4daq - Revision history

OCA at 14:30, 14 March 2024

2024-03-14T14:30:09Z

← Older revision		Revision as of 14:30, 14 March 2024
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	== Structural highlights ==		== Structural highlights ==
	<table><tr><td colspan='2'>[[4daq]] is a 1 chain structure with sequence from [https://en.wikipedia.org/wiki/Synthetic_construct Synthetic construct]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=4DAQ OCA]. For a <b>guided tour on the structure components</b> use [https://proteopedia.org/fgij/fg.htm?mol=4DAQ FirstGlance]. <br>		<table><tr><td colspan='2'>[[4daq]] is a 1 chain structure with sequence from [https://en.wikipedia.org/wiki/Synthetic_construct Synthetic construct]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=4DAQ OCA]. For a <b>guided tour on the structure components</b> use [https://proteopedia.org/fgij/fg.htm?mol=4DAQ FirstGlance]. <br>
	</td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand\|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=K:POTASSIUM+ION'>K</scene>, <scene name='pdbligand=R8G:2,7-BIS[3-(4-METHYLPIPERAZIN-1-YL)PROPYL]-4,9-BIS{[3-(4-METHYLPIPERAZIN-1-YL)PROPYL]AMINO}BENZO[LMN][3,8]PHENANTHROLINE-1,3,6,8(2H,7H)-TETRONE'>R8G</scene></td></tr>		</td></tr><tr id='method'><td class="sblockLbl"><b>[[Empirical_models\|Method:]]</b></td><td class="sblockDat" id="methodDat">X-ray diffraction, [[Resolution\|Resolution]] 2.754Å</td></tr>
			<tr id='ligand'><td class="sblockLbl"><b>[[Ligand\|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=K:POTASSIUM+ION'>K</scene>, <scene name='pdbligand=R8G:2,7-BIS[3-(4-METHYLPIPERAZIN-1-YL)PROPYL]-4,9-BIS{[3-(4-METHYLPIPERAZIN-1-YL)PROPYL]AMINO}BENZO[LMN][3,8]PHENANTHROLINE-1,3,6,8(2H,7H)-TETRONE'>R8G</scene></td></tr>
	<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[https://proteopedia.org/fgij/fg.htm?mol=4daq FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=4daq OCA], [https://pdbe.org/4daq PDBe], [https://www.rcsb.org/pdb/explore.do?structureId=4daq RCSB], [https://www.ebi.ac.uk/pdbsum/4daq PDBsum], [https://prosat.h-its.org/prosat/prosatexe?pdbcode=4daq ProSAT]</span></td></tr>		<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[https://proteopedia.org/fgij/fg.htm?mol=4daq FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=4daq OCA], [https://pdbe.org/4daq PDBe], [https://www.rcsb.org/pdb/explore.do?structureId=4daq RCSB], [https://www.ebi.ac.uk/pdbsum/4daq PDBsum], [https://prosat.h-its.org/prosat/prosatexe?pdbcode=4daq ProSAT]</span></td></tr>
	</table>		</table>
	~~<div style="background-color:#fffaf0;">~~
	~~== Publication Abstract from PubMed ==~~
	Tetra-substituted naphthalene diimide (ND) derivatives with positively charged termini are potent stabilizers of human telomeric and gene promoter DNA quadruplexes and inhibit the growth of human cancer cells in vitro and in vivo. The present study reports the enhancement of the pharmacological properties of earlier ND compounds using structure-based design. Crystal structures of three complexes with human telomeric intramolecular quadruplexes demonstrate that two of the four strongly basic N-methyl-piperazine groups can be replaced by less basic morpholine groups with no loss of intermolecular interactions in the grooves of the quadruplex. The new compounds retain high affinity to human telomeric quadruplex DNA, but are 10-fold more potent against the MIA PaCa-2 pancreatic cancer cell line, with IC50 values of ~10 nM. The lead compound induces cellular senescence, but does not inhibit telomerase activity at the nanomolar dosage levels required for inhibition of cellular proliferation. Gene array qPCR analysis of MIA PaCa-2 cells treated with the lead compound revealed significant dose-dependent modulation of a distinct sub-set of genes including strong induction of DNA damage responsive genes CDKN1A, DDIT3, GADD45A/G and PPM1D, and repression of genes involved in telomere maintenance, including hPOT1 and PARP1.

