Identification of surfactins and iturins produced by potent fungal antagonist, Bacillus subtilis K1 isolated from aerial roots of banyan (Ficus benghalensis) tree using mass spectrometry

3 Biotech

Volumn 4, Issue 3, 2014, Pages 283-295

  Pathak, Khyati V ^a   Keharia, Hareshkumar ^a  

^a SARDAR PATEL UNIVERSITY   (India)

Author keywords

B. subtilis K1; Endophyte; Iturin; Mass spectrometry; Surfactin

Indexed keywords

ITURIN A; LIPOPEPTIDE; SURFACTIN;

ARTICLE; BACILLUS SUBTILIS; BIOLOGICAL ACTIVITY; ELECTROSPRAY MASS SPECTROMETRY; FICUS BENGHALENSIS; FRAGMENTATION REACTION; GENETIC HETEROGENEITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; PRIORITY JOURNAL; SEQUENCE ANALYSIS;

EID: 84931076549     PISSN: 2190572X     EISSN: 21905738     Source Type: Journal    
DOI: 10.1007/s13205-013-0151-3     Document Type: Article

References (34)

1. Eckart K (1994) Mass spectrometry of cyclic peptides. Mass Spectrom Rev 13: 23-55.
2. Geetha L, Manonmani AM, Paily KP (2010) Identification and characterization of a mosquito pupicidal metabolite of Bacillus subtilis subsp. subtilis strain. Appl Microbiol Biotechnol 86: 1737-1744.
3. Gong M, Wang JD, Zhang J, Yang H et al (2006) Study of the antifungal ability of Bacillus subtilis strain PY-1 in vitro and identification of its antifungal substance (Iturin A). Acta Biochim Biophys Sin (Shanghai) 38: 233-240.
4. Hue N, Serani L, Laprevote O (2001) Structural investigation of cyclic peptidolipids from Bacillus subtilis by high energy tandem mass spectrometry. Rapid Commun Mass Spectrom 15: 203-209.
5. Isogai A, Takayama S, Murakoshi S, Suzuki A (1982) Structure of β-amino acids in antibiotics Iturin A. Tetrahedron Lett 23: 3065-3068.
6. Katz E, Demain AL (1977) The peptide antibiotics of Bacillus: chemistry, biogenesis, and possible functions. Bacteriol Rev 41: 449-474.
7. Kim SY, Kim JM, Kim SH et al (2007) Surfactin from Bacillus subtilis displays anti-proliferative effect via apoptosis induction, cell cycle arrest and survival signalling suppression. FEBS Lett 581: 865-871.
8. Kim PI, Ryu J, Kim YH, Chi YT (2010) Production of biosurfactant lipopeptides iturin A, fengycin and surfactin from Bacillus subtilis CMB32 for control of Colletotrichum gloeosporides. J Microbiol Biotechnol 20: 138-145.
9. Klich MA, Lax AR, Bland JM (1991) Inhibition of some mycotoxigenic fungi by iturin A, a peptidolipid produced by Bacillus subtilis. Mycopathologia 116: 77-80.
10. Kowall M, Vater J, Kluge T, Stein P, Ziessow D (1998) Separation and characterization of surfactin isoforms produced by Bacillus subtilis OKB 105. J Colloid Interface Sci 203: 1-8.
11. Kracht M, Rokos H, Ozel M, Kowall M, Pauli G, Vater J (1999) Antiviral and haemolytic activities of surfactin isoforms and their methyl ester derivatives. J Antibiot 52: 613-619.
12. Maget-Dana R, Peypoux F (1994) Iturins, a special class of pore-forming lipopeptides: biological and physicochemical properties. Toxicology 87: 1-3.
13. Nagorska K, Bikowski M, Obuchowki M (2007) Multicellular behaviour and production of a wide variety of toxic substance support usage of Bacillus subtilis as powerful biocontrol agent (review). Acta Biochim Pol 54: 495-508.
14. Ongena M, Jacques P (2007) Bacillus lipopeptides: versatile weapons for plant disease biocontrol. Trends Microbiol 16: 115-124.
15. Ongena M, Jacques P, Toure Y, Destain J, Jabrane A, Thonart P (2005) Involvement of fengycin type lipopeptides in the multifaceted biocontrol potential of Bacillus subtilis. Appl Microbiol Biotechnol 69: 29-38.
