生物法合成双乙酰的研究进展
|
摘要
随着对双乙酰生物合成途径的深入研究,利用代谢工程的方法定向改良菌株,优化双乙酰的代谢途径,成为提高双乙酰生产水平的新思路。本文总结了双乙酰的生产菌株和相关代谢途径,综述了改造双乙酰生产菌株的代谢工程策略,提出了未来的研究方向。
With the knowledge of the biosynthetic pathway of diacetyl production,many novel strategies arise for the production of diacetyl. Most strategies focus on metabolic engineering of diacetyl production and optimization of its metabolic pathways. The strains and pathway of microbial production for diacetyl production are summarized,and the metabolic engineering strategies to improve diacetyl production are reviewed. Future directions in the research of diacetyl production are presented in light of current knowledge of biosynthesis of this molecule.
With the knowledge of the biosynthetic pathway of diacetyl production,many novel strategies arise for the production of diacetyl. Most strategies focus on metabolic engineering of diacetyl production and optimization of its metabolic pathways. The strains and pathway of microbial production for diacetyl production are summarized,and the metabolic engineering strategies to improve diacetyl production are reviewed. Future directions in the research of diacetyl production are presented in light of current knowledge of biosynthesis of this molecule.
引文
[1]胡文效,姜兴涛,魏彦锋,等.发酵法生产2,3-丁二酮[C]//中国香料香精化妆品工业协会.中国香料香精学术研讨会,2004.
[2]练敏,纪晓俊,黄和,等.香料2,3-丁二酮的合成现状及展望[J].现代化工,2008,28(8):29-32.
[3]JYOTI B D,SURESH A K,VENKATESH K V.Diacetyl production and growth of Lactobacillus rhamnosus on multiple substrates[J].World J Microbiol Biotechnol,2003,19(5):509-514.
[4]ZHAO L,BAO Y,WANG J,et al.Optimization and mechanism of diacetyl accumulation by Enterobacter aerogenes mutant UV-3[J].World J Microbiol Biotechnol,2009,25(1):57-64.
[5]GAO X,XU N,LI S,et al.Metabolic engineering of Candida glabrata for diacetyl production[J].PLo S ONE,2014,9(3):e89854.
[6]ZHANG L,ZHANG Y,LIU Q,et al.Production of diacetyl by metabolically engineered Enterobacter cloacae[J].Sci Rep,2015,5:9033.
[7]LIU J,CHAN S H,BROCK-NANNESTAD T,et al.Combining metabolic engineering and biocompatible chemistry for high-yield production of homo-diacetyl and homo-(S,S)-2,3-butanediol[J].Metab Eng,2016,36:57-67.
[8]CHUANG L F,COLLINS E.Biosynthesis of diacetyl in bacteria and yeast[J].J Bacteriol,1968,95(6):2083-2089.
[9]CHRISTENSEN M D,PEDERSON C S.Factors affecting diacetyl production by lactic acid bacteria[J].Appl Microbiol,1958,6(5):319-322.
[10]HUGENHOLTZ J,STARRENBURG M J C.Diacetyl production by different strains of Lactococcus lactis subsp.lactis var.diacetylactis and Leuconostoc spp[J].Appl Microbiol Biotechnol,1992,38(1):17-22.
[11]GASSON M,BENSON K,SWINDELL S,et al.Metabolic engineering of the Lactococcus lactis diacetyl pathway[J].Lait,1996,76(1/2):33-40.
[12]GUPTA K G,YADAV N K,DHAWAN S.Laboratory-scale production of acetoin plus diacetyl by Enterobacter cloacae ATCC27613[J].Biotechnol Bioeng,1978,20(12):1895-1901.
[13]SPECKMAN R,COLLINS E.Diacetyl biosynthesis in Streptococcus diacetilactis and Leuconostoc citrovorum[J].J Bacteriol,1968,95(1):174-180.
[14]BENSON K H,GODON J J,RENAULT P,et al.Effect of ilv BNencodedα-acetolactate synthase expression on diacetyl production in Lactococcus lactis[J].Appl Microbiol Biotechnol,1996,45(1):107-111.
[15]LOPEZ DE FELIPE F,KLEEREBEZEM M,DE VOS WM,et al.Cofactor engineering:a novel approach to metabolic engineering in Lactococcus lactis by controlled expression of NADH oxidase[J].J Bacteriol,1998,180(15):3804-3808.
