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1d14

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{{STRUCTURE_1d14| PDB=1d14 | SCENE= }}
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'''STRUCTURE OF 11-DEOXYDAUNOMYCIN BOUND TO DNA CONTAINING A PHOSPHOROTHIOATE'''
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===STRUCTURE OF 11-DEOXYDAUNOMYCIN BOUND TO DNA CONTAINING A PHOSPHOROTHIOATE===
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==Overview==
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The anthracyclines form an important family of cancer chemotherapeutic agents with a strong dependence of clinical properties on minor differences in chemical structure. We describe the X-ray crystallographic solution of the three-dimensional structure of the anthracycline 11-deoxydaunomycin plus d(CGTsACG). In this complex, two drug molecules bind to each hexamer duplex. Both the drug and the DNA are covalently modified in this complex in contrast with the three previously reported DNA-anthracycline complexes. In the 11-deoxydaunomycin complex the 11 hydroxyl group is absent and a phosphate oxygen at the TpA step has been replaced by a sulfur atom leading to a phosphorothioate with absolute stereochemistry R. Surprisingly, removal of a hydroxyl group from the 11 position does not alter the relative orientation of the intercalated chromophore. However, it appears that the phosphorothioate modification influenced the crystallization and caused the 11-deoxydaunomycin-d(CGTsACG) complex to crystallize into a different lattice (space group P2) with different lattice contacts and packing forces than the non-phosphorothioated DNA-anthracycline complexes (space group P4(1)2(1)2). In the minor groove of the DNA, the unexpected position of the amino-sugar of 11-deoxydaunomycin supports the hypothesis that in solution the position of the amino sugar is dynamic.
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==About this Structure==
==About this Structure==
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[[Category: Modified]]
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Revision as of 19:01, 30 June 2008

Image:1d14.png

Template:STRUCTURE 1d14

STRUCTURE OF 11-DEOXYDAUNOMYCIN BOUND TO DNA CONTAINING A PHOSPHOROTHIOATE

Template:ABSTRACT PUBMED 2152325

About this Structure

Full crystallographic information is available from OCA.

Reference

Structure of 11-deoxydaunomycin bound to DNA containing a phosphorothioate., Williams LD, Egli M, Ughetto G, van der Marel GA, van Boom JH, Quigley GJ, Wang AH, Rich A, Frederick CA, J Mol Biol. 1990 Sep 20;215(2):313-20. PMID:2152325

Page seeded by OCA on Mon Jun 30 22:01:11 2008

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