Advances in microbial synthesis of alanine

  • LU Jie ,
  • WANG Guodong ,
  • WANG Ruiming ,
  • WANG Junqing
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  • 1(College of Biological Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, China)
    2(State Key Laboratory of Biobased Material and Green Papermaking, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, China)

Received date: 2022-05-09

  Revised date: 2022-05-19

  Online published: 2023-04-06

Abstract

Alanine is an aliphatic non-polar hydrophobic amino acid, which is a non-essential amino acid that can be synthesized by the body’s metabolism. According to its configuration, alanine can be divided into L-alanine, D-alanine, DL-alanine and β -alanine. Alanine is widely used in food additives, medicines, health care products and surfactants. To avoid pollution and other problems caused by traditional production methods, the synthesis of alanine has been gradually replaced by microbial fermentation and enzyme catalysis, which has become the current green, mild, and high-yield biosynthesis method, greatly improving the content of alanine, and also bringing development prospects to the alanine market. In this paper, the progress of microbial synthesis of alanine is reviewed from the application and synthesis methods of alanine.

Cite this article

LU Jie , WANG Guodong , WANG Ruiming , WANG Junqing . Advances in microbial synthesis of alanine[J]. Food and Fermentation Industries, 2023 , 49(5) : 299 -305 . DOI: 10.13995/j.cnki.11-1802/ts.032183

