Prenylated flavins: structures and mechanisms

被引:18
作者
Bloor, Samuel [1 ]
Michurin, Iaroslav [1 ]
Titchiner, Gabriel R. [1 ]
Leys, David [1 ]
机构
[1] Manchester Inst Biotechnol, Dept Chem, Princess St 131, Manchester M1 7DN, Lancs, England
基金
欧洲研究理事会; 英国生物技术与生命科学研究理事会;
关键词
(de) carboxylation; flavin chemistry; prFMN; UbiD; UbiX; ACID DECARBOXYLASE; OXIDATIVE MATURATION; CRYSTAL-STRUCTURE; CARBOXYLATION; UBIX; BIOSYNTHESIS; CATALYSTS; COENZYME; ALKENES; ENZYME;
D O I
10.1111/febs.16371
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
The UbiX/UbiD system is widespread in microbes and responsible for the reversible decarboxylation of unsaturated carboxylic acids. The UbiD enzyme catalyzes this unusual reaction using a prenylated flavin (prFMN) as cofactor, the latter formed by the flavin prenyltransferase UbiX. A detailed picture of the biochemistry of flavin prenylation, oxidative maturation, and covalent catalysis underpinning reversible decarboxylation is emerging. This reveals the prFMN cofactor can undergo a wide range of transformations, complemented by considerable UbiD-variability. These provide a blueprint for biotechnological applications aimed at producing hydrocarbons or aromatic C-H activation through carboxylation.
引用
收藏
页码:2232 / 2245
页数:14
相关论文
共 55 条
[21]   Domestication and Divergence of Saccharomyces cerevisiae Beer Yeasts [J].
Gallone, Brigida ;
Steensels, Jan ;
Prahl, Troels ;
Soriaga, Leah ;
Saels, Veerle ;
Herrera-Malaver, Beatriz ;
Merlevede, Adriaan ;
Roncoroni, Miguel ;
Voordeckers, Karin ;
Miraglia, Loren ;
Teiling, Clotilde ;
Steffy, Brian ;
Taylor, Maryann ;
Schwartz, Ariel ;
Richardson, Toby ;
White, Christopher ;
Baele, Guy ;
Maere, Steven ;
Verstrepen, Kevin J. .
CELL, 2016, 166 (06) :1397-+
[22]   Selective Aerobic Oxidation of 5-Hydroxymethylfurfural in Water Over Solid Ruthenium Hydroxide Catalysts with Magnesium-Based Supports [J].
Gorbanev, Yury Y. ;
Kegnaes, Soren ;
Riisager, Anders .
CATALYSIS LETTERS, 2011, 141 (12) :1752-1760
[23]   The role of UbiX in Escherichia coli coenzyme Q biosynthesis [J].
Gulmezian, Melissa ;
Hyman, Kyle R. ;
Marbois, Beth N. ;
Clarke, Catherine F. ;
Javor, George T. .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 2007, 467 (02) :144-153
[24]   Modified mevalonate pathway of the archaeon Aeropyrum pernix proceeds via trans-anhydromevalonate 5-phosphate [J].
Hayakawa, Hajime ;
Motoyama, Kento ;
Sobue, Fumiaki ;
Ito, Tomokazu ;
Kawaide, Hiroshi ;
Yoshimura, Tohru ;
Hemmi, Hisashi .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2018, 115 (40) :10034-10039
[25]  
Huisgen R., 1963, Angew. Chem. Int. Ed, V2, P565, DOI [10.1002/anie.196305651, DOI 10.1002/ANIE.196305651]
[26]   A Remote Palm Domain Residue of RB69 DNA Polymerase Is Critical for Enzyme Activity and Influences the Conformation of the Active Site [J].
Jacewicz, Agata ;
Trzemecka, Anna ;
Guja, Kip E. ;
Plochocka, Danuta ;
Yakubovskaya, Elena ;
Bebenek, Anna ;
Garcia-Diaz, Miguel .
PLOS ONE, 2013, 8 (10)
[27]   Machine Learning of Designed Translational Control Allows Predictive Pathway Optimization in Escherichia coli [J].
Jervis, Adrian J. ;
Carbonell, Pablo ;
Vinaixa, Maria ;
Dunstan, Mark S. ;
Hollywood, Katherine A. ;
Robinson, Christopher J. ;
Rattray, Nicholas J. W. ;
Yan, Cunyu ;
Swainston, Neil ;
Currin, Andrew ;
Sung, Rehana ;
Toogood, Helen ;
Taylor, Sandra ;
Faulon, Jean-Loup ;
Breitling, Rainer ;
Takano, Eriko ;
Scrutton, Nigel S. .
ACS SYNTHETIC BIOLOGY, 2019, 8 (01) :127-136
[28]   Structure of PA4019, a putative aromatic acid decarboxylase from Pseudomonas aeruginosa [J].
Kopec, Jolanta ;
Schnell, Robert ;
Schneider, Gunter .
ACTA CRYSTALLOGRAPHICA SECTION F-STRUCTURAL BIOLOGY COMMUNICATIONS, 2011, 67 :1184-1188
[29]   Enhanced production of styrene by engineered Escherichia coli and in situ product recovery (ISPR) with an organic solvent [J].
Lee, Kyungsoo ;
Bang, Hyun Bae ;
Lee, Yoon Hyeok ;
Jeong, Ki Jun .
MICROBIAL CELL FACTORIES, 2019, 18 (1)
[30]   Flavin metamorphosis: cofactor transformation through prenylation [J].
Leys, David .
CURRENT OPINION IN CHEMICAL BIOLOGY, 2018, 47 :117-125