Ligand-induced conformational selection predicts the selectivity of cysteine protease inhibitors.


Journal

PloS one
ISSN: 1932-6203
Titre abrégé: PLoS One
Pays: United States
ID NLM: 101285081

Informations de publication

Date de publication:
2019
Historique:
received: 15 08 2019
accepted: 19 11 2019
entrez: 20 12 2019
pubmed: 20 12 2019
medline: 21 3 2020
Statut: epublish

Résumé

Cruzain, a cysteine protease of Trypanosoma cruzi, is a validated target for the treatment of Chagas disease. Due to its high similarity in three-dimensional structure with human cathepsins and their sequence identity above 70% in the active site regions, identifying potent but selective cruzain inhibitors with low side effects on the host organism represents a significant challenge. Here a panel of nitrile ligands with varying potencies against cathepsin K, cathepsin L and cruzain, are studied by molecular dynamics simulations as both non-covalent and covalent complexes. Principal component analysis (PCA), identifies and quantifies patterns of ligand-induced conformational selection that enable the construction of a decision tree which can predict with high confidence a low-nanomolar inhibitor of each of three proteins, and determine the selectivity for one against others.

Identifiants

pubmed: 31856175
doi: 10.1371/journal.pone.0222055
pii: PONE-D-19-23070
pmc: PMC6922342
doi:

Substances chimiques

Cysteine Proteinase Inhibitors 0
Ligands 0
Protozoan Proteins 0
Cathepsins EC 3.4.-
Cysteine Proteases EC 3.4.-
Cysteine Endopeptidases EC 3.4.22.-
Cathepsin L EC 3.4.22.15
cruzipain EC 3.4.22.51

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

e0222055

Subventions

Organisme : Biotechnology and Biological Sciences Research Council
ID : BB/L01386X/1
Pays : United Kingdom

Déclaration de conflit d'intérêts

The authors have declared that no competing interests exist.

