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Volumn 6, Issue 13, 2000, Pages 2409-2424

pH-independent triple-helix formation with 6-oxocytidine as cytidine analogue

Author keywords

Bioorganic chemistry; Circular dichroism; DNA recognition; Oligonucleotides; Triplexes

Indexed keywords

6-OXOCYTIDINE; CYTIDINE; CYTIDINE DERIVATIVE; DRUG DERIVATIVE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; OLIGONUCLEOTIDE; PHOSPHORAMIDIC ACID;

EID: 0034601027     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3765(20000703)6:13<2409::AID-CHEM2409>3.0.CO;2-H     Document Type: Article
Times cited : (17)

References (74)
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    • (1993) Angew. Chem. , vol.105 , pp. 697-723
    • Thuong, N.T.1    Hélène, C.2
  • 8
    • 33748577758 scopus 로고
    • N. T. Thuong, C. Hélène, Angew. Chem. 1993, 105, 697-723; Angew. Chem. Int. Ed. Engl. 1993, 32, 666-690.
    • (1993) Angew. Chem. Int. Ed. Engl. , vol.32 , pp. 666-690
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    • 0013395689 scopus 로고    scopus 로고
    • S. Hildbrand, C. Leumann, Angew. Chem. 1996, 108, 2100-2102; Angew. Chem. Int. Ed. Engl. 1996, 35, 2100-2102.
    • (1996) Angew. Chem. , vol.108 , pp. 2100-2102
    • Hildbrand, S.1    Leumann, C.2
  • 30
    • 85037477985 scopus 로고    scopus 로고
    • S. Hildbrand, C. Leumann, Angew. Chem. 1996, 108, 2100-2102; Angew. Chem. Int. Ed. Engl. 1996, 35, 2100-2102.
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 2100-2102
  • 65
    • 0342522227 scopus 로고    scopus 로고
    • (Eds.: A. Holy, M. Hocek), Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Prague
    • U. Parsch, J. W. Engels, Collection Symposium Series, Vol. 2 (Eds.: A. Holy, M. Hocek), Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Prague, 1999, pp. 15-21.
    • (1999) Collection Symposium Series , vol.2 , pp. 15-21
    • Parsch, U.1    Engels, J.W.2
  • 67
    • 85037471889 scopus 로고    scopus 로고
    • unpublished data
    • J. W. Bats, U. Parsch, J. W. Engels, unpublished data. The main features of the elucidated structure are: The five-membered ring has a C2′-endo envelope conformation with atoms C1′, C3′, C4′ and O4′ almost in a plane and ring atom C2′ 0.59 Å above this plane. N1 and O2′ occupy pseudoequatorial positions, O3′ a pseudoaxial position with respect to the five-membered ring. The C5′-O5′ group is in a gauche-gauche orientation. The pyrimidine ring is approximately planar. The glycosyl bond has an anti orientation with a torsion angle O4′-C1′-N1-C2 of -118.1(1)°. The molecule is stabilized by an intramolecular hydrogen bond between the O5′-H5′O hydroxyl group and the keto oxygen atom O6. The crystal packing involves a three-dimensional network of hydrogen bonds. Each possible hydrogen-bond donor is included in the hydrogen-bond system. There are three intermolecular hydrogen bonds between pyrimidione and ribofuranosyl groups of neighboring molecules. The water molecule donates two hydrogen bonds and accepts two hydrogen bonds and is hydrogen-bonded to four neighboring nucleoside molecules.
    • Bats, J.W.1    Parsch, U.2    Engels, J.W.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.