2'-modified oligoribonucleotides containing 1,2-diol and aldehyde groups. Synthesis and properties

被引:3
作者
Khomyakova, E. A. [1 ,2 ]
Zubin, E. M. [1 ,2 ]
Pavlova, L. V. [3 ]
Kazanova, E. V. [4 ]
Smirnov, I. P. [5 ]
Pozmogova, G. E. [5 ]
Muller, S. [6 ]
Dolinnaya, N. G. [1 ,2 ]
Kubareva, E. A. [1 ,2 ]
Hartmann, R. K. [3 ]
Oretskaya, T. S. [1 ,2 ]
机构
[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119991, Russia
[2] Moscow MV Lomonosov State Univ, AN Belozersky Inst Physicochem Biol, Moscow 119991, Russia
[3] Univ Marburg, D-35037 Marburg, Germany
[4] Sci Technol Informat Ctr, Moscow, Russia
[5] Res Inst Phys Chem Med, Moscow, Russia
[6] Ernst Moritz Arndt Univ Greifswald, D-17487 Greifswald, Germany
关键词
modified oligoribonucleotides; cross-linking; RNA-protein interactions; bacterial ribonuclease P; RNASE-P RNA; ESCHERICHIA-COLI; RIBONUCLEASE-P; ELECTROPHILIC GROUPS; NUCLEIC-ACIDS; IN-VIVO; PROTEIN; OLIGONUCLEOTIDES; SITE; PRECURSOR;
D O I
10.1134/S1068162012050068
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
1,2-Diol-oligoribonucleotides were prepared using fully protected 2'-O-[2-(2,3-dihydroxypropyl)amino-2-oxoethyl]uridine 3'-phosphoramidite. Incorporation of the modified uridine residue into oligonucleotide chains was not shown to significantly affect the thermal stability of RNA-RNA and RNA-DNA duplexes. Periodate oxidation of the 1,2-diol group resulted in reactive 2'-aldehyde oligoribonucleotides. These oligonucleotides were studied for their application in the affinity modification of RNA recognizing proteins with an example of bacterial ribonuclease P.
引用
收藏
页码:488 / 499
页数:12
相关论文
共 31 条
[1]   RNA PRECURSOR MOLECULES AND RIBONUCLEASES IN ESCHERICHIA-COLI [J].
ALTMAN, S ;
ROBERTSON, HD .
MOLECULAR AND CELLULAR BIOCHEMISTRY, 1973, 1 (01) :83-93
[2]  
[Anonymous], TECHN B GLEN RES
[3]   The human large subunit ribosomal protein L36A-like contacts the CCA end of P-site bound tRNA [J].
Baouz, Soria ;
Woisard, Anne ;
Sinapah, Sylvie ;
Le Caer, Jean-Pierre ;
Argentini, Manuela ;
Bulygin, Konstantin ;
Aguie, Gustave ;
Hountondji, Codjo .
BIOCHIMIE, 2009, 91 (11-12) :1420-1425
[4]   Structural perspective on the activation of RNase P RNA by protein [J].
Buck, AH ;
Kazantsev, AV ;
Dalby, AB ;
Pace, NR .
NATURE STRUCTURAL & MOLECULAR BIOLOGY, 2005, 12 (11) :958-964
[5]   Differential role of the intermolecular base-pairs G292-C75 and G293-C74 in the reaction catalyzed by Escherichia coli RNase P RNA [J].
Busch, S ;
Kirsebom, LA ;
Notbohm, H ;
Hartmann, RK .
JOURNAL OF MOLECULAR BIOLOGY, 2000, 299 (04) :941-951
[6]   Dissecting the ribosomal inhibition mechanisms of edeine and pactamycin: The universally conserved residues G693 and C795 regulate P-site RNA binding [J].
Dinos, G ;
Wilson, DN ;
Teraoka, Y ;
Szaflarski, W ;
Fucini, P ;
Kalpaxis, D ;
Nierhaus, KH .
MOLECULAR CELL, 2004, 13 (01) :113-124
[7]   Design and Synthesis of 2′-Functionalised Oligonucleotides. Their Application for Covalent Trapping the Protein-DNA Complexes [J].
Dolinnaya, Nina G. ;
Zubin, Eugeny M. ;
Kubareva, Elena A. ;
Zatsepin, Timofey S. ;
Oretskaya, Tatiana S. .
CURRENT ORGANIC CHEMISTRY, 2009, 13 (11) :1029-1049
[8]  
Ermolinsky BS, 2000, BIOORG KHIM+, V26, P483
[9]   The ups and downs of nucleic acid duplex stability: structure-stability studies on chemically-modified DNA:RNA duplexes [J].
Freier, SM ;
Altmann, KH .
NUCLEIC ACIDS RESEARCH, 1997, 25 (22) :4429-4443
[10]   THE RNA MOIETY OF RIBONUCLEASE-P IS THE CATALYTIC SUBUNIT OF THE ENZYME [J].
GUERRIERTAKADA, C ;
GARDINER, K ;
MARSH, T ;
PACE, N ;
ALTMAN, S .
CELL, 1983, 35 (03) :849-857