Recent advances in imine reductase-catalyzed reactions

被引:58
|
作者
Lenz, Maike [1 ]
Borlinghaus, Niels [1 ]
Weinmann, Leonie [1 ]
Nestl, Bettina M. [1 ]
机构
[1] Univ Stuttgart, Inst Biochem & Tech Biochem, Allmandring 31, D-70569 Stuttgart, Germany
来源
关键词
Imine reductases; Reductive amination; Cofactor specificity; Engineering; Cascade reaction; N-Heterocycles; OPTICALLY-ACTIVE AMINES; COFACTOR-REGENERATION; ASYMMETRIC REDUCTION; (R)-IMINE REDUCTASE; SELECTIVE REDUCTION; ENZYME PROMISCUITY; ACID OXIDASE; AMINATION; DEHYDROGENASE; TOOLBOX;
D O I
10.1007/s11274-017-2365-8
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
Imine reductases are nicotinamide-dependent enzymes that catalyze the asymmetric reduction of various imines to the corresponding amine products. Owing to the increasing roles of chiral amines and heterocyclic compounds as intermediates for pharmaceuticals, the demand for novel selective synthesis strategies is vitally important. Recent studies have demonstrated the discovery and structural characterization of a number of stereoselective imine reductase enzymes. Here, we highlight recent progress in applying imine reductases for the formation of chiral amines and heterocycles. It particularly focuses on the utilization of imine reductases in reductive aminations of aldehydes and ketones with various amine nucleophiles, one of the most powerful reactions in the synthesis of chiral amines. Second, we report on the synthesis of saturated substituted N-heterocycles by combining them with further biocatalysts, such as carboxylic acid reductases, oxidases or transaminases. Finally, we summarize the latest applications of imine reductases in the promiscuous asymmetric hydrogenation of a highly reactive carbonyl compound and the engineering of the cofactor specificity from NADPH to NADH.
引用
收藏
页数:10
相关论文
共 50 条
  • [31] Recent advances in rhodium-catalyzed cyclization reactions
    Ojima, I
    Moralee, AC
    Vassar, VC
    [J]. TOPICS IN CATALYSIS, 2002, 19 (01) : 89 - 99
  • [32] Recent advances in palladium-catalyzed reactions in water
    Dong, Dao-Qing
    Yang, Hao
    Zhou, Meng -Yu
    Wei, Ze-Hui
    Wu, Pei
    Wang, Zu-Li
    [J]. QUARTERLY REVIEW OF ECONOMICS AND FINANCE, 2023, 87
  • [33] Recent Advances of Pd/C-Catalyzed Reactions
    Mao, Zhenjun
    Gu, Haorui
    Lin, Xufeng
    [J]. CATALYSTS, 2021, 11 (09)
  • [34] Recent advances in Pd-catalyzed asymmetric cyclization reactions
    Xu, Bing
    Wang, Quanpu
    Fang, Chao
    Zhang, Zhan-Ming
    Zhang, Junliang
    [J]. CHEMICAL SOCIETY REVIEWS, 2024, 53 (02) : 883 - 971
  • [35] Recent advances in triphenylphosphine oxide-catalyzed reduction reactions
    Toy, Patrick
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
  • [36] Recent advances in polyoxometalates acid-catalyzed organic reactions
    Liu, Yu-Feng
    Hu, Chang-Wen
    Yang, Guo-Ping
    [J]. CHINESE CHEMICAL LETTERS, 2023, 34 (05)
  • [37] Recent advances in palladium-catalyzed coupling reactions.
    Fu, GC
    Netherton, MR
    Kirchhoff, JH
    Dai, CY
    Neuschütz, K
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 224 : U206 - U206
  • [38] Recent Advances in Iron Catalyzed Oxidation Reactions of Organic Compounds
    Bauer, Eike B.
    [J]. ISRAEL JOURNAL OF CHEMISTRY, 2017, 57 (12) : 1131 - 1150
  • [39] Recent advances in asymmetric reactions catalyzed by chiral phosphoric acids
    Li, Xin
    Song, Qiuling
    [J]. CHINESE CHEMICAL LETTERS, 2018, 29 (08) : 1181 - 1192
  • [40] Recent Advances in the Gold-Catalyzed Reactions of Propargyl Esters
    Rojas, Andres Felipe Leon
    Kyne, Sara Helen
    Chan, Philip Wai Hong
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2023, 56 (12) : 1406 - 1420