	Structure-based design and evaluation of naphthalene diimide G-quadruplex ligands as telomere targeting agents in pancreatic cancer cells.,Micco M, Collie GW, Dale AG, Onhmacht SA, Pazitna I, Gunaratnam M, Reszka AP, Neidle S J Med Chem. 2013 Mar 21. PMID:23514618<ref>PMID:23514618</ref>

	~~From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.<br>~~
	~~</div>~~
	~~<div class="pdbe-citations 4daq" style="background-color:#fffaf0;"></div>~~
	~~== References ==~~
	~~<references/>~~
	__TOC__		__TOC__
	</StructureSection>		</StructureSection>

OCA at 08:09, 21 September 2022

2022-09-21T08:09:12Z

← Older revision		Revision as of 08:09, 21 September 2022
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	<StructureSection load='4daq' size='340' side='right'caption='[[4daq]], [[Resolution\|resolution]] 2.75Å' scene=''>		<StructureSection load='4daq' size='340' side='right'caption='[[4daq]], [[Resolution\|resolution]] 2.75Å' scene=''>
	== Structural highlights ==		== Structural highlights ==
	<table><tr><td colspan='2'>[[4daq]] is a 1 chain structure. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=4DAQ OCA]. For a <b>guided tour on the structure components</b> use [~~http~~://~~oca~~.~~weizmann.ac.il/oca-docs~~/fgij/fg.htm?mol=4DAQ FirstGlance]. <br>		<table><tr><td colspan='2'>[[4daq]] is a 1 chain structure with sequence from [https://en.wikipedia.org/wiki/Synthetic_construct Synthetic construct]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=4DAQ OCA]. For a <b>guided tour on the structure components</b> use [https://proteopedia.org/fgij/fg.htm?mol=4DAQ FirstGlance]. <br>
	</td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand\|Ligands:]]</b></td><td class="sblockDat"><scene name='pdbligand=K:POTASSIUM+ION'>K</scene>, <scene name='pdbligand=R8G:2,7-BIS[3-(4-METHYLPIPERAZIN-1-YL)PROPYL]-4,9-BIS{[3-(4-METHYLPIPERAZIN-1-YL)PROPYL]AMINO}BENZO[LMN][3,8]PHENANTHROLINE-1,3,6,8(2H,7H)-TETRONE'>R8G</scene>~~</td></tr>~~		</td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand\|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=K:POTASSIUM+ION'>K</scene>, <scene name='pdbligand=R8G:2,7-BIS[3-(4-METHYLPIPERAZIN-1-YL)PROPYL]-4,9-BIS{[3-(4-METHYLPIPERAZIN-1-YL)PROPYL]AMINO}BENZO[LMN][3,8]PHENANTHROLINE-1,3,6,8(2H,7H)-TETRONE'>R8G</scene></td></tr>
	~~<tr id='related'><td class="sblockLbl"><b>[[Related_structure\|Related:]]</b></td><td class="sblockDat">[[4da3\|4da3]], [[3sc8\|3sc8]], [[3uyh\|3uyh]], [[3t5e\|3t5e]]~~</td></tr>		<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[https://proteopedia.org/fgij/fg.htm?mol=4daq FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=4daq OCA], [https://pdbe.org/4daq PDBe], [https://www.rcsb.org/pdb/explore.do?structureId=4daq RCSB], [https://www.ebi.ac.uk/pdbsum/4daq PDBsum], [https://prosat.h-its.org/prosat/prosatexe?pdbcode=4daq ProSAT]</span></td></tr>
	<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[~~http~~://~~oca~~.~~weizmann.ac.il/oca-docs~~/fgij/fg.htm?mol=4daq FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=4daq OCA], [~~http~~://pdbe.org/4daq PDBe], [~~http~~://www.rcsb.org/pdb/explore.do?structureId=4daq RCSB], [~~http~~://www.ebi.ac.uk/pdbsum/4daq PDBsum], [~~http~~://prosat.h-its.org/prosat/prosatexe?pdbcode=4daq ProSAT]</span></td></tr>
	</table>		</table>
	<div style="background-color:#fffaf0;">		<div style="background-color:#fffaf0;">
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	</StructureSection>		</StructureSection>
	[[Category: Large Structures]]		[[Category: Large Structures]]
	[[Category: ~~Collie, G W~~]]		[[Category: Synthetic construct]]
	[[Category: ~~Neidle, S~~]]		[[Category: Collie GW]]
	[[Category: ~~Dna]]~~		[[Category: Neidle S]]
	~~[[Category: G-quadruplex]]~~
	~~[[Category: Intramolecular]]~~
	~~[[Category: Ligand-complex~~]]

