Literature DB >> 25601796

Dynamics of CYP51: implications for function and inhibitor design.

Xiaofeng Yu1, Vlad Cojocaru, Ghulam Mustafa, Outi M H Salo-Ahen, Galina I Lepesheva, Rebecca C Wade.   

Abstract

Sterol 14α-demethylase (cytochrome P450 family 51 (CYP51)) is an essential enzyme occurring in all biological kingdoms. In eukaryotes, it is located in the membrane of the endoplasmic reticulum. Selective inhibitors of trypanosomal CYP51s that do not affect the human CYP51 have been discovered in vitro and found to cure acute and chronic mouse Chagas disease without severe side effects in vivo. Crystal structures indicate that CYP51 may be more rigid than most CYPs, and it has been proposed that this property may facilitate antiparasitic drug design. Therefore, to investigate the dynamics of trypanosomal CYP51, we built a model of membrane-bound Trypanosoma brucei CYP51 and then performed molecular dynamics simulations of T. brucei CYP51 in membrane-bound and soluble forms. We compared the dynamics of T. brucei CYP51 with those of human CYP51, CYP2C9, and CYP2E1. In the simulations, the CYP51s display low mobility in the buried active site although overall mobility is similar in all the CYPs studied. The simulations suggest that in CYP51, pathway 2f serves as the major ligand access tunnel, and both pathways 2f (leading to membrane) and S (leading to solvent) can serve as ligand egress tunnels. Compared with the other CYPs, the residues at the entrance of the ligand access tunnels in CYP51 have higher mobility that may be necessary to facilitate the passage of its large sterol ligands. The water (W) tunnel is accessible to solvent during most of the simulations of CYP51, but its width is affected by the conformations of the heme's two propionate groups. These differ from those observed in the other CYPs studied because of differences in their hydrogen-bonding network. Our simulations give insights into the dynamics of CYP51 that complement the available experimental data and have implications for drug design against CYP51 enzymes.
Copyright © 2015 John Wiley & Sons, Ltd.

Entities:  

Keywords:  CYP51; cytochrome P450; heme propionate groups; ligand tunnel; membrane-bound protein; molecular dynamics simulation; protein dynamics; sterol 14α-demethylase

Mesh:

Substances:

Year:  2015        PMID: 25601796      PMCID: PMC4337246          DOI: 10.1002/jmr.2412

Source DB:  PubMed          Journal:  J Mol Recognit        ISSN: 0952-3499            Impact factor:   2.137


  61 in total

1.  Dynamic structures of adrenocortical cytochrome P-450 in proteoliposomes and microsomes: protein rotation study.

Authors:  Y Ohta; S Kawato; H Tagashira; S Takemori; S Kominami
Journal:  Biochemistry       Date:  1992-12-22       Impact factor: 3.162

2.  Automatic atom type and bond type perception in molecular mechanical calculations.

Authors:  Junmei Wang; Wei Wang; Peter A Kollman; David A Case
Journal:  J Mol Graph Model       Date:  2006-02-03       Impact factor: 2.518

3.  Comparison of multiple Amber force fields and development of improved protein backbone parameters.

Authors:  Viktor Hornak; Robert Abel; Asim Okur; Bentley Strockbine; Adrian Roitberg; Carlos Simmerling
Journal:  Proteins       Date:  2006-11-15

4.  GROMACS 4.5: a high-throughput and highly parallel open source molecular simulation toolkit.

Authors:  Sander Pronk; Szilárd Páll; Roland Schulz; Per Larsson; Pär Bjelkmar; Rossen Apostolov; Michael R Shirts; Jeremy C Smith; Peter M Kasson; David van der Spoel; Berk Hess; Erik Lindahl
Journal:  Bioinformatics       Date:  2013-02-13       Impact factor: 6.937

5.  Dynamics and hydration of the active sites of mammalian cytochromes P450 probed by molecular dynamics simulations.

Authors:  Tereza Hendrychova; Karel Berka; Veronika Navratilova; Pavel Anzenbacher; Michal Otyepka
Journal:  Curr Drug Metab       Date:  2012-02       Impact factor: 3.731

6.  The R.E.D. tools: advances in RESP and ESP charge derivation and force field library building.

Authors:  François-Yves Dupradeau; Adrien Pigache; Thomas Zaffran; Corentin Savineau; Rodolphe Lelong; Nicolas Grivel; Dimitri Lelong; Wilfried Rosanski; Piotr Cieplak
Journal:  Phys Chem Chem Phys       Date:  2010-06-23       Impact factor: 3.676

7.  Structural rationalization of novel drug metabolizing mutants of cytochrome P450 BM3.

Authors:  Eva Stjernschantz; Barbara M A van Vugt-Lussenburg; Alois Bonifacio; Stephanie B A de Beer; Gert van der Zwan; Cees Gooijer; Jan N M Commandeur; Nico P E Vermeulen; Chris Oostenbrink
Journal:  Proteins       Date:  2008-04

8.  Antitrypanosomal lead discovery: identification of a ligand-efficient inhibitor of Trypanosoma cruzi CYP51 and parasite growth.