References

[1] 田宋魁, 郭恒华, 张冬竹, 等.L-丙氨酸生产工艺的研究进展[J].精细与专用化学品, 2017, 25(8):12-14.
TIAN S K, GUO H H, ZHANG D Z, et al.Progress in production technology of L-alanine[J].Fine and Specialty Chemicals, 2017, 25(8):12-14.
[2] 钱研, 张雪娇, 刘芳, 等.水液相下两性α-丙氨酸Mg2+配合物旋光异构的理论研究[J].复旦学报(自然科学版), 2020, 59(6):769-778.
QIAN Y, ZHANG X J, LIU F, et al.Theoretical study on the optical isomerization of amphotericα-alanine·Mg2+ complex in waterliquid phase environment[J].Journal of Fudan University (Natural Science), 2020, 59(6):769-778.
[3] 孙丽曼. 大肠杆菌丙氨酸产生菌的构建及转录组分析[D].保定:河北大学, 2020.
SUN L M.Construction and transcriptomic analysis of E.coli alanine producing strains[D].Baoding:Hebei University, 2020.
[4] 冯佳婷, 陆震鸣, 李恒, 等.L-丙氨酸对腌渍蔬菜风味的影响[J].中国调味品, 2020, 45(6):20-23;36.
FENG J T, LU Z M, LI H, et al.Effect of L-alanine on the flavor of pickled vegetables[J].China Condiment, 2020, 45(6):20-23;36.
[5] 郭媛, 王丽娟, 邱婷, 等.L-丙氨酸在食品工业中的应用潜力[J].中国调味品, 2017, 42(7):177-180.
GUO Y, WANG L J, QIU T, et al.Application potential of L-alanine in food industry[J].China Condiment, 2017, 42(7):177-180.
[6] 王丽娟, 邱婷, 陆震鸣, 等.L-丙氨酸对鱼露风味的影响[J].食品工业科技, 2018, 39(14):186-189;204.
WANG L J, QIU T, LU Z M, et al.Effect of L-alanine on the flavor of fish sauce[J].Science and Technology of Food Industry, 2018, 39(14):186-189;204.
[7] 孙洪露.丙氨酸消旋酶法制备DL-丙氨酸研究[D].南京:南京师范大学,2014.
SUN H L.Study on preparation of DL-alanine by alanine racemase[D].Nanjing:Nanjing Normal University,2014.
[8] JIANG M, KUANG S F, LAI S S, et al.Na+-NQR confers aminoglycoside resistance via the regulation of L-alanine metabolism[J].mBio, 2020, 11(6):e02086-e02020.
[9] ZHEN J F, YAN S Q, LI Y Z, et al.L-Alanine specifically potentiates fluoroquinolone efficacy against Mycobacterium persisters via increased intracellular reactive oxygen species[J].Applied Microbiology and Biotechnology, 2020, 104(5):2 137-2 147.
[10] HAN M L, XIE M Y, HAN J, et al.Development and validation of a rapid, selective, and sensitive LC-MS/MS method for simultaneous determination of D- and L-amino acids in human serum:Application to the study of hepatocellular carcinoma[J].Analytical and Bioanalytical Chemistry, 2018, 410(10):2 517-2 531.
[11] 何鹏辉. 通过调节D-丙氨酸代谢节点促地衣芽胞杆菌异源蛋白高效表达和聚γ-谷氨酸高产[D].武汉:湖北大学, 2018.
HE P H.Improving heterologous protein expression and poly-γ-glutamic acid production by regulating D-alanine metabolic nodes in Bacillus licheniformis[D].Wuhan:Hubei University, 2018.
[12] 郭笑, 杜信眉, 程磊, 等.D-丙氨酸在细菌中的功能和代谢研究进展[J].口腔疾病防治, 2019, 27(4):264-267.
GUO X, DU X M, CHENG L, et al.Research progress on the function and metabolism of D-alanine in bacteria[J].Journal of Prevention and Treatment for Stomatological Diseases, 2019, 27(4):264-267.
[13] LEE C J, QIU T A, JONATHAN V SWEEDLER.D-Alanine:Distribution, origin, physiological relevance, and implications in disease[J].Biochimica et Biophysica Acta (BBA) - Proteins and Proteomics, 2020, 1868(11):140482.
[14] 王胜锋, 黄毅, 廖芬艳, 等.酶法催化转化乳酸生产D-丙氨酸[J].中国新技术新产品, 2019(4):5-7.
WANG S F, HUANG Y, LIAO F Y, et al.Enzymatic conversion of lactic acid to produce D-alanine [J].New Technology & New Products of China, 2019(4):5-7.
[15] 古户波, 庄稼, 严丽, 等.鸟嘌呤-L-丙氨酸衍生物的合成及缓蚀性能[J].应用化工, 2014, 43(8):1 423-1 427.
GU H B, ZHUANG J, YAN L, et al.Synthesis and anti-corrosion performance of guanine-L-alanine derivative[J].Applied Chemical Industry, 2014, 43(8):1 423-1 427.
[16] ZHOU L, DENG C, CUI W J, et al.Efficient L-alanine production by a thermo-regulated switch in Escherichia coli[J].Applied Biochemistry and Biotechnology, 2016, 178(2):324-337.
[17] JINI D, ARAVIND M, JOTHI NIRMAL L,et al.Structural, optical, and biological properties of L-alanine single crystal by slow evaporation method[J].Materials Today:Proceedings,2021,43(P2):2 032-2 035.
[18] ZHANG X L, JANTAMA K, MOORE J C, et al.Production of L-alanine by metabolically engineered Escherichia coli[J].Applied Microbiology and Biotechnology, 2007, 77(2):355-366.
[19] 曹杰. 枯草芽孢杆菌ldh基因的敲除及丙氨酸生产[D].合肥:安徽大学, 2013.
CAO J.Knock-out of L-lactate dehydrogenase gene from Bacillus subtilis and production of alanine[D].Hefei:Anhui University, 2013.
[20] 周丽, 邓璨, 崔文璟, 等.利用重组大肠杆菌发酵甘油合成L-丙氨酸[J].现代食品科技, 2016, 32(6):163-169.