[16]MONNET C,AYMES F,CORRIEU G.Diacetyl andα-acetolactate overproduction by Lactococcus lactis subsp.lactis biovar diacetylactis mutants that are deficient inα-acetolactate decarboxylase and have a low lactate dehydrogenase activity[J].Appl Environ Microbiol,2000,66(12):5518-5520.
[17]赵宏峰,边英男,黄伟达.利用重组大肠杆菌生产双乙酰[J].生物技术通报,2011(1):165-169.
[18]HAO W,JI F,WANG J,et al.Metabolic engineering of Bacillus sp.for diacetyl production[J].Process Biochem,2017,58:69-77.
[19]KANEKO T,WATANABE Y,SUZUKI H.Differences between Lactobacillus casei subsp.casei 2206 and citrate-positive Lactococcus lactis subsp.lactis 3022 in the characteristics of diacetyl production[J].Appl Environ Microbiol,1991,57(10):3040-3042.
[20]ISHII N,MATSUMURA M,KATAOKA H,et al.Diacetyl fermentation coupled with pervaporation using oleyl alcohol supported liquid membrane[J].Bioprocess Eng,1995,13(3):119-123.
[21]赵玲,王静云,包永明,等.丁二酮高产菌株的选育及发酵动力学分析[J].生物技术,2007,17(5):59-64.
[22]JUNI E.Mechanisms of formation of acetoin by bacteria[J].J Biol Chem,1952,195(2):715-726.
[23]SNOEP J L,JOOST TEIXEIRA DE MATTOS M,STARRENBURG M,et al.Isolation,characterization,and physiological role of the pyruvate dehydrogenase complex and alpha-acetolactate synthase of Lactococcus lactis subsp.lactis bv.diacetylactis[J].J Bacteriol,1992,174(14):4838-4841.
[24]DE MAN J C.The formation of diacetyl and acetoin fromα-acetolactic acid[J].Recl Trav Chim Pays-Bas,1959,78(7):480-486.
[25]HOLTZCLAW W D,CHAPMAN L F.Degradative acetolactate synthase of Bacillus subtilis:purification and properties[J].J Bacteriol,1975,121(3):917-922.
[26]MALTHE-SORENSSEN D,STORMER F C.The p H 6 acetolactate-forming enzyme from Serratia marcescens[J].Eur J Biochem,1970,14(1):127-132.
[27]STORMER F C.2,3-Butanediol biosynthetic system in Aerobacter aerogenes[J].Methods Enzymol,1975,41:518-533.
[28]KANEKO T,TAKAHASHI M,SUZUKI H.Acetoin fermentation by citrate-positive Lactococcus lactis subsp.lactis 3022 grown aerobically in the presence of hemin or Cu2+[J].Appl Environ Microbiol,1990,56(9):2644-2649.
[29]杨丽杰,王俊沪.乳酸乳球菌中双乙酰代谢支路的调控[J].中国乳品工业,2004,32(5):24-29.
[30]FU J,HUO G,FENG L,et al.Metabolic engineering of Bacillus subtilis for chiral pure meso-2,3-butanediol production[J].Biotechnol Biofuels,2016,9(1):90-103.
[31]WANG M,FU J,ZHANG X,et al.Metabolic engineering of Bacillus subtilis for enhanced production of acetoin[J].Biotechnol Lett,2012,34(10):1877-1885.
[32]CHEN T,LIU W X,FU J,et al.Engineering Bacillus subtilis for acetoin production from glucose and xylose mixtures[J].J Biotechnol,2013,168(4):499-505.
[33]FU J,WANG M,LIU W X,et al.Latest advances of microbial production of 2,3-butanediol[J].Prog Chem,2012,24(11):2268-2276.
[34]刘晓霏,付晶,霍广鑫,等.生物法制备平台化合物乙偶姻的最新研究进展[J].中国生物工程杂志,2015,35(10):91-99.
[35]SWINDELL S R,BENSON K H,GRIFFIN H G,et al.Genetic manipulation of the pathway for diacetyl metabolism in Lactococcus lactis[J].Appl Environ Microbiol,1996,62(7):2641-2643.
[36]NADAL I,RICO J,PEREZ-MARTINEZ G,et al.Diacetyl and acetoin production from whey permeate using engineered Lactobacillus casei[J].J Ind Microbiol Biotechnol,2009,36(9):1233-1237.
[37]RENNA M C,NAJIMUDIN N,WINIK L R,et al.Regulation of the Bacillus subtilis als S,als D,and alsR genes involved in postexponential-phase production of acetoin[J].J Bacteriol,1993,175(12):3863-3875.
