Homopurine guanine-rich sequences in complex with N-methyl mesoporphyrin IX form parallel G-quadruplex dimers and display a unique symmetry tetrad.

Binding constant G-quadruplex Homopurine sequences N-methyl mesoporphyrin IX Symmetry tetrad X-ray crystallography

Journal

Bioorganic & medicinal chemistry
ISSN: 1464-3391
Titre abrégé: Bioorg Med Chem
Pays: England
ID NLM: 9413298

Informations de publication

Date de publication:
01 01 2023
Historique:
received: 20 09 2022
revised: 24 11 2022
accepted: 28 11 2022
pmc-release: 01 01 2024
pubmed: 13 12 2022
medline: 4 1 2023
entrez: 12 12 2022
Statut: ppublish

Résumé

DNA can fold into G-quadruplexes (GQs), non-canonical secondary structures formed by π-π stacking of G-tetrads. GQs are important in many biological processes, which makes them promising therapeutic targets. We identified a 42-nucleotide long, purine-only G-rich sequence from human genome, which contains eight G-stretches connected by A and AAAA loops. We divided this sequence into five unique segments, four guanine stretches each, named GA1-5. In order to investigate the role of adenines in GQ structure formation, we performed biophysical and X-ray crystallographic studies of GA1-5 and their complexes with a highly selective GQ ligand, N-methyl mesoporphyrin IX (NMM). Our data indicate that all variants form parallel GQs whose stability depends on the number of flexible AAAA loops. GA1-3 bind NMM with 1:1 stoichiometry. The K

Identifiants

pubmed: 36508994
pii: S0968-0896(22)00505-3
doi: 10.1016/j.bmc.2022.117112
pmc: PMC9812923
mid: NIHMS1858788
pii:
doi:

Substances chimiques

mesoporphyrin IX 493-90-3
Guanine 5Z93L87A1R
Mesoporphyrins 0
DNA 9007-49-2

Types de publication

Journal Article Research Support, Non-U.S. Gov't Research Support, N.I.H., Extramural Research Support, U.S. Gov't, Non-P.H.S.

Langues

eng

Sous-ensembles de citation

IM

Pagination

117112

Subventions

Organisme : NCI NIH HHS
ID : R15 CA253134
Pays : United States
Organisme : NIGMS NIH HHS
ID : P30 GM124165
Pays : United States

Commentaires et corrections

Type : ErratumIn

Informations de copyright

Copyright © 2022 The Author(s). Published by Elsevier Ltd.. All rights reserved.

