BIO TECHNOL O G Y BULL ETIN 2004 6 Ξ ΞΞ (, 200237) :, : Progress of Lipopeptide Biosurfactants Lv Yingnian Yang Shizhong Mu Bozhong ( Depart ment of Chemist ry, East Chi na U niversity of Science and Technology, S hanghai 200237) Abstract : The lipopeptide typically synthesized by microorganisms which is an important kind of biosurfactants, and it has a great potential in pharmaceutics, foods, cosmetic, oil recovery and many other fields. lipopeptide2producing, isolation and identification of the lipopeptide and its applications. Key words : Microorganism Metabolite Lipopeptide Biosurfactant This paper reviews, Surfactin Iturin 1 [1 ],, 1, [2 ], Surfactin Lichenysin Iturin Fengysin, 1 Candida pet rophilum Lipopeptide, [3 4 ], ( Pseudomonas sp. ) ( B acill us sp. ) ( A rthrobacter sp. ) ( M ycobacterium sp. ) ( Clost ridi2 Bacillus. subtilis S499 Bacillus lichenif ormis BNP29 Bacillus subtilis um tyrobutyricum ), Bacillus sp. Q255 Daitocidin ; Surfactin, Iturin A and Fengycin LichenysinA Iturin A Bacillus. subtilis ATCC 21332 Surfactin Bacill us pumil us Bacillus. amyloliquef aciens strain B94 Bacillus. subtilis O KB 105, Bacillus natto KMD 2311 Bacillus. subtilis IAM 1213 Candida lipolytica Bacillus globigii Pseudomonas fluorescens strain 96. 578 Bacircines (BI) 2, 3, 4, 5 and 5A IturinA Surfactin Isoforms homologous surfactin Surfactin Liposan Fengycin Tensin Bacill us. pumil us ( mari ne) Bacircine Bacillus sp. CND2914, Bacillus sp. A 1238 Bacillus. licheniformis BAS 50 Bacillus. licheniformis IM 1307 Halobacillin Isohalobacillin Lichenysin A Lichenysin G Bacillus. pumilus 9372B1 Pumilacidin Ξ (59974014), (20030251002) (03071) : (1975 - ),,,, ΞΞ Tel : 86-21 - 64252063,E - mail : bzmu @ecust. edu. cn
12 Biotechnology Bulletin 2004 6 [5 2 ],, ;, 12 17,,, (cyclic lipopeptide), Surfactin Iturin, 2, 1, 2 1
2004 6 : 13,, 72,42,22, Sur2 [6 8 ], factin ( 2), Sur2 Surfactin, factin, Surfactin Iturin Fengycin, RP2, HPLC, NMR TOF2 [9, Sur2 MS ] factin Sur2, factin ( 2),7,, 2 Surfactin 2 Surfactin 1 [Leu7 ]2 1008 C13 anteiso 2 [ Val7 ]2 994 C13 anteiso 3 [ Ile2, Val7 ]2 994 C13 n. d. 4 [Leu7 ]2 1022 C14 iso 5 [ Val7 ]2 1008 C14 iso/ n 6 [ Ile2, Val7 ]2 1008 C14 iso 7 [Leu7 ]2 1036 C15 anteiso 8 [ Ile7 ]2 1022 C14 iso 9 [ Val7 ]2 1022 C15 anteiso 10 [ Ile2,Val7 ]2 1022 C15 anteiso 11 [ Ile7 ]2 1036 C15 anteiso 12 [ Ile2, Ile7 ]2 1036 C15 n. d 1968 Surfactin 3. 1 [10 ], Fe 2 + Mn 2 + [11 12 Surfactin ] [20,21 ] Surfactin, [13 15 ],Surfactin ;,Surfactin [16 ], Surfactin Nathalie [17 ] [18 Surfactin ] MALD I2TOF2 MS Surfactin, ( ESI2MS) (MS2MS) [19 Surfactin ] 3, Surfactin,1. 7mM 3 500mg/ L, 10
14 Biotechnology Bulletin 2004 6 Mn 2 + 0. 01mM Surfactin 2. 6g/ L, 0. 33g/ L Surfactin 9 3. 2, [26, ], Surfactin [27 ], C13 [22 ] C14 C15,C15 Surfactin, SFV,, Surfactin, 60 %, C15 [23 ] 3. 3 4. 2 Iturin, Iturin 10,, Iturin [24 ], Surfactin,,,, 10 30, 166 [28 ] 146rpm Surfactin, 4. 3 1. 22g/ L 1. 67g/ L, [25 ] [29 Pb, Zn, Cu, Cd ],Cu 4,,NaOH Na 2 CO 3 Cu,,,,, Lichenysin2Ca 2 + 2 1,, Ca 2 +, Surfactin, 1 1 4. 1 Surfactin ;, Surfactin 4. 4 surfactin,,surfactin,, 30 45 % [31 ] 4. 5 [30 ],