[38]FRADRICH C,MARCH A FIEGE K,et al.The transcription factor AlsR binds and regulates the promoter of the als SD operon responsible for acetoin formation in Bacillus subtilis[J].J Bacteriol,2012,194(5):1100-1112.
[39]MONNET C,SCHMITT P,DIVIES C.Development and use of a screening procedure for production ofα-acetolactate by Lactococcus lactis subsp.lactis biovar diacetylactis strains[J].Appl Environ Microbiol,1997,63(2):793-795.
[40]TEUSINK B,SMID E J.Modelling strategies for the industrial exploitation of lactic acid bacteria[J].Nat Rev Microbiol,2006,4(1):46-56.
[41]GOLLOP N,BARAK Z E,CHIPMAN D M.A method for simultaneous determination of the two possible products of acetohydroxy acid synthase[J].Anal Biochem,1987,160(2):323-331.
[42]MOHR B,AYMES F,REA M C,et al.A new method for the determination of 2-acetolactate in dairy products[J].Int Dairy J,1997,7(11):701-706.
[43]AYMES F,MONNET C,CORRIEU G.Effect ofα-acetolactate decarboxylase inactivation onα-acetolactate and diacetyl production by Lactococcus lactis subsp.lactis biovar diacetylactis[J].J Biosci Bioeng,1999,87(1):87-92.
[44]BOUMERDASSI H,MONNET C,DESMAZEAUD M,et al.Isolation and properties of Lactococcus lactis subsp.lactis biovar diacetylactis CNRZ 483 mutants producing diacetyl and acetoin from glucose[J].Appl Environ Microbiol,1997,63(6):2293-2299.
[45]MITHIEUX S M,WEISS A S.Tandem integration of multiple ILV5copies and elevated transcription in polyploid yeast[J].Yeast,1995,11(4):311-316.
[46]OMURA F.Targeting of mitochondrial Saccharomyces cerevisiae Ilv5p to the cytosol and its effect on vicinal diketone formation in brewing[J].Appl Microbiol Biotechnol,2008,78(3):503-513.
[47]HUGENHOLTZ J,KLEEREBEZEM M,STARRENBURG M,et al.Lactococcus lactis as a cell factory for high-level diacetyl production[J].Appl Environ Microbiol,2000,66(9):4112-4114.
[48]GUO T,KONG J,ZHANG L,et al.Fine tuning of the lactate and diacetyl production through promoter engineering in Lactococcus lactis[J].PLo S ONE,2012,7(4):e36296.
[49]BASSIT N,BOQUIEN C Y,PICQUE D,et al.Effect of initial oxygen concentration on diacetyl and acetoin production by Lactococcus lactis subsp.lactis biovar diacetylactis[J].Appl Environ Microbiol,1993,59(6):1893-1897.
[50]LOPEZ DE FELIPE F,STARRENBURG M J,HUGENHOLTZ J.The role of NADH-oxidation in acetoin and diacetyl production from glucose in Lactococcus lactis subsp.lactis MG1363[J].FEMS Microbiol Lett,1997,156(1):15-19.
[2]练敏,纪晓俊,黄和,等.香料2,3-丁二酮的合成现状及展望[J].现代化工,2008,28(8):29-32.
[3]JYOTI B D,SURESH A K,VENKATESH K V.Diacetyl production and growth of Lactobacillus rhamnosus on multiple substrates[J].World J Microbiol Biotechnol,2003,19(5):509-514.
[4]ZHAO L,BAO Y,WANG J,et al.Optimization and mechanism of diacetyl accumulation by Enterobacter aerogenes mutant UV-3[J].World J Microbiol Biotechnol,2009,25(1):57-64.
[5]GAO X,XU N,LI S,et al.Metabolic engineering of Candida glabrata for diacetyl production[J].PLo S ONE,2014,9(3):e89854.
[6]ZHANG L,ZHANG Y,LIU Q,et al.Production of diacetyl by metabolically engineered Enterobacter cloacae[J].Sci Rep,2015,5:9033.
[7]LIU J,CHAN S H,BROCK-NANNESTAD T,et al.Combining metabolic engineering and biocompatible chemistry for high-yield production of homo-diacetyl and homo-(S,S)-2,3-butanediol[J].Metab Eng,2016,36:57-67.
[8]CHUANG L F,COLLINS E.Biosynthesis of diacetyl in bacteria and yeast[J].J Bacteriol,1968,95(6):2083-2089.
[9]CHRISTENSEN M D,PEDERSON C S.Factors affecting diacetyl production by lactic acid bacteria[J].Appl Microbiol,1958,6(5):319-322.
