457d

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(New page: 200px<br /><applet load="457d" size="350" color="white" frame="true" align="right" spinBox="true" caption="457d, resolution 2.0&Aring;" /> '''MOLECULAR AND CRYSTAL...)
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==Overview==
==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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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.
==About this Structure==
==About this Structure==
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[[Category: modified nucleotide]]
[[Category: modified nucleotide]]
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Tue Jan 29 21:44:17 2008''
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu Feb 21 19:12:21 2008''

Revision as of 17:12, 21 February 2008


457d, resolution 2.0Å

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

Overview

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<-->imino tautomerism allowed by methoxylation. Based on this property, two gene transition routes are proposed.

About this Structure

457D is a Protein complex structure of sequences from [1] with as ligand. 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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