2m11
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==Structure of perimidinone-derived synthetic nucleoside paired with guanine in DNA duplex== | ==Structure of perimidinone-derived synthetic nucleoside paired with guanine in DNA duplex== | ||
- | <StructureSection load='2m11' size='340' side='right' caption='[[2m11 | + | <StructureSection load='2m11' size='340' side='right'caption='[[2m11]]' scene=''> |
== Structural highlights == | == Structural highlights == | ||
- | <table><tr><td colspan='2'>[[2m11]] is a 2 chain structure. Full experimental information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=2M11 OCA]. For a <b>guided tour on the structure components</b> use [ | + | <table><tr><td colspan='2'>[[2m11]] is a 2 chain structure. Full experimental information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=2M11 OCA]. For a <b>guided tour on the structure components</b> use [https://proteopedia.org/fgij/fg.htm?mol=2M11 FirstGlance]. <br> |
- | </td></tr><tr id=' | + | </td></tr><tr id='method'><td class="sblockLbl"><b>[[Empirical_models|Method:]]</b></td><td class="sblockDat" id="methodDat">Solution NMR</td></tr> |
- | <tr id=' | + | <tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=D3N:1-(2-DEOXY-5-O-PHOSPHONO-BETA-D-ERYTHRO-PENTOFURANOSYL)-1H-PERIMIDIN-2(3H)-ONE'>D3N</scene></td></tr> |
- | <tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[ | + | <tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[https://proteopedia.org/fgij/fg.htm?mol=2m11 FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=2m11 OCA], [https://pdbe.org/2m11 PDBe], [https://www.rcsb.org/pdb/explore.do?structureId=2m11 RCSB], [https://www.ebi.ac.uk/pdbsum/2m11 PDBsum], [https://prosat.h-its.org/prosat/prosatexe?pdbcode=2m11 ProSAT]</span></td></tr> |
</table> | </table> | ||
- | <div style="background-color:#fffaf0;"> | ||
- | == Publication Abstract from PubMed == | ||
- | The 2'-deoxynucleoside containing the synthetic base 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)-1H-perimidin-2(3H )-one] (dPer) recognizes in DNA the O6-benzyl-2'-deoxyguanosine nucleoside (O6-Bn-dG), formed by exposure to N-benzylmethylnitrosamine. Herein, we show how dPer distinguishes between O6-Bn-dG and dG in DNA. The structure of the modified Dickerson-Drew dodecamer (DDD) in which guanine at position G4 has been replaced by O6-Bn-dG and cytosine C9 has been replaced with dPer to form the modified O6-Bn-dG:dPer (DDD-XY) duplex [5'-d(C1G2C3X4A5A6T7T8Y9G10C11G12)-3']2 (X = O6-Bn-dG, Y = dPer) reveals that dPer intercalates into the duplex and adopts the syn conformation about the glycosyl bond. This provides a binding pocket that allows the benzyl group of O6-Bn-dG to intercalate between Per and thymine of the 3'-neighbor A:T base pair. Nuclear magnetic resonance data suggest that a similar intercalative recognition mechanism applies in this sequence in solution. However, in solution, the benzyl ring of O6-Bn-dG undergoes rotation on the nuclear magnetic resonance time scale. In contrast, the structure of the modified DDD in which cytosine at position C9 is replaced with dPer to form the dG:dPer (DDD-GY) [5'-d(C1G2C3G4A5A6T7T8Y9G10C11G12)-3']2 duplex (Y = dPer) reveals that dPer adopts the anti conformation about the glycosyl bond and forms a less stable wobble pairing interaction with guanine. | ||
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- | Recognition of O6-benzyl-2'-deoxyguanosine by a perimidinone-derived synthetic nucleoside: a DNA interstrand stacking interaction.,Kowal EA, Lad RR, Pallan PS, Dhummakupt E, Wawrzak Z, Egli M, Sturla SJ, Stone MP Nucleic Acids Res. 2013 Jun 8. PMID:23748954<ref>PMID:23748954</ref> | ||
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- | From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.<br> | ||
- | </div> | ||
- | <div class="pdbe-citations 2m11" style="background-color:#fffaf0;"></div> | ||
- | == References == | ||
- | <references/> | ||
__TOC__ | __TOC__ | ||
</StructureSection> | </StructureSection> | ||
- | [[Category: Egli | + | [[Category: Large Structures]] |
- | [[Category: Kowal | + | [[Category: Egli M]] |
- | [[Category: Lad | + | [[Category: Kowal EA]] |
- | [[Category: Muffly | + | [[Category: Lad R]] |
- | [[Category: Pallan | + | [[Category: Muffly E]] |
- | [[Category: Stone | + | [[Category: Pallan PS]] |
- | [[Category: Sturla | + | [[Category: Stone MP]] |
- | [[Category: Wawrzak | + | [[Category: Sturla SJ]] |
- | + | [[Category: Wawrzak Z]] | |
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Current revision
Structure of perimidinone-derived synthetic nucleoside paired with guanine in DNA duplex
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Categories: Large Structures | Egli M | Kowal EA | Lad R | Muffly E | Pallan PS | Stone MP | Sturla SJ | Wawrzak Z