[10]HUGENHOLTZ J,STARRENBURG M J C.Diacetyl production by different strains of Lactococcus lactis subsp.lactis var.diacetylactis and Leuconostoc spp[J].Appl Microbiol Biotechnol,1992,38(1):17-22.
[11]GASSON M,BENSON K,SWINDELL S,et al.Metabolic engineering of the Lactococcus lactis diacetyl pathway[J].Lait,1996,76(1/2):33-40.
[12]GUPTA K G,YADAV N K,DHAWAN S.Laboratory-scale production of acetoin plus diacetyl by Enterobacter cloacae ATCC27613[J].Biotechnol Bioeng,1978,20(12):1895-1901.
[13]SPECKMAN R,COLLINS E.Diacetyl biosynthesis in Streptococcus diacetilactis and Leuconostoc citrovorum[J].J Bacteriol,1968,95(1):174-180.
[14]BENSON K H,GODON J J,RENAULT P,et al.Effect of ilv BNencodedα-acetolactate synthase expression on diacetyl production in Lactococcus lactis[J].Appl Microbiol Biotechnol,1996,45(1):107-111.
[15]LOPEZ DE FELIPE F,KLEEREBEZEM M,DE VOS WM,et al.Cofactor engineering:a novel approach to metabolic engineering in Lactococcus lactis by controlled expression of NADH oxidase[J].J Bacteriol,1998,180(15):3804-3808.
[16]MONNET C,AYMES F,CORRIEU G.Diacetyl andα-acetolactate overproduction by Lactococcus lactis subsp.lactis biovar diacetylactis mutants that are deficient inα-acetolactate decarboxylase and have a low lactate dehydrogenase activity[J].Appl Environ Microbiol,2000,66(12):5518-5520.
[17]赵宏峰,边英男,黄伟达.利用重组大肠杆菌生产双乙酰[J].生物技术通报,2011(1):165-169.
[18]HAO W,JI F,WANG J,et al.Metabolic engineering of Bacillus sp.for diacetyl production[J].Process Biochem,2017,58:69-77.
[19]KANEKO T,WATANABE Y,SUZUKI H.Differences between Lactobacillus casei subsp.casei 2206 and citrate-positive Lactococcus lactis subsp.lactis 3022 in the characteristics of diacetyl production[J].Appl Environ Microbiol,1991,57(10):3040-3042.
[20]ISHII N,MATSUMURA M,KATAOKA H,et al.Diacetyl fermentation coupled with pervaporation using oleyl alcohol supported liquid membrane[J].Bioprocess Eng,1995,13(3):119-123.
[21]赵玲,王静云,包永明,等.丁二酮高产菌株的选育及发酵动力学分析[J].生物技术,2007,17(5):59-64.
[22]JUNI E.Mechanisms of formation of acetoin by bacteria[J].J Biol Chem,1952,195(2):715-726.
[23]SNOEP J L,JOOST TEIXEIRA DE MATTOS M,STARRENBURG M,et al.Isolation,characterization,and physiological role of the pyruvate dehydrogenase complex and alpha-acetolactate synthase of Lactococcus lactis subsp.lactis bv.diacetylactis[J].J Bacteriol,1992,174(14):4838-4841.
[24]DE MAN J C.The formation of diacetyl and acetoin fromα-acetolactic acid[J].Recl Trav Chim Pays-Bas,1959,78(7):480-486.
[25]HOLTZCLAW W D,CHAPMAN L F.Degradative acetolactate synthase of Bacillus subtilis:purification and properties[J].J Bacteriol,1975,121(3):917-922.
[26]MALTHE-SORENSSEN D,STORMER F C.The p H 6 acetolactate-forming enzyme from Serratia marcescens[J].Eur J Biochem,1970,14(1):127-132.
[27]STORMER F C.2,3-Butanediol biosynthetic system in Aerobacter aerogenes[J].Methods Enzymol,1975,41:518-533.
[28]KANEKO T,TAKAHASHI M,SUZUKI H.Acetoin fermentation by citrate-positive Lactococcus lactis subsp.lactis 3022 grown aerobically in the presence of hemin or Cu2+[J].Appl Environ Microbiol,1990,56(9):2644-2649.
[29]杨丽杰,王俊沪.乳酸乳球菌中双乙酰代谢支路的调控[J].中国乳品工业,2004,32(5):24-29.
[30]FU J,HUO G,FENG L,et al.Metabolic engineering of Bacillus subtilis for chiral pure meso-2,3-butanediol production[J].Biotechnol Biofuels,2016,9(1):90-103.