16. Papayannopoulos IA (1995) The interpretation of collision-induced dissociation tandem mass spectra of peptides. Mass Spectrom Rev 14: 49-73.
17. Park JK, Hasumi K, Endo A (1995) Inhibition of the binding of oxidized low density lipoprotein to the macrophages by iturin C- related compounds. J Antibiot 48: 226-232.
18. Pathak KV, Keharia H (2013) Application of extracellular lipopeptide biosurfactant produced by endophytic Bacillus subtilis K1 isolated from aerial roots of banyan (Ficus benghalensis) in microbially enhanced oil recovery (MEOR). 3 Biotech. doi: 10. 1007/s13205-013-0119-3.
19. Pathak KV, Keharia H, Gupta K, Thakur SS, Balaram P (2012) Lipopeptides from banyan endophyte, Bacillus subtilis K1: mass spectrometric characterization of a library of fengycins. J Am Soc Mass Spectrom 10: 1716-1728.
20. Pecci Y, Rivardo F, Martinotti MG, Allegrone G (2010) LC/ESI-MS/MS characterization of lipopeptide biosurfactants produced by Bacillus licheniformis V9T14 strain. J Mass Spectrom 45: 772-778.
21. Peypoux F, Besson F, Michel G, Delcambe L (1981) Structure of Bacillomycin D, a new antibiotic of Iturin group. Eur J Biochem 118: 323-327.
22. Peypoux F, Pmmier MT, Das BC, Besson F et al (1984) Structures of Bacillomycin D and Bacillomycin L, peptidolipid antibiotics from Bacillus subtilis. J Antibiot 37: 1600-1604.
23. Peypoux F, Pommier MT, Marion D, Ptak M (1986) Revised structure of Mycosubtilin, a peptidolipid antibiotic from Bacillus subtilis. J Antibiot 39: 636-641.
24. Peypoux F, Bonmatin JM, Labbe H, Grangemard I et al (1994) [Ala4] Surfactin, a novel isoforms from Bacillus subtilis studied by mass and N, R spectroscopies. Eur J Biochem 224: 89-96.
25. Romero D, Vicente A, Rakotoaly RH, Dufour SE et al (2007) The iturin and fengycin families of lipopeptides are key factors in antagonism of Bacillus subtilis towards Podosphaera fusca. Mol Plant Microbe Interact 118: 323-327.
26. Rutenbach M, Swart P, van der Merwe MJ (2001) Sequence specific stabilization of a linear analog of the antifungal lipopeptide iturin A2 by sodium during low energy electrospray ionization mass spectrometry conditions. J Am So Mass Spectrom 12: 505-516.
27. Sabareesh V, Ranganayaki RS, Raghotoma S, Bopanna MP et al (2007) Identification and characterization of a library of microheterogeneous cyclohexadepsipeptides from fungus Isaria. J Nat Prod 70: 715-729.
28. Stein T (2005) Bacillus subtilis antibiotics: structures, syntheses and specific functions (micro review). Mol Microbiol 56: 845-857.
29. Strobel G (2006) Harnessing endophytes for industrial microbiology. Curr Opin Microbiol 9: 240-244.
30. Vanittnakom N, Loeffler W, Koch U, Jung G (1986) Fengycin- A novel antifungal lipopeptide antibiotic produced by Bacillus subtilis F-29-2. J Antibiot 7: 888-901.
31. Vater J, Barbel K, Wilde C, Frnake P et al (2002) Matrix-assisted laser desorption ionization time of flight mass spectrometry of lipopeptide biosurfactants in whole cells and culture filterates of Bacillus subtilis C-1 isolated from petroleum sludge. Appl Environ Microbiol 68: 6210-6219.
32. Vollenbroich D, Ozel M, Vater J, Kamp RM, Pauli G (1997) Mechanism of inactivation of enveloped viruses by the biosurfactant surfactin from Bacillus subtilis. Biologicals 25: 289-297.
33. Williams S, Brodbelt JS (2004) MSn characterization of protonated cyclic peptides and metal complexes. J Am So Mass Spectrom 15: 1039-1054.
34. Winkelmann H, Allgaier H, Lu R, Jung G (1983) Iturin AL- A new long chain iturin A possessing an unusual high content of C16 β amino acids. J Antibiot 11: 1451-1457.