457d

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{{STRUCTURE_457d| PDB=457d | SCENE= }}
{{STRUCTURE_457d| PDB=457d | SCENE= }}
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'''MOLECULAR AND CRYSTAL STRUCTURE OF D(CGCGMO6AATTCGCG): N6-METHOXYADENOSINE/ THYMIDINE BASE-PAIRS IN B-DNA'''
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===MOLECULAR AND CRYSTAL STRUCTURE OF D(CGCGMO6AATTCGCG): N6-METHOXYADENOSINE/ THYMIDINE BASE-PAIRS IN B-DNA===
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==Overview==
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In a previous paper, 2'-deoxy-N(6)-methoxyadenosine (mo(6)A) was shown to form a mismatch base-pair with 2'-deoxycytidine with a Watson-Crick-type geometry. To fully understand the structural basis of genetic mutations with damaged DNA, it is necessary to examine whether the methoxylated adenine residue still has the ability to form the regular Watson-Crick pairing with a thymine residue. Therefore, a DNA dodecamer with the sequence d(CGCGmo(6)AATTCGCG) has been synthesized and its crystal structure determined. The methoxylation has no significant effect on the overall DNA conformation, which is that of a standard B-form duplex. The methoxylated adenine moieties adopt the amino tautomer with an anti conformation around the C(6)-N(6) bond to the N(1) atom, and they form a Watson-Crick base-pair with thymine residues on the opposite strand, similar to an unmodified adenine residue. It is concluded that methoxylated adenine can present two alternate faces for base-pairing, thanks to the amino&lt;--&gt;imino tautomerism allowed by methoxylation. Based on this property, two gene transition routes are proposed.
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(as it appears on PubMed at http://www.pubmed.gov), where 10600380 is the PubMed ID number.
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{{ABSTRACT_PUBMED_10600380}}
==About this Structure==
==About this Structure==
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[[Category: Methoxyadenosine]]
[[Category: Methoxyadenosine]]
[[Category: Modified nucleotide]]
[[Category: Modified nucleotide]]
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu Jul 3 13:22:32 2008''

Revision as of 10:22, 3 July 2008

Image:457d.png

Template:STRUCTURE 457d

MOLECULAR AND CRYSTAL STRUCTURE OF D(CGCGMO6AATTCGCG): N6-METHOXYADENOSINE/ THYMIDINE BASE-PAIRS IN B-DNA

Template:ABSTRACT PUBMED 10600380

About this Structure

Full crystallographic information is available from OCA.

Reference

Crystallographic studies on damaged DNAs. II. N(6)-methoxyadenine can present two alternate faces for Watson-Crick base-pairing, leading to pyrimidine transition mutagenesis., Chatake T, Hikima T, Ono A, Ueno Y, Matsuda A, Takenaka A, J Mol Biol. 1999 Dec 17;294(5):1223-30. PMID:10600380

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