Properties, biosynthesis, and catalytic mechanisms of hydroxy-amino-acids

2018 International Conference on New Energy and Future Energy System

Sun, D.Y.^1,2,3 ; Cheng, X.T.^3 ; Gao, D.K.^3 ; Xu, P.P.^3 ; Guo, Q.Q.^3 ; Zhu, Z.L.^3 ; Zhu, M.L.^3 ; Wang, X.Y.^3 ; Qin, H.M.^1,2,3 ; Lu, F.P.^1,2,3,4

Key Laboratory of Industrial Fermentation Microbiology, Ministry of Education, Tianjin

300457, China^1

Tianjin Key Laboratory of Industrial Microbiology, Tianjin

300457, China^2

College of Biotechnology, Tianjin University of Science and Technology, Tianjin

300457, China^3

National Engineering Laboratory for Industrial Enzymes, Tianjin

300457, China^4

关键词: Anticancer properties;    Catalysis mechanisms;    Chiral intermediates;    Chiral pharmaceuticals;    Oxidative transformations;    Pharmaceutical intermediates;    Pharmaceutical synthesis;    Physiological properties;   

Others  :  https://iopscience.iop.org/article/10.1088/1755-1315/188/1/012084/pdf
DOI  :  10.1088/1755-1315/188/1/012084

来源: IOP

【 摘 要 】

The hydroxy amino acids have its unique effects in the biotechnology and molecular biology, and all sorts of synthetic hydroxy amino acids have also been developed. The hydroxy amino acids have been proved to be valuable for antifungal, antibacterial, antiviral and anticancer properties and known as a constituent of pharmaceutical intermediates. In addition to these fundamental researches, the hydroxy amino acids are applied widely to the synthesis of chiral drugs, such as (2S, 3R, 4S)-4-hydroxyisoleucine (4-HIL) is proved to be worthy in medical treatment, cis-4-hydroxy-L-proline (C4LHyp) and trans-4-hydroxy-L-proline (T4LHyp) are applied to build the chiral intermediates in pharmaceutical synthesis. Through comparisons chemical synthesis with biological catalysis to form hydroxy amino acids, enantioselective biocatalysts will undoubtedly be used in the synthesis of chiral pharmaceuticals. Mononuclear non-heme Fe(II)/-ketoglutarate-dependent dioxygenases (Fe/KGDs) that use an Fe(IV) complex intermediate to active diverse oxidative transformations with key biological roles. Studies identifying the important intermediates in catalysis and the proposed mechanisms are explained. In summary, we describe the physiological properties and synthesis regarding hydroxy amino acids, particularly 4-HIL and hydroxyproline. And the proposed catalysis mechanisms of Fe/KGDs are also explained, while we also discussed the applications of hydroxy amino acids in fundamental research and industrial.