Authors:  Grasiella Andriani; Emanuele Amata; Joel Beatty; Zeke Clements; Brian J Coffey; Gilles Courtemanche; William Devine; Jessey Erath; Cristin E Juda; Zdzislaw Wawrzak; Jodianne T Wood; Galina I Lepesheva; Ana Rodriguez; Michael P Pollastri
Journal:  J Med Chem       Date:  2013-03-13       Impact factor: 7.446

9.  Structure-phenotype correlations of human CYP21A2 mutations in congenital adrenal hyperplasia.

Authors:  Shozeb Haider; Barira Islam; Valentina D'Atri; Miriam Sgobba; Chetan Poojari; Li Sun; Tony Yuen; Mone Zaidi; Maria I New
Journal:  Proc Natl Acad Sci U S A       Date:  2013-01-28       Impact factor: 11.205

10.  Phe393 mutants of cytochrome P450 BM3 with modified heme redox potentials have altered heme vinyl and propionate conformations.

Authors:  Zhucheng Chen; Tobias W B Ost; Johannes P M Schelvis
Journal:  Biochemistry       Date:  2004-02-24       Impact factor: 3.162

View more
  14 in total

1.  Lipid molecules can induce an opening of membrane-facing tunnels in cytochrome P450 1A2.

Authors:  Petr Jeřábek; Jan Florián; Václav Martínek
Journal:  Phys Chem Chem Phys       Date:  2016-11-09       Impact factor: 3.676

2.  Relaxed Substrate Requirements of Sterol 14α-Demethylase from Naegleria fowleri Are Accompanied by Resistance to Inhibition.

Authors:  Tatiana Y Hargrove; Zdzislaw Wawrzak; Girish Rachakonda; W David Nes; Fernando Villalta; F Peter Guengerich; Galina I Lepesheva
Journal:  J Med Chem       Date:  2021-11-29       Impact factor: 7.446

3.  Catalytic diversity and homotropic allostery of two Cytochrome P450 monooxygenase like proteins from Trichoderma brevicompactum.

Authors:  Razak Hussain; Indu Kumari; Shikha Sharma; Mushtaq Ahmed; Tabreiz Ahmad Khan; Yusuf Akhter
Journal:  J Biol Inorg Chem       Date:  2017-10-10       Impact factor: 3.358

4.  Ligand tunnels in T. brucei and human CYP51: Insights for parasite-specific drug design.

Authors:  Xiaofeng Yu; Prajwal Nandekar; Ghulam Mustafa; Vlad Cojocaru; Galina I Lepesheva; Rebecca C Wade
Journal:  Biochim Biophys Acta       Date:  2015-10-19

Review 5.  The Role of Protein-Protein and Protein-Membrane Interactions on P450 Function.

Authors:  Emily E Scott; C Roland Wolf; Michal Otyepka; Sara C Humphreys; James R Reed; Colin J Henderson; Lesley A McLaughlin; Markéta Paloncýová; Veronika Navrátilová; Karel Berka; Pavel Anzenbacher; Upendra P Dahal; Carlo Barnaba; James A Brozik; Jeffrey P Jones; D Fernando Estrada; Jennifer S Laurence; Ji Won Park; Wayne L Backes
Journal:  Drug Metab Dispos       Date:  2016-02-05       Impact factor: 3.922

6.  Targeted Genome Mining Reveals the Biosynthetic Gene Clusters of Natural Product CYP51 Inhibitors.

Authors:  Nicholas Liu; Elizabeth D Abramyan; Wei Cheng; Bruno Perlatti; Colin J B Harvey; Gerald F Bills; Yi Tang
Journal:  J Am Chem Soc       Date:  2021-04-15       Impact factor: 15.419

7.  Trypanosoma brucei CYP51: Essentiality and Targeting Therapy in an Experimental Model.

Authors:  Frédéric-Antoine Dauchy; Mélanie Bonhivers; Nicolas Landrein; Denis Dacheux; Pierrette Courtois; Florian Lauruol; Sylvie Daulouède; Philippe Vincendeau; Derrick R Robinson
Journal:  PLoS Negl Trop Dis       Date:  2016-11-17

8.  Influence of Transmembrane Helix Mutations on Cytochrome P450-Membrane Interactions and Function.

Authors:  Ghulam Mustafa; Prajwal P Nandekar; Tyler J Camp; Neil J Bruce; Michael C Gregory; Stephen G Sligar; Rebecca C Wade
Journal:  Biophys J       Date:  2019-01-03       Impact factor: 4.033

9.  Differing Membrane Interactions of Two Highly Similar Drug-Metabolizing Cytochrome P450 Isoforms: CYP 2C9 and CYP 2C19.

Authors:  Ghulam Mustafa; Prajwal P Nandekar; Neil J Bruce; Rebecca C Wade
Journal:  Int J Mol Sci       Date:  2019-09-04       Impact factor: 5.923

Review 10.  Challenges in Chagas Disease Drug Development.

Authors:  Amanda F Francisco; Shiromani Jayawardhana; Francisco Olmo; Michael D Lewis; Shane R Wilkinson; Martin C Taylor; John M Kelly
Journal:  Molecules       Date:  2020-06-17       Impact factor: 4.411

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.