His-Cys and Trp-Cys cross-links generated by post-translational chemical modification

被引:6
作者
Fujieda, Nobutaka [1 ]
机构
[1] Osaka Prefecture Univ, Grad Sch Life & Environm Sci, Dept Appl Life Sci, Osaka, Japan
关键词
Posttranslational modifications; quinone cofactors; tyrosinase; amine dehydrogenase; QUINOHEMOPROTEIN AMINE DEHYDROGENASE; COVALENTLY BOUND FLAVIN; LYSINE-EPSILON-OXIDASE; CRYSTAL-STRUCTURE; CYSTEINE TRYPTOPHYLQUINONE; HISTAMINE DEHYDROGENASE; NOCARDIOIDES-SIMPLEX; ASPERGILLUS-ORYZAE; PSEUDOMONAS-PUTIDA; GALACTOSE-OXIDASE;
D O I
10.1080/09168451.2019.1696178
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
Galactose oxidase and amine oxidase contain a cofactor which is generated by post-translational chemical modification to the corresponding amino acid side chains near the copper active center. Such cofactors provide proteins unusual catalytic ability that canonical amino acids cannot exert as well as their structural stability, and thereby are called as protein-derived cofactors. These cofactors and modifications are mostly derived from aromatic amino acid residues, especially Tyr, Trp, and His. Current information about unusual cofactors derived from two of those, heteroaromatic residues (Trp and His) is summarized, especially chemical properties and maturation process of the cross-links between cysteine and heteroaromatic amino acids (His-Cys and Trp-Cys cross-links).
引用
收藏
页码:445 / 454
页数:10
相关论文
共 69 条
[1]   Structure and Enzymatic Properties of an Unusual Cysteine Tryptophylquinone-Dependent Glycine Oxidase from &ITPseudoalteromonas luteoviolacea&IT [J].
Andreo-Vidal, Andres ;
Mamounis, Kyle J. ;
Sehanobish, Esha ;
Avalos, Dante ;
Cristian Campillo-Brocal, Jonatan ;
Sanchez-Amat, Antonio ;
Yukl, Erik T. ;
Davidson, Victor L. .
BIOCHEMISTRY, 2018, 57 (07) :1155-1165
[2]   Ribosomally synthesized and post-translationally modified peptide natural products: overview and recommendations for a universal nomenclature [J].
Arnison, Paul G. ;
Bibb, Mervyn J. ;
Bierbaum, Gabriele ;
Bowers, Albert A. ;
Bugni, Tim S. ;
Bulaj, Grzegorz ;
Camarero, Julio A. ;
Campopiano, Dominic J. ;
Challis, Gregory L. ;
Clardy, Jon ;
Cotter, Paul D. ;
Craik, David J. ;
Dawson, Michael ;
Dittmann, Elke ;
Donadio, Stefano ;
Dorrestein, Pieter C. ;
Entian, Karl-Dieter ;
Fischbach, Michael A. ;
Garavelli, John S. ;
Goeransson, Ulf ;
Gruber, Christian W. ;
Haft, Daniel H. ;
Hemscheidt, Thomas K. ;
Hertweck, Christian ;
Hill, Colin ;
Horswill, Alexander R. ;
Jaspars, Marcel ;
Kelly, Wendy L. ;
Klinman, Judith P. ;
Kuipers, Oscar P. ;
Link, A. James ;
Liu, Wen ;
Marahiel, Mohamed A. ;
Mitchell, Douglas A. ;
Moll, Gert N. ;
Moore, Bradley S. ;
Mueller, Rolf ;
Nair, Satish K. ;
Nes, Ingolf F. ;
Norris, Gillian E. ;
Olivera, Baldomero M. ;
Onaka, Hiroyasu ;
Patchett, Mark L. ;
Piel, Joern ;
Reaney, Martin J. T. ;
Rebuffat, Sylvie ;
Ross, R. Paul ;
Sahl, Hans-Georg ;
Schmidt, Eric W. ;
Selsted, Michael E. .
NATURAL PRODUCT REPORTS, 2013, 30 (01) :108-160
[3]   Oxygen access to the active site of cholesterol oxidase through a narrow channel is gated by an Arg-Glu pair [J].
Coulombe, R ;
Yue, KQ ;
Ghisla, S ;
Vrielink, A .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2001, 276 (32) :30435-30441
[4]   Crystal structure of a functional unit from Octopus hemocyanin [J].
Cuff, ME ;
Miller, KI ;
van Holde, KE ;
Hendrickson, WA .
JOURNAL OF MOLECULAR BIOLOGY, 1998, 278 (04) :855-870
[5]   Structure of a quinohemoprotein amine dehydrogenase with an uncommon redox cofactor and highly unusual crosslinking [J].
Datta, S ;
Mori, Y ;
Takagi, K ;
Kawaguchi, K ;
Chen, ZW ;
Okajima, T ;
Kuroda, S ;
Ikeda, T ;
Kano, K ;
Tanizawa, K ;
Mathews, FS .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2001, 98 (25) :14268-14273
[6]   Protein-derived cofactors. Expanding the scope of post-translational modifications [J].
Davidson, Victor L. .
BIOCHEMISTRY, 2007, 46 (18) :5283-5292
[7]   Generation of protein-derived redox cofactors by posttranslational modification [J].
Davidson, Victor L. .
MOLECULAR BIOSYSTEMS, 2011, 7 (01) :29-37
[8]   Posttranslational Biosynthesis of the Protein-Derived Cofactor Tryptophan Tryptophylquinone [J].
Davidson, Victor L. ;
Wilmot, Carrie M. .
ANNUAL REVIEW OF BIOCHEMISTRY, VOL 82, 2013, 82 :531-550
[9]   The Cys-Tyr Cross-Link of Cysteine Dioxygenase Changes the Optimal pH of the Reaction without a Structural Change [J].
Davies, Casey G. ;
Fellner, Matthias ;
Tchesnokov, Egor P. ;
Wilbanks, Sigurd M. ;
Jameson, Guy N. L. .
BIOCHEMISTRY, 2014, 53 (50) :7961-7968
[10]   Characterization of recombinant biosynthetic precursors of the cysteine tryptophylquinone cofactors of L-lysine-epsilon-oxidase and glycine oxidase from Marinomonas mediterranea [J].
Dolores Chacon-Verdu, Maria ;
Campillo-Brocal, Jonatan C. ;
Lucas-Elio, Patricia ;
Davidson, Victor L. ;
Sanchez-Amat, Antonio .
BIOCHIMICA ET BIOPHYSICA ACTA-PROTEINS AND PROTEOMICS, 2015, 1854 (09) :1123-1131