Déclaration de conflit d'intérêts

Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Références

J Am Chem Soc. 2012 Feb 8;134(5):2723-31
pubmed: 22280460
Nucleic Acids Res. 2020 Apr 6;48(6):3315-3327
pubmed: 32100003
Nucleic Acids Res. 2013 Feb 1;41(3):1817-28
pubmed: 23275544
Nucleic Acids Res. 2005 Sep 12;33(16):e138
pubmed: 16157860
Acta Crystallogr D Biol Crystallogr. 2010 Feb;66(Pt 2):213-21
pubmed: 20124702
Chirality. 2003 Aug;15(7):584-92
pubmed: 12840822
Nucleic Acids Res. 2013 Feb 1;41(3):2034-46
pubmed: 23268444
Sci Rep. 2017 Nov 6;7(1):14535
pubmed: 29109402
Nucleic Acids Res. 2015 May 26;43(10):4785-99
pubmed: 25940631
Curr Protoc Nucleic Acid Chem. 2012 Sep;Chapter 17:Unit17.6
pubmed: 22956455
Nucleic Acids Res. 2000 Dec 1;28(23):4617-22
pubmed: 11095670
FEBS Lett. 2019 Aug;593(16):2083-2102
pubmed: 31325371
Nucleic Acids Res. 2005 May 24;33(9):2901-7
pubmed: 15914666
Acta Crystallogr D Biol Crystallogr. 2011 Apr;67(Pt 4):282-92
pubmed: 21460446
Acta Crystallogr D Biol Crystallogr. 2006 Jan;62(Pt 1):72-82
pubmed: 16369096
J Am Chem Soc. 2016 Feb 3;138(4):1226-33
pubmed: 26730610
J Porphyr Phthalocyanines. 2019 Dec;23(11n12):1195-1215
pubmed: 34385812
PLoS One. 2020 Nov 18;15(11):e0241513
pubmed: 33206666
J Am Chem Soc. 2013 Apr 3;135(13):5017-28
pubmed: 23521617
J Mol Biol. 2000 Mar 31;297(3):627-44
pubmed: 10731417
Nucleic Acids Res. 2003 Sep 1;31(17):5108-21
pubmed: 12930962
Nat Struct Mol Biol. 2011 Apr;18(4):478-85
pubmed: 21399640
Proc Natl Acad Sci U S A. 2005 Jan 18;102(3):634-9
pubmed: 15637158
FEBS Lett. 2007 Apr 17;581(8):1657-60
pubmed: 17399710
J Med Chem. 2012 Jan 12;55(1):209-22
pubmed: 22112241
J Mol Biol. 2001 Oct 19;313(2):255-69
pubmed: 11800555
Nucleic Acids Res. 2016 Apr 20;44(7):3020-30
pubmed: 26980278
Nucleic Acids Res. 2018 Nov 30;46(21):11627-11638
pubmed: 30285239
EMBO J. 2014 Apr 1;33(7):732-46
pubmed: 24521668
Nat Biotechnol. 2015 Aug;33(8):877-81
pubmed: 26192317
Nucleic Acids Res. 2013 Jan 7;41(1):632-8
pubmed: 23104378
Methods Enzymol. 1994;240:615-45
pubmed: 7823851
Acta Crystallogr D Biol Crystallogr. 2010 Apr;66(Pt 4):486-501
pubmed: 20383002
Front Chem. 2016 Sep 09;4:38
pubmed: 27668212
Methods Enzymol. 2000;321:353-69
pubmed: 10909066
Acta Crystallogr D Struct Biol. 2017 Mar 1;73(Pt 3):223-233
pubmed: 28291757
FEBS J. 2010 Mar;277(5):1118-25
pubmed: 19951354
FEBS J. 2014 Apr;281(7):1726-37
pubmed: 24494857
Nucleic Acids Res. 2005 May 24;33(9):2908-16
pubmed: 15914667
J Am Chem Soc. 2012 Dec 19;134(50):20446-56
pubmed: 23181361
Genome Res. 2002 Jun;12(6):996-1006
pubmed: 12045153
Nucleic Acids Res. 2012 Jul;40(12):5432-47
pubmed: 22362740
J Biol Chem. 2003 Jul 25;278(30):28147-53
pubmed: 12748183
Acta Crystallogr D Biol Crystallogr. 2010 Feb;66(Pt 2):125-32
pubmed: 20124692
J Mol Biol. 2001 Aug 31;311(5):1063-79
pubmed: 11531340
Methods. 2013 Nov;64(1):28-35
pubmed: 23791747
Nat Commun. 2017 May 17;8:15355
pubmed: 28513602
Nucleic Acids Res. 2022 Mar 21;50(5):2959-2972
pubmed: 35212369
Structure. 2003 Jul;11(7):815-23
pubmed: 12842044
J Am Chem Soc. 2014 Dec 31;136(52):17969-73
pubmed: 25459367
Nature. 1987 May 7-13;327(6117):20
pubmed: 3646480
Nucleic Acids Res. 2007;35(9):3064-75
pubmed: 17452368
J Am Chem Soc. 2017 Feb 22;139(7):2565-2568
pubmed: 28177615
Nucleic Acids Res. 2010 Nov;38(21):7858-68
pubmed: 20660477
Am J Hum Genet. 1998 Jan;62(1):111-21
pubmed: 9443873
J Am Chem Soc. 2006 May 3;128(17):5966-73
pubmed: 16637665
Curr Protoc Nucleic Acid Chem. 2011 Jun;Chapter 17:Unit17.4
pubmed: 21638271
Molecules. 2022 Aug 19;27(16):
pubmed: 36014524

Auteurs

Ming Ye (M)

Department of Chemistry and Biochemistry, Swarthmore College, Swarthmore, PA 19081, United States.

Erin V Chen (EV)

Department of Chemistry and Biochemistry, Swarthmore College, Swarthmore, PA 19081, United States.

Shawn H Pfeil (SH)

Department of Physics, West Chester University, West Chester, PA 19383, United States.

Kailey N Martin (KN)

Department of Chemistry and Biochemistry, Swarthmore College, Swarthmore, PA 19081, United States.

Tamanaa Atrafi (T)

Department of Chemistry and Biochemistry, Swarthmore College, Swarthmore, PA 19081, United States.

Sara Yun (S)

Department of Chemistry and Biochemistry, Swarthmore College, Swarthmore, PA 19081, United States.

Zahara Martinez (Z)

Department of Chemistry and Biochemistry, Swarthmore College, Swarthmore, PA 19081, United States.

Liliya A Yatsunyk (LA)

Department of Chemistry and Biochemistry, Swarthmore College, Swarthmore, PA 19081, United States. Electronic address: lyatsun1@swarthmore.edu.

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