Assessing and utilizing esterase specificity in antimicrobial prodrug development.
Antimicrobial compounds
Data visualization
Esterases
Genomics
Prodrugs
Targeted therapeutics
Journal
Methods in enzymology
ISSN: 1557-7988
Titre abrégé: Methods Enzymol
Pays: United States
ID NLM: 0212271
Informations de publication
Date de publication:
2022
2022
Historique:
entrez:
25
3
2022
pubmed:
26
3
2022
medline:
27
4
2022
Statut:
ppublish
Résumé
As a class of enzymes, esterases have been investigated for decades and have found use in industrial processes, synthetic organic chemistry, and elsewhere. Esters are functional groups composed of an alcohol moiety and a carboxylic acid moiety. Although much work has explored the influence of the carboxyl moiety of an ester on its susceptibility to esterases, little work has explored the influence of the alcohol moiety. Here, we describe an in vitro methodology to explore the influence of changing the alcohol moiety of an ester on its enzymatic hydrolysis, including strategies for analyzing such data. We then describe leveraging data from these assays to develop targeted antimicrobial prodrugs that activate in certain species due to the discriminatory activity of species-specific esterases. We envisage the potential of genomics and machine learning to further these efforts. Finally, we anticipate the potential future uses of these ideas, including developing targeted anti-cancer compounds.
Identifiants
pubmed: 35331374
pii: S0076-6879(21)00486-9
doi: 10.1016/bs.mie.2021.11.008
pmc: PMC9033612
mid: NIHMS1793456
pii:
doi:
Substances chimiques
Anti-Bacterial Agents
0
Anti-Infective Agents
0
Esters
0
Prodrugs
0
Esterases
EC 3.1.-
Types de publication
Journal Article
Research Support, N.I.H., Extramural
Langues
eng
Sous-ensembles de citation
IM
Pagination
199-220Subventions
Organisme : NIGMS NIH HHS
ID : R01 GM044783
Pays : United States
Organisme : NIGMS NIH HHS
ID : R21 GM135780
Pays : United States
Informations de copyright
Copyright © 2022 Elsevier Inc. All rights reserved.
Références
Appl Microbiol Biotechnol. 2005 Apr;67(2):160-9
pubmed: 15630579
Pharmacol Rev. 2011 Sep;63(3):750-71
pubmed: 21737530
BMC Bioinformatics. 2020 May 14;21(1):186
pubmed: 32410570
Drug Metab Dispos. 2009 Feb;37(2):264-7
pubmed: 19022936
J Am Chem Soc. 2007 Jun 20;129(24):7570-7
pubmed: 17518468
J Biol Chem. 2009 Oct 16;284(42):28795-800
pubmed: 19666472
ACS Chem Biol. 2021 May 21;16(5):800-805
pubmed: 33877811
Anal Bioanal Chem. 2009 May;394(1):107-20
pubmed: 19283368
Methods Mol Biol. 2017;1601:1-17
pubmed: 28470513
Anal Biochem. 1985 Oct;150(1):76-85
pubmed: 3843705
ACS Infect Dis. 2018 Jun 8;4(6):904-911
pubmed: 29648787
FEBS J. 2011 Jul;278(14):2436-59
pubmed: 21564549
Anal Biochem. 1994 Nov 15;223(1):13-20
pubmed: 7695087
J Chem Inf Model. 2012 Nov 26;52(11):2864-75
pubmed: 23088335
Antimicrob Agents Chemother. 2014;58(3):1410-9
pubmed: 24342644
ACS Chem Biol. 2018 Jul 20;13(7):1810-1823
pubmed: 29924581
Biochim Biophys Acta. 2015 Aug;1854(8):1019-37
pubmed: 25900361
Anal Chem. 2019 Jul 2;91(13):8615-8621
pubmed: 31247727
Chemistry. 2015 Jun 26;21(27):9645-9
pubmed: 26033618
J Am Chem Soc. 2004 Nov 3;126(43):14079-85
pubmed: 15506772
Anal Bioanal Chem. 2003 Mar;375(6):756-62
pubmed: 12664174
J Am Chem Soc. 2016 Jan 27;138(3):1046-56
pubmed: 26736133
ACS Cent Sci. 2019 Nov 27;5(11):1747-1749
pubmed: 31807675
Chem Biol Interact. 2006 Sep 25;162(3):195-211
pubmed: 16919614
ACS Synth Biol. 2012 Oct 19;1(10):445-50
pubmed: 23656183
Eur J Biochem. 2000 Nov;267(21):6459-69
pubmed: 11029590
ACS Chem Biol. 2016 Jul 15;11(7):1810-5
pubmed: 27177211
RSC Med Chem. 2021 May 18;12(7):1142-1153
pubmed: 34355180
ACS Chem Biol. 2008 Apr 18;3(4):203-6
pubmed: 18422301
J Chem Inf Model. 2012 Aug 27;52(8):2310-6
pubmed: 22876798
Cell. 2020 Feb 20;180(4):688-702.e13
pubmed: 32084340
Protein Sci. 2016 Nov;25(11):1942-1953
pubmed: 27530203
Mol Cancer Ther. 2018 Sep;17(9):1824-1832
pubmed: 30181331
ACS Chem Biol. 2018 Jan 19;13(1):225-234
pubmed: 29182315
Eur J Pharm Sci. 2017 Nov 15;109:146-161
pubmed: 28782609
BMC Evol Biol. 2017 Jan 26;17(1):36
pubmed: 28125959
3 Biotech. 2018 Jan;8(1):3
pubmed: 29242763
Methods Enzymol. 2009;467:247-280
pubmed: 19897096
Appl Environ Microbiol. 1990 Jun;56(6):1875-81
pubmed: 16348228
ACS Chem Biol. 2006 May 23;1(4):252-60
pubmed: 17163679