1d35

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[[Image:1d35.gif|left|200px]]
 
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==FACILE FORMATION OF A CROSSLINKED ADDUCT BETWEEN DNA AND THE DAUNORUBICIN DERIVATIVE MAR70 MEDIATED BY FORMALDEHYDE: MOLECULAR STRUCTURE OF THE MAR70-D(CGTNACG) COVALENT ADDUC==
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The line below this paragraph, containing "STRUCTURE_1d35", creates the "Structure Box" on the page.
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<StructureSection load='1d35' size='340' side='right'caption='[[1d35]], [[Resolution|resolution]] 1.30&Aring;' scene=''>
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== Structural highlights ==
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or the SCENE parameter (which sets the initial scene displayed when the page is loaded),
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<table><tr><td colspan='2'>[[1d35]] is a 1 chain structure. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=1D35 OCA]. For a <b>guided tour on the structure components</b> use [https://proteopedia.org/fgij/fg.htm?mol=1D35 FirstGlance]. <br>
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</td></tr><tr id='method'><td class="sblockLbl"><b>[[Empirical_models|Method:]]</b></td><td class="sblockDat" id="methodDat">X-ray diffraction, [[Resolution|Resolution]] 1.3&#8491;</td></tr>
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<tr id='ligand'><td class="sblockLbl"><b>[[Ligand|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=A40:N2-METHYL+2-DEOXYADENOSINE+5-MONOPHOSPHATE'>A40</scene>, <scene name='pdbligand=MAR:4-EPI-4-(2-DEOXYFUCOSE)DAUNOMYCIN'>MAR</scene>, <scene name='pdbligand=MG:MAGNESIUM+ION'>MG</scene></td></tr>
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{{STRUCTURE_1d35| PDB=1d35 | SCENE= }}
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<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[https://proteopedia.org/fgij/fg.htm?mol=1d35 FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=1d35 OCA], [https://pdbe.org/1d35 PDBe], [https://www.rcsb.org/pdb/explore.do?structureId=1d35 RCSB], [https://www.ebi.ac.uk/pdbsum/1d35 PDBsum], [https://prosat.h-its.org/prosat/prosatexe?pdbcode=1d35 ProSAT]</span></td></tr>
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</table>
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'''FACILE FORMATION OF A CROSSLINKED ADDUCT BETWEEN DNA AND THE DAUNORUBICIN DERIVATIVE MAR70 MEDIATED BY FORMALDEHYDE: MOLECULAR STRUCTURE OF THE MAR70-D(CGTNACG) COVALENT ADDUC'''
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__TOC__
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</StructureSection>
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[[Category: Large Structures]]
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==Overview==
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[[Category: Gao Y-G]]
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MAR70 is a synthetic derivative of the anticancer drug daunorubicin that contains an additional sugar, attached to the O4' of daunosamine. When MAR70 was crystallized with the DNA hexamer d(CGTnACG), where nA is 2-aminoadenine, a covalent methylene bridge was formed between the N3' of daunosamine and the N2 of 2-aminoadenine. This spontaneous reaction occurred through the crosslinking action of formaldehyde. The crosslink was demonstrated by the three-dimensional structure of the 2:1 adduct between MAR70 and d(CGTnACG) solved at 1.3-A resolution by x-ray diffraction analysis. The perfect juxtaposition of the two amino groups in the complex provides a template for efficient addition of formaldehyde. This adduct structure is compared with the analogous structure at 1.5-A resolution of the complex of MAR70-d(CGTACG), in which no formaldehyde addition was observed. In both complexes, two MAR70 molecules bind to the DNA hexamer double helix; the elongated aglycon chromophore is intercalated between the CpG steps and spans the G.C Watson-Crick base pairs. The disaccharides occupy nearly the entire minor groove of the distorted B-DNA hexamer double helix. The second sugar is in contact with the sugar-phosphate backbone and does not affect the binding interactions of the daunorubicin portion to DNA. The structure allows us to model the binding to DNA of drugs having more extensive oligosaccharides. In addition, it suggests that placing a reactive (e.g., alkylating) functional group at the N3' amino position of daunorubicin might be a fruitful route for designing anticancer drugs.
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[[Category: Li Y-K]]
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[[Category: Liaw Y-C]]
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==About this Structure==
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[[Category: Van Boom JH]]
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Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=1D35 OCA].
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[[Category: Van Der Marel GA]]
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[[Category: Wang AH-J]]
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==Reference==
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Facile formation of a crosslinked adduct between DNA and the daunorubicin derivative MAR70 mediated by formaldehyde: molecular structure of the MAR70-d(CGTnACG) covalent adduct., Gao YG, Liaw YC, Li YK, van der Marel GA, van Boom JH, Wang AH, Proc Natl Acad Sci U S A. 1991 Jun 1;88(11):4845-9. PMID:[http://www.ncbi.nlm.nih.gov/pubmed/2052564 2052564]
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[[Category: Boom, J H.Van.]]
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[[Category: Gao, Y G.]]
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[[Category: Li, Y K.]]
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[[Category: Liaw, Y C.]]
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[[Category: Marel, G A.Van Der.]]
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[[Category: Wang, A H.J.]]
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[[Category: Complexed with drug]]
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[[Category: Double helix]]
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[[Category: Modified]]
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[[Category: Right handed dna]]
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Fri May 2 13:23:51 2008''
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Current revision

FACILE FORMATION OF A CROSSLINKED ADDUCT BETWEEN DNA AND THE DAUNORUBICIN DERIVATIVE MAR70 MEDIATED BY FORMALDEHYDE: MOLECULAR STRUCTURE OF THE MAR70-D(CGTNACG) COVALENT ADDUC

PDB ID 1d35

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