Human carbonic anhydrase II as host protein for the creation of artificial metalloenzymes: the asymmetric transfer hydrogenation of imines

被引：60
|
作者：
Monnard, Fabien W. [1 ]
Nogueira, Elisa S. [1 ]
Heinisch, Tillmann [1 ,2 ]
Schirmer, Tilman [2 ]
Ward, Thomas R. [1 ]
机构：
[1] Univ Basel, Dept Chem, CH-4056 Basel, Switzerland
[2] Univ Basel, Biozentrum, CH-4056 Basel, Switzerland
来源：
CHEMICAL SCIENCE | 2013年 / 4卷 / 08期
关键词：
CATALYSTS; BINDING; INHIBITORS; COMPLEXES; REDUCTION; DESIGN; METALLOPROTEINS; ANCHOR; SITE;
D O I：
10.1039/c3sc51065d
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
In the presence of human carbonic anhydrase II, aryl-sulfonamide-bearing IrCp* pianostool complexes catalyze the asymmetric transfer hydrogenation of imines. Critical cofactor-protein interactions revealed by the X-ray structure of [(eta(5)-Cp*)Ir(pico 4)CI] 9 subset of WT hCA II were genetically optimized to improve the catalytic performance of the artificial metalloenzyme (68% ee, k(cat)/K-M 6.11 x 10(-3) min(-1) mM(-1)).
引用
收藏
页码：3269 / 3274
页数：6
相关论文
共 50 条
  • [21] Human Carbonic Anhydrase II as a host for piano-stool complexes bearing a sulfonamide anchor
    Monnard, Fabien W.
    Heinisch, Tillmann
    Nogueira, Elisa S.
    Schirmer, Tilman
    Ward, Thomas R.
    CHEMICAL COMMUNICATIONS, 2011, 47 (29) : 8238 - 8240
  • [22] Ru(II) Complexes of N-Alkylated TsDPEN Ligands in Asymmetric Transfer Hydrogenation of Ketones and Imines
    Martins, Jose E. D.
    Clarkson, Guy J.
    Wills, Martin
    ORGANIC LETTERS, 2009, 11 (04) : 847 - 850
  • [23] Exploring the Molecular Origins of Protein Dynamics in the Active Site of Human Carbonic Anhydrase II
    Hill, Sarah E.
    Bandaria, Jigar N.
    Fox, Michelle
    Vanderah, Elizabeth
    Kohen, Amnon
    Cheatum, Christopher M.
    JOURNAL OF PHYSICAL CHEMISTRY B, 2009, 113 (33): : 11505 - 11510
  • [24] Autoepitope of human Carbonic Anhydrase II mimics the capsid protein of spiroplasma virus.
    Ono, M
    Ono, M
    Watanabe, K
    Ueki, H
    JOURNAL OF INVESTIGATIVE DERMATOLOGY, 1996, 107 (03) : 259 - 259
  • [25] A Theoretical Study on the Detection of Proton Transfer Pathways in Some Mutants of Human Carbonic Anhydrase II
    Roy, Arijit
    Taraphder, Srabani
    JOURNAL OF PHYSICAL CHEMISTRY B, 2008, 112 (43): : 13597 - 13607
  • [26] Reaction Coordinate, Free Energy, and Rate of Intramolecular Proton Transfer in Human Carbonic Anhydrase II
    Paul, Sanjib
    Paul, Tanmoy Kumar
    Taraphder, Srabani
    JOURNAL OF PHYSICAL CHEMISTRY B, 2018, 122 (11): : 2851 - 2866
  • [27] Proton transfer pathways in the mutant His-64-Ala of human carbonic anhydrase II
    Roy, Arijit
    Taraphder, Srabani
    BIOPOLYMERS, 2006, 82 (06) : 623 - 630
  • [28] Structural and Kinetic Study of the Extended Active Site for Proton Transfer in Human Carbonic Anhydrase II
    Domsic, John F.
    Williams, Wilton
    Fisher, Suzanne Z.
    Tu, Chingkuang
    Agbandje-McKenna, Mavis
    Silverman, David N.
    McKenna, Robert
    BIOCHEMISTRY, 2010, 49 (30) : 6394 - 6399
  • [29] Coordination Dynamics of Zinc Triggers the Rate Determining Proton Transfer in Human Carbonic Anhydrase II
    Paul, Tanmoy Kumar
    Taraphder, Srabani
    CHEMPHYSCHEM, 2020, 21 (13) : 1455 - 1473
  • [30] Asymmetric transfer hydrogenation of imines catalyzed by a Noyori-type Ru(II) complex-a parametric study
    Pechacek, Jan
    Vaclavik, Jiri
    Prech, Jan
    Sot, Petr
    Januscak, Jakub
    Vilhanova, Beata
    Vavrik, Jiri
    Kuzma, Marek
    Kacer, Petr
    TETRAHEDRON-ASYMMETRY, 2013, 24 (04) : 233 - 239
12345