Source:http://linkedlifedata.com/resource/pubmed/id/17191922
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
1
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pubmed:dateCreated |
2006-12-28
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pubmed:abstractText |
The cleavage of P1-(7-methylguanosyl-5') P3-(guanosyl-5') triphosphate, a RNA 5'-cap model, by 2-hydroxyethyl- (6a-6c) and 2-aminoethyl- (7a-7c) substituted macrocycles in the presence and absence of Zn2+ and Cu2+ ions has been studied at pH 7.2 and 60 degrees. In the presence of the metal ions, hydrolysis of the phosphate group is enhanced. The mono- and dinuclear Zn2+ complexes promote solely the phosphate hydrolysis, whereas the corresponding Cu2+ complexes accelerate both the phosphate hydrolysis and the imidazole ring opening of the 7-methylguanine base. In the absence of the metal ions, the macrocycles mainly promote breakdown of the 7-methylguanine base, most probably by enhancing the nucleophilic attack of hydroxide ion on the C(8)-atom by shielding the repulsive negative charge on the phosphate moiety. The 2-hydroxyethyl and 2-aminoethyl side arms exhibit a two- to three-fold rate acceleration. Opening of the imidazole ring eventually results in cleavage of the triphosphate bridge.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Copper,
http://linkedlifedata.com/resource/pubmed/chemical/Imidazoles,
http://linkedlifedata.com/resource/pubmed/chemical/Ions,
http://linkedlifedata.com/resource/pubmed/chemical/Macrocyclic Compounds,
http://linkedlifedata.com/resource/pubmed/chemical/Phosphates,
http://linkedlifedata.com/resource/pubmed/chemical/Polyamines,
http://linkedlifedata.com/resource/pubmed/chemical/RNA Caps,
http://linkedlifedata.com/resource/pubmed/chemical/Zinc
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pubmed:status |
MEDLINE
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pubmed:month |
Jan
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pubmed:issn |
1612-1880
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pubmed:author | |
pubmed:issnType |
Electronic
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pubmed:volume |
2
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
92-103
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pubmed:meshHeading |
pubmed-meshheading:17191922-Copper,
pubmed-meshheading:17191922-Hydrolysis,
pubmed-meshheading:17191922-Imidazoles,
pubmed-meshheading:17191922-Ions,
pubmed-meshheading:17191922-Macrocyclic Compounds,
pubmed-meshheading:17191922-Molecular Structure,
pubmed-meshheading:17191922-Phosphates,
pubmed-meshheading:17191922-Polyamines,
pubmed-meshheading:17191922-RNA Caps,
pubmed-meshheading:17191922-Zinc
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pubmed:year |
2005
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pubmed:articleTitle |
Metal ion complexes of macrocyclic polyamines enhance both the phosphate hydrolysis and imidazole ring opening of RNA 5'-cap structure.
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pubmed:affiliation |
University of Turku, Department of Chemistry, FIN-20014 Turku.
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pubmed:publicationType |
Journal Article
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