Catalytic Promiscuity of the Radical S-adenosyl-L-methionine Enzyme NosL

被引:30
|
作者
Ding, Wei [1 ]
Ji, Xinjian [1 ]
Li, Yongzhen [1 ]
Zhang, Qi [1 ]
机构
[1] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China
来源
FRONTIERS IN CHEMISTRY | 2016年 / 4卷
关键词
promiscuity; evolution; metalloenzyme; enzyme engineering; biosynthesis; SAM ENZYMES; THIOPEPTIDE ANTIBIOTICS; LYSINE 2,3-AMINOMUTASE; MECHANISTIC INSIGHTS; BIOSYNTHESIS; EVOLUTIONARY; TRYPTOPHAN; COFACTOR; LYASE; TYROSINE;
D O I
10.3389/fchem.2016.00027
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Catalytic promiscuity plays a key role in enzyme evolution and the acquisition of novel biological functions. Because of the high reactivity of radical species, in our view enzymes involving radical-mediated mechanisms could intrinsically be more prone to catalytic promiscuity. This mini-review summarizes the recent advances in the study of NosL, a radical S-adenosyl-L-methionine (SAM)-dependent L-tryptophan (L-Trp) lyase. We demonstrate here the interesting chemistry and remarkable catalytic promiscuity of NosL, and attempt to highlight the high evolvability of radical SAM enzymes and the potential to engineer these enzymes for novel and improved activities.
引用
收藏
页数:6
相关论文
共 50 条
  • [21] Peptide Selenocysteine Substitutions Reveal Direct Substrate-Enzyme Interactions at Auxiliary Clusters in Radical S-Adenosyl-L-methionine Maturases
    Rush, Katherine W.
    Eastman, Karsten A. S.
    Kincannon, William M.
    Blackburn, Ninian J.
    Bandarian, Vahe
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2023, 145 (18) : 10167 - 10177
  • [22] Mechanistic Studies of the Radical S-Adenosyl-L-methionine Enzyme 4-Demethylwyosine Synthase Reveal the Site of Hydrogen Atom Abstraction
    Young, Anthony P.
    Bandarian, Vahe
    BIOCHEMISTRY, 2015, 54 (23) : 3569 - 3572
  • [23] Mechanistic Investigations of PoyD, a Radical S-Adenosyl-L-methionine Enzyme Catalyzing Iterative and Directional Epimerizations in Polytheonamide A Biosynthesis
    Parent, Auberie
    Benjdia, Alhosna
    Guillot, Alain
    Kubiak, Xavier
    Balty, Clemence
    Lefranc, Benjamin
    Leprince, Jerome
    Berteau, Olivier
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (07) : 2469 - 2477
  • [24] Biocatalytic Fluoroalkylation Using Fluorinated S-Adenosyl-l-methionine Cofactors
    Ding, Wenping
    Zhou, Minqi
    Li, Huayu
    Li, Miao
    Qiu, Yanping
    Yin, Yu
    Pan, Lifeng
    Yang, Wenchao
    Du, Yanan
    Zhang, Xingang
    Tang, Zhijun
    Liu, Wen
    ORGANIC LETTERS, 2023, 25 (30) : 5650 - 5655
  • [25] A Radical Clock Probe Uncouples H Atom Abstraction from Thioether Cross-Link Formation by the Radical S-Adenosyl-L-methionine Enzyme SkfB
    Kincannon, William M.
    Bruender, Nathan A.
    Bandarian, Vahe
    BIOCHEMISTRY, 2018, 57 (32) : 4816 - 4823
  • [26] Introduction of d-Amino Acids in Minimalistic Peptide Substrates by an S-Adenosyl-l-Methionine Radical Epimerase
    Vagstad, Anna L.
    Kuranaga, Takefumi
    Puntener, Salome
    Pattabiraman, Vijaya R.
    Bode, Jeffrey W.
    Piel, Jorn
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (08) : 2246 - 2250
  • [27] Characterization of a S-adenosyl-L-methionine (SAM)-accumulating strain of Scheffersomyces stipitis
    Krizanovic, Stela
    Butorac, Ana
    Mrvcic, Jasna
    Krpan, Maja
    Cindric, Mario
    Bacun-Druzina, Visnja
    Stanzer, Damir
    INTERNATIONAL MICROBIOLOGY, 2015, 18 (02) : 117 - 125
  • [28] Mechanistic Studies of the Radical S-Adenosyl-L-methionine Enzyme DesII: EPR Characterization of a Radical Intermediate Generated During Its Catalyzed Dehydrogenation of TDP-D-Quinovose
    Ruszczycky, Mark W.
    Choi, Sei-hyun
    Mansoorabadi, Steven O.
    Liu, Hung-wen
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (19) : 7292 - 7295
  • [29] Preparation, Assay, and Application of Chlorinase SalL for the Chemoenzymatic Synthesis of S-Adenosyl-L-Methionine and Analogs
    Davis, Tony D.
    Kunakom, Sylvia
    Burkart, Michael D.
    Eustaquio, Alessandra S.
    MARINE ENZYMES AND SPECIALIZED METABOLISM, PT A, 2018, 604 : 367 - 388
  • [30] Improved S-adenosyl-L-methionine production in Saccharomyces cerevisiae using tofu yellow serofluid
    Li, Ganlu
    Li, Hui
    Tan, Yuyan
    Hao, Ning
    Yang, Xuelian
    Chen, Kequan
    Ouyang, Pingkai
    JOURNAL OF BIOTECHNOLOGY, 2020, 309 : 100 - 106