Références

Phys Chem Chem Phys. 2018 Sep 26;20(37):24317-24328
pubmed: 30211406
Mol Biochem Parasitol. 1991 Apr;45(2):345-7
pubmed: 2038364
Proc Natl Acad Sci U S A. 1958 Feb;44(2):98-104
pubmed: 16590179
Curr Med Chem. 2009;16(24):3174-202
pubmed: 19689291
Mol Biochem Parasitol. 2002 Mar;120(1):1-21
pubmed: 11849701
J Med Chem. 2010 Jan 14;53(1):52-60
pubmed: 19908842
J Phys Chem B. 2016 Jan 21;120(2):299-308
pubmed: 26709959
Curr Top Med Chem. 2012;12(5):408-44
pubmed: 22242849
Bioorg Med Chem. 1998 Dec;6(12):2477-94
pubmed: 9925304
Proc Natl Acad Sci U S A. 2009 Nov 17;106(46):19346-51
pubmed: 19887638
Nature. 2010 Jun 24;465(7301):S6-7
pubmed: 20571554
Immunol Lett. 1993 Feb;35(2):191-6
pubmed: 7685319
Phys Chem Chem Phys. 2010 Jul 28;12(28):7821-39
pubmed: 20574571
J Comput Chem. 2004 Jul 15;25(9):1157-74
pubmed: 15116359
Bioorg Med Chem Lett. 2006 Apr 1;16(7):1985-9
pubmed: 16413777
J Exp Med. 1998 Aug 17;188(4):725-34
pubmed: 9705954
Bioorg Med Chem Lett. 2008 Feb 1;18(3):923-8
pubmed: 18226527
ChemMedChem. 2011 Nov 4;6(11):2048-54
pubmed: 21898833
EMBO J. 2001 Sep 3;20(17):4629-33
pubmed: 11532926
Proc Natl Acad Sci U S A. 2008 Jul 29;105(30):10390-5
pubmed: 18641126
J Med Chem. 2010 Jul 8;53(13):4891-905
pubmed: 20540517
Bioorg Med Chem. 1999 Apr;7(4):639-44
pubmed: 10353643
J Med Chem. 2014 Mar 27;57(6):2380-92
pubmed: 24533839
Proteomics Clin Appl. 2014 Jun;8(5-6):416-26
pubmed: 24470315
Expert Opin Emerg Drugs. 2014 Sep;19(3):385-95
pubmed: 24995794
Antimicrob Agents Chemother. 2010 Nov;54(11):4896-9
pubmed: 20823286
Protein Eng. 1999 Sep;12(9):713-20
pubmed: 10506280
Bioorg Med Chem. 2004 Oct 1;12(19):5203-11
pubmed: 15351403
Future Med Chem. 2014 Jul;6(11):1355-71
pubmed: 25163003
Acta Trop. 2010 Jul-Aug;115(1-2):14-21
pubmed: 19932071
Nat Struct Biol. 1997 Feb;4(2):105-9
pubmed: 9033587
J Mol Biol. 1984 Oct 25;179(2):233-56
pubmed: 6502713
J Clin Invest. 2010 Oct;120(10):3421-31
pubmed: 20921628
Biochimie. 2008 Feb;90(2):194-207
pubmed: 17825974
Drugs Aging. 2014 Jun;31(6):413-24
pubmed: 24797286
PLoS Negl Trop Dis. 2015 Jul 14;9(7):e0003916
pubmed: 26173110
Proc Natl Acad Sci U S A. 2009 Aug 18;106(33):13737-41
pubmed: 19666553
PLoS Negl Trop Dis. 2013 Aug 22;7(8):e2370
pubmed: 23991231
Bioorg Med Chem Lett. 2010 Dec 15;20(24):7444-9
pubmed: 21041084
Bioorg Med Chem Lett. 2009 Aug 1;19(15):4280-3
pubmed: 19515558
J Biol Chem. 2009 Sep 18;284(38):25697-703
pubmed: 19620707
Nucleic Acids Res. 2016 Jan 4;44(D1):D343-50
pubmed: 26527717
J Med Chem. 2009 Aug 27;52(16):5005-8
pubmed: 19637873
Bioorg Med Chem Lett. 2005 Nov 1;15(21):4741-4
pubmed: 16154747
Expert Opin Ther Pat. 2013 Feb;23(2):165-87
pubmed: 23228154
Chem Rev. 1997 Feb 5;97(1):133-172
pubmed: 11848867
Cell Mol Life Sci. 2009 Jul;66(14):2231-47
pubmed: 19308324
Lancet Infect Dis. 2013 Apr;13(4):342-8
pubmed: 23395248

Auteurs

Geraldo Rodrigues Sartori (GR)

Grupo de Química Medicinal do IQSC/USP, Instituto de Química de São Carlos, Universidade de São Paulo, São Carlos, São Paulo, Brazil.

Andrei Leitão (A)

Grupo de Química Medicinal do IQSC/USP, Instituto de Química de São Carlos, Universidade de São Paulo, São Carlos, São Paulo, Brazil.

Carlos A Montanari (CA)

Grupo de Química Medicinal do IQSC/USP, Instituto de Química de São Carlos, Universidade de São Paulo, São Carlos, São Paulo, Brazil.

Charles A Laughton (CA)

School of Pharmacy and Centre for Biomolecular Sciences, University of Nottingham, Nottingham, England, United Kingdom.

Articles similaires

[Redispensing of expensive oral anticancer medicines: a practical application].

Lisanne N van Merendonk, Kübra Akgöl, Bastiaan Nuijen
1.00
Humans Antineoplastic Agents Administration, Oral Drug Costs Counterfeit Drugs

Smoking Cessation and Incident Cardiovascular Disease.

Jun Hwan Cho, Seung Yong Shin, Hoseob Kim et al.
1.00
Humans Male Smoking Cessation Cardiovascular Diseases Female
Humans United States Aged Cross-Sectional Studies Medicare Part C
1.00
Humans Yoga Low Back Pain Female Male

Classifications MeSH