | Val | Asp | Leu | Val | [16] |
[Ile2,4,7] surfactin | Glu | Ile | Leu | Ile | Asp | Leu | Ile | [13] |
[GME1,AME5] surfactin | GME | Leu | Leu | Val | AME | Leu | Leu | [7] |
[GME1,Val7] surfactin | GME | Leu | Leu | Val | Asp | Leu | Val | [7] |
[GME1, Ile7] surfactin | GME | Leu | Leu | Val | Asp | Leu | Ile | [7] |
[AME5] surfactin | Glu | Leu | Leu | Val | AME | Leu | Leu | [8] |
[AME5,Val7] surfactin | Glu | Lxx | Lxx | Val | AME | Lxx | Val | This study |
[Lxx4, AME5] surfactin | Glu | Lxx | Lxx | Lxx | AME | Lxx | Lxx | This study |
Precursor Ion [M + Na]+ (m/z) | Peak No. | Name | Simple Cleavage | McLafferty Fragments | Internal Fragments | ||||||
---|---|---|---|---|---|---|---|---|---|---|---|
b6 | b5 | b50 | b4 | [M+Na]+-72 | b50-72 | y6+H2O | y6b6+H2O | y6b5+H2O | |||
1072 | 30 | C16-[Sur] | 959 | 846 | 828 | 731 | 1000 | 756 | 707 | 594 | 481 |
34–35 | C17-[Val7] | 973 | 860 | 842 | 745 | 1000 | 770 | 693 | 594 | 481 | |
29, 31 | C15-[AME5] | 959 | 846 | 828 | 717 | n.d. | 756 | 721 | 608 | 495 | |
32–33 | C16-[AME5,Val7] | 973 | 860 | 842 | 731 | 1000 | n.d. | 707 | 608 | 495 | |
1086 | 37, 39 | C17-[Sur] | 973 | 860 | 842 | 745 | 1014 | 770 | 707 | 594 | 481 |
36, 38 | C16-[AME5] | 973 | 860 | 842 | 731 | n.d. | n.d. | 721 | 608 | 495 | |
40 | C17-[AME5,Val7] | 987 | 874 | 856 | 745 | n.d. | n.d. | 707 | 608 | 495 | |
1100 | 41–43 | C17-[AME5] | 987 | 874 | 856 | 745 | n.d. | n.d. | 721 | 608 | 495 |
44–45 | C18-[AME5,Val7] | 1001 | 888 | 870 | 759 | n.d. | n.d. | 707 | 608 | 495 | |
1114 | 46 | C17-[Lxx4,AME5] | 1001 | 888 | 870 | 759 | n.d. | n.d. | 735 | 622 | 509 |
47–49 | C18-[AME5] | 1001 | 888 | 870 | 759 | n.d. | n.d. | 721 | 608 | 495 |
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Kecskeméti, A.; Bartal, A.; Bóka, B.; Kredics, L.; Manczinger, L.; Shine, K.; Alharby, N.S.; Khaled, J.M.; Varga, M.; Vágvölgyi, C.; et al. High-Frequency Occurrence of Surfactin Monomethyl Isoforms in the Ferment Broth of a Bacillus subtilis Strain Revealed by Ion Trap Mass Spectrometry. Molecules 2018, 23, 2224. https://doi.org/10.3390/molecules23092224
Kecskeméti A, Bartal A, Bóka B, Kredics L, Manczinger L, Shine K, Alharby NS, Khaled JM, Varga M, Vágvölgyi C, et al. High-Frequency Occurrence of Surfactin Monomethyl Isoforms in the Ferment Broth of a Bacillus subtilis Strain Revealed by Ion Trap Mass Spectrometry. Molecules. 2018; 23(9):2224. https://doi.org/10.3390/molecules23092224
Chicago/Turabian StyleKecskeméti, Anita, Attila Bartal, Bettina Bóka, László Kredics, László Manczinger, Kadaikunnan Shine, Naiyf S. Alharby, Jamal M. Khaled, Mónika Varga, Csaba Vágvölgyi, and et al. 2018. "High-Frequency Occurrence of Surfactin Monomethyl Isoforms in the Ferment Broth of a Bacillus subtilis Strain Revealed by Ion Trap Mass Spectrometry" Molecules 23, no. 9: 2224. https://doi.org/10.3390/molecules23092224