OCA at 07:52, 27 March 2019

2019-03-27T07:52:29Z

← Older revision		Revision as of 07:52, 27 March 2019
Line 1:		Line 1:

	==Crystal structure of an intramolecular human telomeric DNA G-quadruplex 21-mer bound by the naphthalene diimide compound BMSG-SH-3==		==Crystal structure of an intramolecular human telomeric DNA G-quadruplex 21-mer bound by the naphthalene diimide compound BMSG-SH-3==
	<StructureSection load='4daq' size='340' side='right' caption='[[4daq]], [[Resolution\|resolution]] 2.75Å' scene=''>		<StructureSection load='4daq' size='340' side='right'caption='[[4daq]], [[Resolution\|resolution]] 2.75Å' scene=''>
	== Structural highlights ==		== Structural highlights ==
	<table><tr><td colspan='2'>[[4daq]] is a 1 chain structure. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=4DAQ OCA]. For a <b>guided tour on the structure components</b> use [http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=4DAQ FirstGlance]. <br>		<table><tr><td colspan='2'>[[4daq]] is a 1 chain structure. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=4DAQ OCA]. For a <b>guided tour on the structure components</b> use [http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=4DAQ FirstGlance]. <br>
Line 21:		Line 21:
	__TOC__		__TOC__
	</StructureSection>		</StructureSection>
			[[Category: Large Structures]]
	[[Category: Collie, G W]]		[[Category: Collie, G W]]
	[[Category: Neidle, S]]		[[Category: Neidle, S]]

OCA at 09:26, 11 August 2016

2016-08-11T09:26:56Z

← Older revision		Revision as of 09:26, 11 August 2016
Line 1:		Line 1:

	==Crystal structure of an intramolecular human telomeric DNA G-quadruplex 21-mer bound by the naphthalene diimide compound BMSG-SH-3==		==Crystal structure of an intramolecular human telomeric DNA G-quadruplex 21-mer bound by the naphthalene diimide compound BMSG-SH-3==
	<StructureSection load='4daq' size='340' side='right' caption='[[4daq]], [[Resolution\|resolution]] 2.75Å' scene=''>		<StructureSection load='4daq' size='340' side='right' caption='[[4daq]], [[Resolution\|resolution]] 2.75Å' scene=''>
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	</td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand\|Ligands:]]</b></td><td class="sblockDat"><scene name='pdbligand=K:POTASSIUM+ION'>K</scene>, <scene name='pdbligand=R8G:2,7-BIS[3-(4-METHYLPIPERAZIN-1-YL)PROPYL]-4,9-BIS{[3-(4-METHYLPIPERAZIN-1-YL)PROPYL]AMINO}BENZO[LMN][3,8]PHENANTHROLINE-1,3,6,8(2H,7H)-TETRONE'>R8G</scene></td></tr>		</td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand\|Ligands:]]</b></td><td class="sblockDat"><scene name='pdbligand=K:POTASSIUM+ION'>K</scene>, <scene name='pdbligand=R8G:2,7-BIS[3-(4-METHYLPIPERAZIN-1-YL)PROPYL]-4,9-BIS{[3-(4-METHYLPIPERAZIN-1-YL)PROPYL]AMINO}BENZO[LMN][3,8]PHENANTHROLINE-1,3,6,8(2H,7H)-TETRONE'>R8G</scene></td></tr>
	<tr id='related'><td class="sblockLbl"><b>[[Related_structure\|Related:]]</b></td><td class="sblockDat">[[4da3\|4da3]], [[3sc8\|3sc8]], [[3uyh\|3uyh]], [[3t5e\|3t5e]]</td></tr>		<tr id='related'><td class="sblockLbl"><b>[[Related_structure\|Related:]]</b></td><td class="sblockDat">[[4da3\|4da3]], [[3sc8\|3sc8]], [[3uyh\|3uyh]], [[3t5e\|3t5e]]</td></tr>
	<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=4daq FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=4daq OCA], [http://www.rcsb.org/pdb/explore.do?structureId=4daq RCSB], [http://www.ebi.ac.uk/pdbsum/4daq PDBsum]</span></td></tr>		<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=4daq FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=4daq OCA], [http://pdbe.org/4daq PDBe], [http://www.rcsb.org/pdb/explore.do?structureId=4daq RCSB], [http://www.ebi.ac.uk/pdbsum/4daq PDBsum], [http://prosat.h-its.org/prosat/prosatexe?pdbcode=4daq ProSAT]</span></td></tr>
	</table>		</table>
	<div style="background-color:#fffaf0;">		<div style="background-color:#fffaf0;">
Line 15:		Line 16:
	From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.<br>		From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.<br>
	</div>		</div>
			<div class="pdbe-citations 4daq" style="background-color:#fffaf0;"></div>
	== References ==		== References ==
	<references/>		<references/>