2004 6 : 15 [32 ], Surfactin Surfacin 0. 05 0. 2mg/ ml, BSA ( ) BSA Surfactin 14 8 15, 1999 : 223 233. C13,Surfactin Iturin, [33 ] 4. 6 [34,35 ],, 3 : 145 154., C17 C18 5 18,,., 19,,,,,,,,,, 1 Kosaric N, Cairns WL. Biosurfactants and Biotechnology. N Y: Marcel Dekker Inc, 1987.. 2 Jitemdra DD, Ibrahim MB. Microbio Mol Biol Rev,1997,61 (1) :47 64. 3,,,., 2002, 32 (2) :1 4. 4,,., 2004, 24 (3) ( ). 5 Ahimoua F, Jacquesb P, Deleua M. Enzyme and Microbial Tech2 nology,2000, 27 : 749 754. 6 Michail M Y, Wolf2Rainer A,et al. Biochimica et Biophysica Acta, 1999, 1438 : 273 280. 7 Bruce H, Williams YH, et al. J Mass Spectrom,2002, 37 : 259 264. Jacques P, Hbid C, Destain J, et al. Appl Biochem. Biotechnol, 9 Lin SC, Chen YC, Lin YM. J Chromatogr A, 1998, 825 (2) : 149 159. 10 Arima K, Kakinuma A, Tamura G. Biochem Biophys Res Com2 mun,1968, 1 : 488 494. 11 Kowall M, Vater J, Kluge B, et al. J Colloid Interface Sci, 1998, 204 (1) : 1 8. 12 Chen YC, Lin YM, Lin SC. Xingda Gongcheng Xuebao, 1999, 10 (1) : 25 33. 13 Baumgart F, Kluge B, et al. Biochem Biophys Res Commun, 1991, 177 : 998 1005. 14 Grangemard I, Peypoux F, Wallach J, et al. J Peptide Sci,1997, 15 Grangemard I, Bonmatin J M, et al. J Antibiotics, 1999, 52 : 363 373. 16 Horowitz S, Griffin WM. J Ind Microbiol, 1991, 7 : 45 52. 17 Nathalie H, Laurent S, Olivier L. Rapid Commun. Mass Spec2 trom, 2001, 15 (3) : 203 209. )., 2003, 43 (5) : 647 652.,., 2004,62 (19) ( 20 Wei YH, Chu IM. Enzyme Microb Technol, 1998, 22 (8) : 724 728. 21 Wei YH, Chu IM. Biotechnology Letters, 2002, 24 (6) : 479 482. 22 Makkar RS, Cameotra SS. J Am Oil Chem Soc, 1997, 74 (7) : 887 889. 23 Thompson DN, Fox SL, Bala GA. Appl Biochem Biotechnol, 2001, 487 501. 24 Veenanadig N K, Gowthaman M K, Karanth N K. Bioprocess Eng, 2000, 22 (2) : 95 99. 25 Davis DA, Lynch HC, Varley J. Enzyme Microb Technol, 2001, 28 (4 5) : 346 354. 26 Vollenbroich D, Ozel M, et al. Biologicals, 1997, 25 (3) : 289 297. 27 Kracht M, Rokos H, Ozel M, et al. J Antibiot, 1999, 52 (7) : 613 619. 28 Moyne AL, Shelby R, et al. J Appl Microbiol, 2001, 90 (4) : 622 629. 29 Mulligan CN, Yong RN, et al. Environ Sci Technol, 1999, 33
16 Biotechnology Bulletin 2004 6 (21) : 3812 3820. 30 Grangemard I, Wallach J, et al. Appl Biochem Biotechnol, 2001, 90 (3) : 199 210. 31 Awasthi N, Kumar A, et al. J Environ Sci Health Part B, 1999, B34 (5) :793 803. 32 Razafindralambo H, Paquot M, Baniel A, et al. Food Hydrocol2 loids, 1997,11 (1) : 59 62. 33 Razafindralambo H, Popineau Y, et al. J Agric Food Chem, 1998, 46 (3) : 911 916. 34 Ivshina IB, Kuyukina MS, et al. World J Microbiol Biotechnol, 1998, 14 (5) : 711 717. 35 Moran AC, Olivera N, et al. Biodegradation, 2000,11 (1) : 65 71. Chemical Engineering 2003 110 2 15 : (UV), (N ETL,netl. doe. gov), 70 % 253. 7nm UV 280 350 F, GP2254 N ETL Evan Granite, UV,,, Granite : (AC), 100ppb : AC 1ppb, UV AC, UV N ETL 2003 500 1b/ h, UV AgBiotech Reporter 2004 21 3 18 :, 2004,, 1978, 3 :,,,