Photochemical control of drug efficacy - a comparison of uncaging and photoswitching ifenprodil on NMDA receptors.


Journal

ChemPhotoChem
ISSN: 2367-0932
Titre abrégé: ChemPhotoChem
Pays: Germany
ID NLM: 101704340

Informations de publication

Date de publication:
May 2021
Historique:
entrez: 21 12 2022
pubmed: 1 5 2021
medline: 1 5 2021
Statut: ppublish

Résumé

Ifenprodil is an important negative allosteric modulator of the N-methyl-D-aspartate (NMDA) receptors. We have synthesized caged and photoswitchable derivatives of this small molecule drug. Caged ifenprodil was biologically inert before photolysis, UV irradiation efficiently released the drug allowing selective inhibition of GluN2B-containing NMDA receptors. Azobenzene-modified ifenprodil, on the other hand, is inert in both its

Identifiants

pubmed: 36540756
doi: 10.1002/cptc.202000240
pmc: PMC9762817
mid: NIHMS1793014
doi:

Types de publication

Journal Article

Langues

eng

Pagination

445-454

Subventions

Organisme : NIGMS NIH HHS
ID : R01 GM053395
Pays : United States
Organisme : NINDS NIH HHS
ID : R35 NS111600
Pays : United States

Déclaration de conflit d'intérêts

Conflicts of interest. None.

Références

Proc Natl Acad Sci U S A. 1971 Aug;68(8):1820-3
pubmed: 5288770
Biochemistry. 1978 May 16;17(10):1929-35
pubmed: 148906
Angew Chem Int Ed Engl. 2006 Jul 24;45(30):4900-21
pubmed: 16826610
Br J Pharmacol. 2009 Aug;157(8):1301-17
pubmed: 19594762
Mol Pharmacol. 2009 Jan;75(1):60-74
pubmed: 18923063
Angew Chem Int Ed Engl. 2011 Dec 16;50(51):12156-82
pubmed: 22109984
Nature. 1980 Dec 11;288(5791):587-9
pubmed: 6255339
Trends Neurosci. 1999 Feb;22(2):88-93
pubmed: 10092049
ACS Chem Neurosci. 2011 Sep 21;2(9):536-43
pubmed: 22860175
Chemistry. 2010 Feb 15;16(7):2054-62
pubmed: 20104556
Nature. 1987 May 21-27;327(6119):249-52
pubmed: 3494954
Chem Soc Rev. 2011 Aug;40(8):4422-37
pubmed: 21483974
J Neurosci. 2005 Jan 12;25(2):308-17
pubmed: 15647474
Trends Neurosci. 1989 Feb;12(2):54-9
pubmed: 2469211
Neuron. 2008 Sep 25;59(6):861-72
pubmed: 18817727
ACS Chem Neurosci. 2019 May 15;10(5):2481-2488
pubmed: 30767510
Chem Rev. 2013 Aug 14;113(8):6114-78
pubmed: 23614556
Nat Rev Neurosci. 2013 Jun;14(6):383-400
pubmed: 23686171
Nat Chem Biol. 2018 Aug;14(8):764-767
pubmed: 30013061
Nat Rev Neurosci. 2019 Sep;20(9):514-532
pubmed: 31289380
J Gen Physiol. 2018 Aug 6;150(8):1081-1105
pubmed: 30037851
Angew Chem Int Ed Engl. 2012 Aug 20;51(34):8446-76
pubmed: 22829531
J Gen Physiol. 1982 Apr;79(4):657-78
pubmed: 6978380
Nature. 2011 Jun 15;475(7355):249-53
pubmed: 21677647
Rev Neurosci. 2004;15(3):167-83
pubmed: 15357140
Methods Enzymol. 1998;291:307-48
pubmed: 9661157
Nature. 2014 Jul 10;511(7508):191-7
pubmed: 25008524
J Physiol. 1998 May 1;508 ( Pt 3):801-9
pubmed: 9518734
Mol Pharmacol. 1991 Aug;40(2):289-98
pubmed: 1715017
Proc Natl Acad Sci U S A. 1993 Aug 15;90(16):7661-5
pubmed: 7689225
EMBO J. 2011 Jun 17;30(15):3134-46
pubmed: 21685875
Proc Natl Acad Sci U S A. 1999 Jan 19;96(2):760-5
pubmed: 9892707
Chembiochem. 2012 Aug 13;13(12):1746-9
pubmed: 22807111
Br J Pharmacol. 2018 Jun;175(11):1892-1902
pubmed: 28859250
Chem Rev. 2018 Nov 14;118(21):10710-10747
pubmed: 29985590
Nat Methods. 2007 Aug;4(8):619-28
pubmed: 17664946
Nat Commun. 2012;3:1095
pubmed: 23033071
Biol Res. 2002;35(2):177-82
pubmed: 12415734
Proc Natl Acad Sci U S A. 2000 Apr 11;97(8):3803-8
pubmed: 10760254
Nature. 1988 Nov 3;336(6194):16-7
pubmed: 3185714
EMBO J. 2019 Jan 15;38(2):
pubmed: 30396997
Annu Rev Physiol. 1993;55:755-84
pubmed: 8466191
J Gen Physiol. 1980 Feb;75(2):207-32
pubmed: 6246192
J Physiol. 2018 Nov;596(22):5307-5318
pubmed: 30222192
Chembiochem. 2013 Apr 15;14(6):759-69
pubmed: 23532918
Nature. 1982 Dec 23;300(5894):701-5
pubmed: 7177194
Mol Pharmacol. 2016 May;89(5):541-51
pubmed: 26912815
Angew Chem Int Ed Engl. 2012 Oct 15;51(42):10500-4
pubmed: 22968919
J Biol Chem. 1993 Nov 5;268(31):23601-10
pubmed: 8226887
Science. 2014 May 30;344(6187):992-7
pubmed: 24876489
Nature. 2016 May 02;534(7605):63-8
pubmed: 27135925
Nature. 1979 Aug 9;280(5722):509-10
pubmed: 460432
Chem Rev. 2013 Jan 9;113(1):119-91
pubmed: 23256727

Auteurs

Ek Raj Thapaliya (ER)

Department of Neuroscience, Mount Sinai School of Medicine, New York, NY 10029, USA.
Equal contribution.

Laetitia Mony (L)

Institut de Biologie de l'Ecole Normale Supérieure (IBENS), École Normale Supérieure, CNRS, INSERM, Université PSL, Paris 75005, France.
Equal contribution.

Roberto Sanchez (R)

Department of Pharmacological Sciences and Drug Discovery Institute, Mount Sinai School of Medicine, New York, NY 10029, USA.

Benjamin Serraz (B)

Institut de Biologie de l'Ecole Normale Supérieure (IBENS), École Normale Supérieure, CNRS, INSERM, Université PSL, Paris 75005, France.

Pierre Paoletti (P)

Institut de Biologie de l'Ecole Normale Supérieure (IBENS), École Normale Supérieure, CNRS, INSERM, Université PSL, Paris 75005, France.

Graham C R Ellis-Davies (GCR)

Department of Neuroscience, Mount Sinai School of Medicine, New York, NY 10029, USA.

Classifications MeSH