Progress in asymmetric biomimetic transamination of carbonyl compounds

被引:64
|
作者
Xie, Ying [1 ]
Pan, Hongjie [1 ]
Liu, Mao [1 ]
Xiao, Xiao [1 ]
Shi, Yian [1 ,2 ,3 ]
机构
[1] Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, CAS Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China
[2] Nanjing Univ, Sch Chem & Chem Engn, Ctr Multimol Organ Chem, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China
[3] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
关键词
ALPHA-KETO ESTERS; BETA-AMINO ACIDS; SUPRAMOLECULAR BILAYER-MEMBRANE; PYRIDOXAMINE ENZYME ANALOGS; NONENZYMATIC TRANSAMINATION; ARTIFICIAL AMINOTRANSFERASE; ENANTIOSELECTIVE CATALYSIS; STEREOSELECTIVE TRANSAMINATION; METAL-COMPLEXES; SHIFT REACTION;
D O I
10.1039/c4cs00507d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Transamination of alpha-keto acids with transaminases and pyridoxamine phosphate is an important process to form optically active alpha-amino acids in biological systems. Various biomimetic transamination systems have been developed for carbonyl compounds including a-keto acid derivatives, fluoroalkyl ketones, and unactivated ketones with chiral vitamin B-6 analogues, artificial transaminase mimics, chiral nitrogen sources, and chiral catalysts. This review provides a brief summary of this area.
引用
收藏
页码:1740 / 1748
页数:9
相关论文
共 50 条
  • [1] Asymmetric transamination of fluoro-carbonyl compounds
    Soloshonok, VA
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 216 : U376 - U376
  • [2] Asymmetric Biomimetic Transamination of Trifluoromethyl Ketones
    Cai, Weiqi
    Cai, Dongchen
    Liang, Hanyu
    Ren, Xinyi
    Zhao, Baoguo
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (12): : 7849 - 7857
  • [3] Continuous-flow asymmetric biomimetic transamination
    Soloshonok, Vadim A.
    Catt, Hector T.
    Ono, Taizo
    JOURNAL OF FLUORINE CHEMISTRY, 2009, 130 (05) : 512 - 515
  • [4] Asymmetric biomimetic transamination of α-keto amides to peptides
    Weiqi Cai
    Xuelong Qiao
    Hao Zhang
    Bo Li
    Jianhua Guo
    Liangliang Zhang
    Wen-Wen Chen
    Baoguo Zhao
    Nature Communications, 12
  • [5] Asymmetric biomimetic transamination of α-keto amides to peptides
    Cai, Weiqi
    Qiao, Xuelong
    Zhang, Hao
    Li, Bo
    Guo, Jianhua
    Zhang, Liangliang
    Chen, Wen-Wen
    Zhao, Baoguo
    NATURE COMMUNICATIONS, 2021, 12 (01)
  • [6] Asymmetric Synthesis of α-Amino Acids by Organocatalytic Biomimetic Transamination
    Kang, Qi-Kai
    Selvakumar, Sermadurai
    Maruoka, Keiji
    ORGANIC LETTERS, 2019, 21 (07) : 2294 - 2297
  • [7] Progress on the Asymmetric Diels-Alder Reaction of α,β-Unsaturated Carbonyl Compounds
    Liu, Wenxiang
    Wu, Yuqiang
    Li, Lingzhi
    Li, Xia
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2016, 36 (07) : 1501 - 1512
  • [8] Organocatalytic asymmetric biomimetic transamination of aromatic ketone to optically active amine
    Xie, Ying
    Pan, Hongjie
    Xiao, Xiao
    Li, Songlei
    Shi, Yian
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (45) : 8960 - 8962
  • [9] Organocatalytic asymmetric biomimetic transamination of α-keto acetals to chiral α-amino acetals
    Pan, Hongjie
    Xie, Ying
    Liu, Mao
    Shi, Yian
    RSC ADVANCES, 2014, 4 (05) : 2389 - 2392
  • [10] An Efficient Asymmetric Biomimetic Transamination of α-Keto Esters to Chiral α-Amino Esters
    Xiao, Xiao
    Liu, Mao
    Rong, Chao
    Xue, Fazhen
    Li, Songlei
    Xie, Ying
    Shi, Yian
    ORGANIC LETTERS, 2012, 14 (20) : 5270 - 5273