OCA at 12:57, 4 January 2015

2015-01-04T12:57:04Z

← Older revision		Revision as of 12:57, 4 January 2015
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	~~{{STRUCTURE_4daq\| PDB=4daq \| SCENE= }}~~		==Crystal structure of an intramolecular human telomeric DNA G-quadruplex 21-mer bound by the naphthalene diimide compound BMSG-SH-3==
	===Crystal structure of an intramolecular human telomeric DNA G-quadruplex 21-mer bound by the naphthalene diimide compound BMSG-SH-3===		<StructureSection load='4daq' size='340' side='right' caption='[[4daq]], [[Resolution\|resolution]] 2.75Å' scene=''>
	{~~{ABSTRACT_PUBMED_23514618}~~}		== Structural highlights ==
			<table><tr><td colspan='2'>[[4daq]] is a 1 chain structure. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=4DAQ OCA]. For a <b>guided tour on the structure components</b> use [http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=4DAQ FirstGlance]. <br>
			</td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand\|Ligands:]]</b></td><td class="sblockDat"><scene name='pdbligand=K:POTASSIUM+ION'>K</scene>, <scene name='pdbligand=R8G:2,7-BIS[3-(4-METHYLPIPERAZIN-1-YL)PROPYL]-4,9-BIS{[3-(4-METHYLPIPERAZIN-1-YL)PROPYL]AMINO}BENZO[LMN][3,8]PHENANTHROLINE-1,3,6,8(2H,7H)-TETRONE'>R8G</scene></td></tr>
			<tr id='related'><td class="sblockLbl"><b>[[Related_structure\|Related:]]</b></td><td class="sblockDat">[[4da3\|4da3]], [[3sc8\|3sc8]], [[3uyh\|3uyh]], [[3t5e\|3t5e]]</td></tr>
			<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=4daq FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=4daq OCA], [http://www.rcsb.org/pdb/explore.do?structureId=4daq RCSB], [http://www.ebi.ac.uk/pdbsum/4daq PDBsum]</span></td></tr>
			</table>
			<div style="background-color:#fffaf0;">
			== Publication Abstract from PubMed ==
			Tetra-substituted naphthalene diimide (ND) derivatives with positively charged termini are potent stabilizers of human telomeric and gene promoter DNA quadruplexes and inhibit the growth of human cancer cells in vitro and in vivo. The present study reports the enhancement of the pharmacological properties of earlier ND compounds using structure-based design. Crystal structures of three complexes with human telomeric intramolecular quadruplexes demonstrate that two of the four strongly basic N-methyl-piperazine groups can be replaced by less basic morpholine groups with no loss of intermolecular interactions in the grooves of the quadruplex. The new compounds retain high affinity to human telomeric quadruplex DNA, but are 10-fold more potent against the MIA PaCa-2 pancreatic cancer cell line, with IC50 values of ~10 nM. The lead compound induces cellular senescence, but does not inhibit telomerase activity at the nanomolar dosage levels required for inhibition of cellular proliferation. Gene array qPCR analysis of MIA PaCa-2 cells treated with the lead compound revealed significant dose-dependent modulation of a distinct sub-set of genes including strong induction of DNA damage responsive genes CDKN1A, DDIT3, GADD45A/G and PPM1D, and repression of genes involved in telomere maintenance, including hPOT1 and PARP1.