[31]WANG M,FU J,ZHANG X,et al.Metabolic engineering of Bacillus subtilis for enhanced production of acetoin[J].Biotechnol Lett,2012,34(10):1877-1885.
[32]CHEN T,LIU W X,FU J,et al.Engineering Bacillus subtilis for acetoin production from glucose and xylose mixtures[J].J Biotechnol,2013,168(4):499-505.
[33]FU J,WANG M,LIU W X,et al.Latest advances of microbial production of 2,3-butanediol[J].Prog Chem,2012,24(11):2268-2276.
[34]刘晓霏,付晶,霍广鑫,等.生物法制备平台化合物乙偶姻的最新研究进展[J].中国生物工程杂志,2015,35(10):91-99.
[35]SWINDELL S R,BENSON K H,GRIFFIN H G,et al.Genetic manipulation of the pathway for diacetyl metabolism in Lactococcus lactis[J].Appl Environ Microbiol,1996,62(7):2641-2643.
[36]NADAL I,RICO J,PEREZ-MARTINEZ G,et al.Diacetyl and acetoin production from whey permeate using engineered Lactobacillus casei[J].J Ind Microbiol Biotechnol,2009,36(9):1233-1237.
[37]RENNA M C,NAJIMUDIN N,WINIK L R,et al.Regulation of the Bacillus subtilis als S,als D,and alsR genes involved in postexponential-phase production of acetoin[J].J Bacteriol,1993,175(12):3863-3875.
[38]FRADRICH C,MARCH A FIEGE K,et al.The transcription factor AlsR binds and regulates the promoter of the als SD operon responsible for acetoin formation in Bacillus subtilis[J].J Bacteriol,2012,194(5):1100-1112.
[39]MONNET C,SCHMITT P,DIVIES C.Development and use of a screening procedure for production ofα-acetolactate by Lactococcus lactis subsp.lactis biovar diacetylactis strains[J].Appl Environ Microbiol,1997,63(2):793-795.
[40]TEUSINK B,SMID E J.Modelling strategies for the industrial exploitation of lactic acid bacteria[J].Nat Rev Microbiol,2006,4(1):46-56.
[41]GOLLOP N,BARAK Z E,CHIPMAN D M.A method for simultaneous determination of the two possible products of acetohydroxy acid synthase[J].Anal Biochem,1987,160(2):323-331.
[42]MOHR B,AYMES F,REA M C,et al.A new method for the determination of 2-acetolactate in dairy products[J].Int Dairy J,1997,7(11):701-706.
[43]AYMES F,MONNET C,CORRIEU G.Effect ofα-acetolactate decarboxylase inactivation onα-acetolactate and diacetyl production by Lactococcus lactis subsp.lactis biovar diacetylactis[J].J Biosci Bioeng,1999,87(1):87-92.
[44]BOUMERDASSI H,MONNET C,DESMAZEAUD M,et al.Isolation and properties of Lactococcus lactis subsp.lactis biovar diacetylactis CNRZ 483 mutants producing diacetyl and acetoin from glucose[J].Appl Environ Microbiol,1997,63(6):2293-2299.
[45]MITHIEUX S M,WEISS A S.Tandem integration of multiple ILV5copies and elevated transcription in polyploid yeast[J].Yeast,1995,11(4):311-316.
[46]OMURA F.Targeting of mitochondrial Saccharomyces cerevisiae Ilv5p to the cytosol and its effect on vicinal diketone formation in brewing[J].Appl Microbiol Biotechnol,2008,78(3):503-513.
[47]HUGENHOLTZ J,KLEEREBEZEM M,STARRENBURG M,et al.Lactococcus lactis as a cell factory for high-level diacetyl production[J].Appl Environ Microbiol,2000,66(9):4112-4114.
[48]GUO T,KONG J,ZHANG L,et al.Fine tuning of the lactate and diacetyl production through promoter engineering in Lactococcus lactis[J].PLo S ONE,2012,7(4):e36296.
[49]BASSIT N,BOQUIEN C Y,PICQUE D,et al.Effect of initial oxygen concentration on diacetyl and acetoin production by Lactococcus lactis subsp.lactis biovar diacetylactis[J].Appl Environ Microbiol,1993,59(6):1893-1897.
[50]LOPEZ DE FELIPE F,STARRENBURG M J,HUGENHOLTZ J.The role of NADH-oxidation in acetoin and diacetyl production from glucose in Lactococcus lactis subsp.lactis MG1363[J].FEMS Microbiol Lett,1997,156(1):15-19.