Coordination Dynamics of Iron is a Key Player in the Catalysis of Non-heme Enzymes

被引:7
作者
Zhang, Jinyan [1 ,2 ]
Wu, Peng [3 ]
Zhang, Xuan [4 ]
Wang, Binju [1 ,2 ]
机构
[1] Xiamen Univ, Coll Chem & Chem Engn, State Key Lab Phys Chem Solid Surfaces, Xiamen 361005, Peoples R China
[2] Xiamen Univ, Coll Chem & Chem Engn, Fujian Prov Key Lab Theoret & Computat Chem, Xiamen 361005, Peoples R China
[3] Ningxia Univ, Sch Chem & Chem Engn, State Key Lab High Efficiency Utilizat Coal & Gree, Yinchuan 750021, Peoples R China
[4] Ningbo Univ, Inst Drug Discovery Technol, Ningbo 315211, Peoples R China
基金
中国国家自然科学基金;
关键词
coordination dynamics; C-N coupling; C-O coupling; C-S coupling; non-heme enzymes; selectivity; RECOMBINANT HYOSCYAMINE 6-BETA-HYDROXYLASE; QUANTUM MECHANICS/MOLECULAR MECHANICS; 2-HIS-1-CARBOXYLATE FACIAL TRIAD; DIOXYGEN ACTIVATION; HYDROXYLATION SELECTIVITY; CLAVAMINATE SYNTHASE; OXYGEN ACTIVATION; CRYSTAL-STRUCTURE; HALOGENASE SYRB2; FERROUS IRON;
D O I
10.1002/cbic.202300119
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Mononuclear nonheme iron enzymes catalyze a large variety of oxidative transformations responsible for various biosynthesis and metabolism processes. Unlike their P450 counterparts, non-heme enzymes generally possess flexible and variable coordination architecture, which can endow rich reactivity for non-heme enzymes. This Concept highlights that the coordination dynamics of iron can be a key player in controlling the activity and selectivity of non-heme enzymes. In ergothioneine synthase EgtB, the coordination switch of the sulfoxide radical species enables the efficient and selective C-S coupling reaction. In iron(II)- and 2-oxoglutarate-dependent (Fe/2OG) oxygenases, the conformational flip of ferryl-oxo intermediate can be extensively involved in selective oxidation reactions. Especially, the five-coordinate ferryl-oxo species may allow the substrate coordination via O or N atom, which may facilitate the C-O or C-N coupling reactions via stabilizing the transition states and inhibiting the unwanted hydroxylation reactions.
引用
收藏
页数:6
相关论文
共 90 条
[1]   Enzymatic Halogenation and Dehalogenation Reactions: Pervasive and Mechanistically Diverse [J].
Agarwal, Vinayak ;
Miles, Zachary D. ;
Winter, Jaclyn M. ;
Eustaquio, Alessandra S. ;
El Gamal, Abrahim A. ;
Moore, Bradley S. .
CHEMICAL REVIEWS, 2017, 117 (08) :5619-5674
[2]   Mechanism of Selective Halogenation by SyrB2: A Computational Study [J].
Borowski, Tomasz ;
Noack, Holger ;
Radon, Mariusz ;
Zych, Konrad ;
Siegbahn, Per E. M. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (37) :12887-12898
[3]   Mononuclear non-heme iron enzymes with the 2-His-1-carboxylate facial triad: recent developments in enzymology and modeling studies [J].
Bruijnincx, Pieter C. A. ;
van Koten, Gerard ;
Gebbink, Robertus J. M. Klein .
CHEMICAL SOCIETY REVIEWS, 2008, 37 (12) :2716-2744
[4]   Aziridine Formation by a FeII/α-Ketoglutarate Dependent Oxygenase and 2-Aminoisobutyrate Biosynthesis in Fungi [J].
Bunno, Reito ;
Awakawa, Takayoshi ;
Mori, Takahiro ;
Abe, Ikuro .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2021, 60 (29) :15827-15831
[5]   Structure and function of atypically coordinated enzymatic mononuclear non-heme-Fe(II) centers [J].
Buongiorno, Daniela ;
Straganz, Grit D. .
COORDINATION CHEMISTRY REVIEWS, 2013, 257 (02) :541-563
[6]   Mechanistic Studies of Aziridine Formation Catalyzed by Mononuclear Non-Heme Iron Enzymes [J].
Cha, Lide ;
Paris, Jared C. ;
Zanella, Brady ;
Spletzer, Martha ;
Yao, Angela ;
Guo, Yisong ;
Chang, Wei-chen .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2023, 145 (11) :6240-6246
[7]   Mechanism of the C5 Stereoinversion Reaction in the Biosynthesis of Carbapenem Antibiotics [J].
Chang, Wei-chen ;
Guo, Yisong ;
Wang, Chen ;
Butch, Susan E. ;
Rosenzweig, Amy C. ;
Boal, Amie K. ;
Krebs, Carsten ;
Bollinger, J. Martin, Jr. .
SCIENCE, 2014, 343 (6175) :1140-1144
[8]  
Chaturvedi SS, 2023, CHEM-EUR J, V29, DOI 10.1002/chem.202300138
[9]   Catalysis by the Non-Heme Iron(II) Histone Demethylase PHF8 Involves Iron Center Rearrangement and Conformational Modulation of Substrate Orientation [J].
Chaturvedi, Shobhit S. ;
Ramanan, Rajeev ;
Lehnert, Nicolai ;
Schofield, Christopher J. ;
Karabencheva-Christova, Tatyana G. ;
Christov, Christo Z. .
ACS CATALYSIS, 2020, 10 (02) :1195-1209
[10]   Mechanistic Studies of a Nonheme Iron Enzyme OvoA in Ovothiol Biosynthesis Using a Tyrosine Analogue, 2-Amino-3-(4-hydroxy-3-(methoxyl) phenyl) Propanoic Acid (MeOTyr) [J].
Chen, Li ;
Naowarojna, Nathchar ;
Chen, Bin ;
Xu, Meiling ;
Quill, Melissa ;
Wang, Jiangyun ;
Deng, Zixin ;
Zhao, Changming ;
Liu, Pinghua .
ACS CATALYSIS, 2019, 9 (01) :253-258