ZHOU L, DENG C, CUI W J, et al.L-alanine production through glycerol fermentation by recombinant Escherichia coli[J].Modern Food Science and Technology, 2016, 32(6):163-169.
[21] 孙金凯. 代谢工程改造产酸克雷伯氏菌生产D/L-乳酸与丙氨酸[D].济南:山东大学, 2018.
SUN J K.Metabolic engineering of Klebsiella oxytoca for the production of D/L-lactic acid and alanine[D].Jinan:Shandong University, 2018.
[22] 潘海亮, 王灿, 赵筱, 等.大肠杆菌ptsG基因缺陷菌株的构建及其发酵混合糖产L-丙氨酸[J].中国酿造, 2019, 38(11):160-164.
PAN H L, WANG C, ZHAO X, et al.Construction of ptsG gene-deficient strain of Escherichia coli and L-alanine production by mixed sugars fermentation[J].China Brewing, 2019, 38(11):160-164.
[23] 王灿, 潘海亮, 梁泉喜, 等.大肠杆菌工程菌mglB基因的敲除及水稻秸秆水解液发酵L-丙氨酸[J].安徽农业科学, 2020, 48(7):113-117.
WANG C, PAN H L, LIANG Q X, et al.The knockout of mglB gene of Escherichia coli engineering strain and L-alanine fermentation with rice straw hydrolysate[J].Journal of Anhui Agricultural Sciences, 2020, 48(7):113-117.
[24] 汪芳. Pseudomonas dacunhae L-天冬氨酸β-脱羧酶的耐酸性分子改造及催化合成L-丙氨酸研究[D].无锡:江南大学, 2018.
WANG F.Improving the acidic stability of L-aspartate β-decarboxylase from Pseudomonas dacunhae and its application for biosynthesis of L-alanine[D].Wuxi:Jiangnan University, 2018.
[25] 于佳印. L-天冬氨酸β-脱羧酶的基因挖掘与分子改造[D].无锡:江南大学, 2020.
YU J Y.Gene mining and molecular modification of L-aspartate β-decarboxylase[D].Wuxi:Jiangnan University, 2020.
[26] 陈哲, 何广正, 徐书景, 等.生物合成D-丙氨酸研究进展[J].河北师范大学学报(自然科学版), 2022, 46(1):76-83.
CHEN Z, HE G Z, XU S J, et al.Research progress in biosynthesis of D-alanine[J].Journal of Hebei Normal University (Natural Science), 2022, 46(1):76-83.
[27] ZHANG Y Y, LI X P, ZHANG C F, et al.Production of D-alanine from DL-alanine using immobilized cells of Bacillus subtilis HLZ-68[J].World Journal of Microbiology & Biotechnology, 2017, 33(9):176.
[28] 王传磊. 微生物不对称降解生产D-丙氨酸发酵机理及动力学的研究[D].大连:大连工业大学, 2014.
WANG C L.Study on the fermentation mechanism and kinetics of D-alanine production by microbial asymmetric degradation[D].Dalian:Dalian Polytechnic University, 2014.
[29] 丁兆伟. 利用微生物的不对称降解原理筛选D-丙氨酸菌种及发酵工艺[D].大连:大连工业大学, 2014.
DING Z W.Using asymmetric degradation principle of microorganism isolate D-alanine strains and fermentation process[D].Dalian:Dalian Polytechnic University, 2014.
[30] 张学礼, 张冬竹.生产DL-丙氨酸的工程菌及利用该工程菌生产DL-丙氨酸的方法:CN103045528B[P].2014-05-07.
ZHANG X L, ZHANG D Z.Engineering bacteria for producing DL-alanine and method for producing DL-alanine using the engineering bacteria:CN103045528B[P].2014-05-07.
[31] 张卫卫, 魏宇, 张宏娟, 等.双酶连续催化生物合成D-丙氨酸[J].精细化工, 2017, 34(10):1 132-1138;1160.
ZHANG W W, WEI Y, ZHANG H J, et al.Double enzyme continuous catalytic biosynthesis of D-alanine[J].Fine Chemicals, 2017, 34(10):1 132-1138;1160.
[32] LI J J, CHEN X, CUI YF, et al.Enzymatic synthesis of D-alanine from a renewable starting material by co-immobilized dehydrogenases[J].Process Biochemistry,2018, 66:126-132.
[33] 毛建卫, 崔艳丽, 王桂仙.DL-α-丙氨酸合成工艺的新进展及其应用[J].科技通报, 2002, 18(2):93-95;99.
MAO J W, CUI Y L, WANG G X.The advances of preparation technologies of DL-α-alanine and its application[J].Bulletin of Science and Technology, 2002, 18(2):93-95;99.
[34] 焦庆才, 刘均忠, 吴四平, 等.一种以富马酸为原料多酶偶联制备DL-丙氨酸的方法:CN104531820B[P].2018-04-24.
JIAO Q C, LIU J Z, WU S P, et al.A method for preparing DL-alanine by using fumaric acid as raw material by multi-enzyme coupling:CN104531820B[P].2018-04-24.
[35] ZOU X Y, GUO L X, HUANG L L, et al.Pathway construction and metabolic engineering for fermentative production of β-alanine in Escherichia coli[J].Applied Microbiology and Biotechnology, 2020, 104(6):2 545-2 559.
[36] 陈可泉, 许晟, 冯娇, 等.一种混菌发酵生产β-丙氨酸的方法:CN111411130A[P].2020-07-14.
CHEN K Q, XU S, FENG J, et al.A kind of method for mixed bacteria fermentation to produce β-alanine:CN111411130A[P].2020-07-14.
[37] 范文超, 王金刚, 梁岩, 等.酶法制备β-丙氨酸:CN108546697B[P].2020-07-24.
FAN W C, WANG J G, LIANG Y, et al.Enzymatic preparation of β-alanine:CN108546697B[P].2020-07-24.
[38] QIAN Y Y, LU C, LIU J, et al.Engineering protonation conformation of L-aspartate-α-decarboxylase to relieve mechanism-based inactivation[J].Biotechnology and Bioengineering, 2020, 117(6):1 607-1 614.
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