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Mikko Oivanen Ekaterina V. Efimtseva Sergey N. Mikhailov 《Nucleosides, nucleotides & nucleic acids》2013,32(8):1325-1331
Abstract The first-order rate constants for hydrolysis of 3′-C-methyluridylyl(2′,5′)- and -(3′,5′)adenosine and the corresponding native dinucleoside monophosphates (2′,5′- and 3′,5′-UpA) have been determined as a function of hydroxide-ion concentration (0.025 - 7 M) at 25°C. In addition to the effects on the hydrolytic stability of the compounds, the effects of the 3′-C-methyl substitution on the kinetically determined pK a values for the sugar hydroxyls of the undine moiety are discussed. 相似文献
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Ekaterina V. Efimtseva Lubov S. Victorova Andrei A. Rodionov Boris S. Ermolinsky Marina V. Fomitcheva Vera L. Tunitskaya 《Nucleosides, nucleotides & nucleic acids》2013,32(9-11):1681-1684
Abstract A high yield synthesis of different O-ribofuranosylnucleosides has been achieved. Kinetics of the acid-catalysed hydrolysis of disaccharide nucleosides has been studied. Chemical and enzymatic incorporation of 2′-O-ribofuranosyl-nucleoside residue into oligonucleotides was investigated. 相似文献
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Andrei A. Rodionov Ekaterina V. Efimtseva Sergey N. Mikhailov 《Nucleosides, nucleotides & nucleic acids》2013,32(4-5):623-624
Abstract The first synthesis of O-β-D-ribofuranosyl-(1″-2′)-adenosine-5″-O-phosphate starting from protected 2′-O-β-D-ribofuranosyladenosine has been performed. 相似文献
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Cleavage of DNA without loss of genetic information by incorporation of a disaccharide nucleoside
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Nauwelaerts K Vastmans K Froeyen M Kempeneers V Rozenski J Rosemeyer H Van Aerschot A Busson R Lacey JC Efimtseva E Mikhailov S Lescrinier E Herdewijn P 《Nucleic acids research》2003,31(23):6758-6769
A ribose residue inserted between the 3′-OH of one nucleotide and the 5′-phosphate group of the next nucleotide, functions as a site-specific cleavage site within DNA. This extra ribose does not interrupt helix formation and it protects duplex DNA against cleavage by restriction enzymes. Cleavage can be obtained with periodate and all ribose fragments can be removed with sodium hydroxide. As a result of this, an intact natural oligodeoxynucleotide is obtained after ligation reaction, which means that site-specific cleavage and recovering of intact DNA occurs without loss of genetic information. 相似文献
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The main structural features of an important group of natural compounds, disaccharide nucleosides, are reviewed. The synthesis and properties of modified oligonucleotides on their basis as well as the methods of introduction of reactive aldehyde groups are described. The last part is devoted to the application of these compounds for studies of enzymes of nucleic acid metabolism. 相似文献
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Mikhailov SN Efimtseva EV Ermolinsky BS Bobkov GV Andreeva OI Golubeva AS Kochetkov SN Van Aerschot A Schepers G Herdewijn P 《Nucleosides, nucleotides & nucleic acids》2003,22(5-8):1117-1118
The efficient synthesis of oligonucleotides containing 2'-O-beta-D-ribofuranosyl (and beta-D-ribopyranosyl)nucleosides, 2'-O-alpha-D-arabinofuranosyl (and alpha-L-arabinofuranosyl)nucleosides. 2'-O-beta-D-erythrofuranosylnucleosides, and 2'-O-(5'-amino-5-deoxy-beta-D-ribofuranosyl)nucleosides have been developed. 相似文献
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Mikkola Satu Mikhailov Sergey N. Efimtseva Ekaterina Neuvonen Kari Oivanen Mikko Beigelman Leonid Lönnberg Harri 《Origins of life and evolution of the biosphere》2002,32(4):303-310
Stereoisomeric uridylyl(3',5')uridines D,L-UpU andL,D-UpU were synthesised. Their cleavage was followed in thepresence of acid, base and metal ion catalysts to studywhether the stereochemistry affects the inherent reactivity ofthe internucleosidic phosphodiester bond, and whether the lowmolecular weight catalysts can distinguish between thesubstrates. The rate constants obtained were compared to thoseof D,D-UpU. The comparison shows that the stability of thephosphodiester bond does not depend on the stereochemistry ofthe sugar rings. In contrast slight reactivity differences areobserved in the presence of metal ion catalysts, whichsuggests that selective cleavage of stereoisomeric substrateseven by small molecular weight chemical catalysts may bepossible. 相似文献
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Sergey N. Mikhailov Andrei A. Rodionov Ekaterina V. Efimtseva Boris S. Ermolinsky Marina V. Fomitcheva Nelly Sh. Padyukova 《Nucleosides, nucleotides & nucleic acids》2013,32(4-5):691-692
Abstract The unexpected formation of trisaccharide nucleosides during synthesis of purine 5′-O-β-D-ribofuranosylnucleosides in the presence of Lewis acids was observed. 相似文献
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DNA duplexes with reactive dialdehyde groups as novel reagents for cross-linking to restriction- modification enzymes. 总被引:1,自引:1,他引:0
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M G Brevnov O M Gritsenko S N Mikhailov E V Efimtseva B S Ermolinsky A Van Aerschot P Herdewijn A V Repyk E S Gromova 《Nucleic acids research》1997,25(16):3302-3309
To create new, effective reagents for affinity modification of restriction-modification (R-M) enzymes, a regioselective method for reactive dialdehyde group incorporation into oligonucleotides, based on insertion of a 1-beta-D-galactopyranosylthymine residue, has been developed. We synthesized DNA duplex analogs of the substrates of the Eco RII and Mva I R-M enzymes that contained a galactose or periodate-oxidized galactose residue as single substituents either in the center of the Eco RII (Mva I) recognition site or in the flanking nucleotide sequence. The dependence of binding, cleavage and methylation of these substrate analogs on the modified sugar location in the duplex was determined. Cross-linking of the reagents to the enzymes under different conditions was examined. M. Eco RII covalent attachment to periodate-oxidized substrate analogs proceeded in a specific way and to a large extent depended on the location of the reactive dialdehyde group in the substrate. The yield of covalent attachment to a DNA duplex with a dialdehyde group in the flanking sequence with Eco RII or Mva I methylases was 9-20% and did not exceed 4% for R. Eco RII. 相似文献