	~~==About this~~ Structure==		Structure-based design and evaluation of naphthalene diimide G-quadruplex ligands as telomere targeting agents in pancreatic cancer cells.,Micco M, Collie GW, Dale AG, Onhmacht SA, Pazitna I, Gunaratnam M, Reszka AP, Neidle S J Med Chem. 2013 Mar 21. PMID:23514618<ref>PMID:23514618</ref>
	~~[[4daq]] is a 1 chain structure~~. ~~Full crystallographic information is available from [http~~://~~oca~~.~~weizmann~~.ac.il/~~oca-bin~~/~~ocashort?id=4DAQ OCA].~~
	[[Category: Collie, G W.]]		From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.<br>
	[[Category: Neidle, S.]]		</div>
			== References ==
			<references/>
			__TOC__
			</StructureSection>
			[[Category: Collie, G W]]
			[[Category: Neidle, S]]
	[[Category: Dna]]		[[Category: Dna]]
	[[Category: G-quadruplex]]		[[Category: G-quadruplex]]
	[[Category: Intramolecular]]		[[Category: Intramolecular]]
	[[Category: Ligand-complex]]		[[Category: Ligand-complex]]

OCA at 22:38, 3 April 2013

2013-04-03T22:38:46Z

← Older revision		Revision as of 22:38, 3 April 2013
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	~~[[Image:4daq.jpg\|left\|200px]]~~

	{{STRUCTURE_4daq\| PDB=4daq \| SCENE= }}		{{STRUCTURE_4daq\| PDB=4daq \| SCENE= }}

	===Crystal structure of an intramolecular human telomeric DNA G-quadruplex 21-mer bound by the naphthalene diimide compound BMSG-SH-3===		===Crystal structure of an intramolecular human telomeric DNA G-quadruplex 21-mer bound by the naphthalene diimide compound BMSG-SH-3===
			{{ABSTRACT_PUBMED_23514618}}

	==About this Structure==		==About this Structure==

OCA at 09:08, 16 January 2013

2013-01-16T09:08:58Z

← Older revision		Revision as of 09:08, 16 January 2013
Line 1:		Line 1:
	~~'''Unreleased structure'''~~		[[Image:4daq.jpg\|left\|200px]]

	~~The entry~~ 4daq ~~is ON HOLD~~ ~~until Jan 16 2014~~		{{STRUCTURE_4daq\| PDB=4daq \| SCENE= }}

	~~Authors: Collie,~~ G~~.W., Neidle, S.~~		===Crystal structure of an intramolecular human telomeric DNA G-quadruplex 21-mer bound by the naphthalene diimide compound BMSG-SH-3===

	~~Description~~: ~~Crystal structure of an intramolecular human telomeric DNA~~ G-quadruplex ~~21-mer bound by the naphthalene diimide compound BMSG-SH~~-3
			==About this Structure==
			[[4daq]] is a 1 chain structure. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=4DAQ OCA].
			[[Category: Collie, G W.]]
			[[Category: Neidle, S.]]
			[[Category: Dna]]
			[[Category: G-quadruplex]]
			[[Category: Intramolecular]]
			[[Category: Ligand-complex]]

OCA at 13:54, 28 November 2012

2012-11-28T13:54:03Z

← Older revision		Revision as of 13:54, 28 November 2012
Line 1:		Line 1:
	'''Unreleased structure'''		'''Unreleased structure'''

	The entry 4daq is ON HOLD until ~~Paper Publication~~		The entry 4daq is ON HOLD until Jan 16 2014

	Authors: Collie, G.W., Neidle, S.		Authors: Collie, G.W., Neidle, S.

	Description: Crystal structure of an intramolecular human telomeric DNA G-quadruplex 21-mer bound by the naphthalene diimide compound BMSG-SH-3		Description: Crystal structure of an intramolecular human telomeric DNA G-quadruplex 21-mer bound by the naphthalene diimide compound BMSG-SH-3

OCA at 06:59, 1 February 2012

2012-02-01T06:59:30Z

← Older revision		Revision as of 06:59, 1 February 2012
Line 1:		Line 1:
	'''Unreleased structure'''		'''Unreleased structure'''

	The entry 4daq is ON HOLD		The entry 4daq is ON HOLD until Paper Publication

	Authors: Collie, G.W., Neidle, S.		Authors: Collie, G.W., Neidle, S.

	Description: Crystal structure of an intramolecular human telomeric DNA G-quadruplex 21-mer bound by the naphthalene diimide compound BMSG-SH-3		Description: Crystal structure of an intramolecular human telomeric DNA G-quadruplex 21-mer bound by the naphthalene diimide compound BMSG-SH-3

OCA: Protected "4daq" [edit=sysop:move=sysop]

2012-01-25T06:09:45Z

Protected "4daq" [edit=sysop:move=sysop]

← Older revision	Revision as of 06:09, 25 January 2012
(No difference)