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Crystal structure of Mycobacterium tuberculosis shikimate kinase in complex with shikimic acid and an ATP analogue.

Gan J, Gu Y, Li Y, Yan H, Ji X
Biochemistry 45 8539-45 (2006)
Related entries: 1zyu, 2g1j

Cited: 26 times
EuropePMC logo PMID: 16834327

Abstract

Shikimate kinase (SK) and other enzymes in the shikimate pathway are potential targets for developing nontoxic antimicrobial agents, herbicides, and antiparasite drugs, because the pathway is essential in microorganisms, plants, and parasites but absent from mammals. SK catalyzes the reaction of phosphoryl transfer from ATP to shikimic acid (SA). Since 2002, a total of 11 SK structures have been reported, but none contains either the two substrate (SA and ATP) or the two product (SA-phosphate and ADP) molecules. Here, we present three crystal structures of SK from Mycobacterium tuberculosis (MtSK), including apo-MtSK, a binary complex MtSK x SA, and the ternary complex of MtSK with SA and an ATP analogue, AMPPCP. The structures of apo-MtSK and MtSK x AMPPCP x SA make it possible to elucidate the conformational changes of MtSK upon the binding of both substrates; the structure of MtSK x AMPPCP x SA reveals interactions between the protein and gamma-phosphate which indicate dynamic roles of catalytic residues Lys15 and Arg117.

Reviews - 2g1k mentioned but not cited (1)

  1. Selective Mycobacterium tuberculosis Shikimate Kinase Inhibitors as Potential Antibacterials. Gordon S, Simithy J, Goodwin DC, Calderón AI. Perspect Medicin Chem 7 9-20 (2015)

Articles - 2g1k mentioned but not cited (1)

  1. Identification of potential inhibitors of Mycobacterium tuberculosis shikimate kinase: molecular docking, in silico toxicity and in vitro experiments. Freitas de Freitas T, Roth CD, Abbadi BL, Hopf FSM, Perelló MA, de Matos Czeczot A, de Souza EV, Borsoi AF, Machado P, Bizarro CV, Basso LA, Timmers LFSM. J Comput Aided Mol Des 37 117-128 (2023)


Reviews citing this publication (1)

  1. The shikimate pathway and aromatic amino Acid biosynthesis in plants. Maeda H, Dudareva N. Annu Rev Plant Biol 63 73-105 (2012)

Articles citing this publication (23)

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  13. The mode of action of recombinant Mycobacterium tuberculosis shikimate kinase: kinetics and thermodynamics analyses. Rosado LA, Vasconcelos IB, Palma MS, Frappier V, Najmanovich RJ, Santos DS, Basso LA. PLoS One 8 e61918 (2013)
  14. Screening of antitubercular compound library identifies novel shikimate kinase inhibitors of Mycobacterium tuberculosis. Rajput VS, Mehra R, Kumar S, Nargotra A, Singh PP, Khan IA. Appl Microbiol Biotechnol 100 5415-5426 (2016)
  15. Structural Basis of Reversible Phosphorylation by Maize Pyruvate Orthophosphate Dikinase Regulatory Protein. Jiang L, Chen YB, Zheng J, Chen Z, Liu Y, Tao Y, Wu W, Chen Z, Wang BC. Plant Physiol 170 732-741 (2016)
  16. Structural and biochemical investigation of two Arabidopsis shikimate kinases: the heat-inducible isoform is thermostable. Fucile G, Garcia C, Carlsson J, Sunnerhagen M, Christendat D. Protein Sci 20 1125-1136 (2011)
  17. Biochemical, Kinetic, and Computational Structural Characterization of Shikimate Kinase from Methicillin-Resistant Staphylococcus aureus. Favela-Candia A, Téllez-Valencia A, Campos-Almazán M, Sierra-Campos E, Valdez-Solana M, Oria-Hernández J, Castillo-Villanueva A, Nájera H, Avitia-Domínguez C. Mol Biotechnol 61 274-285 (2019)
  18. Understanding the Catalytic Mechanism and the Nature of the Transition State of an Attractive Drug-Target Enzyme (Shikimate Kinase) by Quantum Mechanical/Molecular Mechanical (QM/MM) Studies. Yao J, Wang X, Luo H, Gu P. Chemistry 23 16380-16387 (2017)
  19. Recombinant AroL-Catalyzed Phosphorylation for the Efficient Synthesis of Shikimic Acid 3-Phosphate. Schoenenberger B, Wszolek A, Meier R, Brundiek H, Obkircher M, Wohlgemuth R. Biotechnol J 13 e1700529 (2018)
  20. Structure of shikimate kinase, an in vivo essential metabolic enzyme in the nosocomial pathogen Acinetobacter baumannii, in complex with shikimate. Sutton KA, Breen J, MacDonald U, Beanan JM, Olson R, Russo TA, Schultz LW, Umland TC. Acta Crystallogr D Biol Crystallogr 71 1736-1744 (2015)
  21. Finding the First Potential Inhibitors of Shikimate Kinase from Methicillin Resistant Staphylococcus aureus through Computer-Assisted Drug Design. Rios-Soto L, Téllez-Valencia A, Sierra-Campos E, Valdez-Solana M, Cisneros-Martínez J, Gómez Palacio-Gastélum M, Castillo-Villanueva A, Avitia-Domínguez C. Molecules 26 6736 (2021)
  22. A Conserved Structural Role for the Walker-A Lysine in P-Loop Containing Kinases. Hajredini F, Ghose R. Front Mol Biosci 8 747206 (2021)
  23. Multiple Metabolic Engineering Strategies to Improve Shikimate Titer in Escherichia coli. Bo T, Wu C, Wang Z, Jiang H, Wang F, Chen N, Li Y. Metabolites 13 747 (2023)


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