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Volumn 4, Issue 25, 2002, Pages 4377-4380

A Porphyrin C-Nucleoside Incorporated into DNA

Author keywords

[No Author keywords available]

Indexed keywords

DNA; INTERCALATING AGENT; NUCLEOSIDE; PORPHYRIN; PORPHYRIN C;

EID: 0037069706     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0267376     Document Type: Article
Times cited : (52)

References (45)
  • 32
    • 0442269200 scopus 로고    scopus 로고
    • Radical anions are formed by abstraction of a proton at meso or β positions
    • Radical anions are formed by abstraction of a proton at meso or β positions.
  • 33
    • 0027493527 scopus 로고
    • Other precursors such as furanoid glycals that couple to aryl halides via Pd-catalyzed Heck-type reactions could be used but would be restricted to the coupling of metalloporphyrins. See: DiMagno, S. G.; Lin, V. Y.; Therien, M. J. J. Org. Chem. 1993, 58, 5983.
    • (1993) J. Org. Chem. , vol.58 , pp. 5983
    • DiMagno, S.G.1    Lin, V.Y.2    Therien, M.J.3
  • 35
    • 0001938751 scopus 로고    scopus 로고
    • Kadish, K. M, Smith, K. M. Guilard, R., Eds.; Academic Press: Boston, MA
    • Lindsey, S. J. In The Porphyrin Handbook; Kadish, K. M, Smith, K. M. Guilard, R., Eds.; Academic Press: Boston, MA, 2000; Vol. 1, pp 45-118.
    • (2000) The Porphyrin Handbook , vol.1 , pp. 45-118
    • Lindsey, S.J.1
  • 36
    • 0442269199 scopus 로고    scopus 로고
    • note
    • In principle three porphyrins can be formed. 5,15-Diphenylporphyrin was isolated in 10-15% yields. A third compound, presumably the porphyrin bearing two ribose units, was observed on TLC but not isolated.
  • 40
    • 0033598685 scopus 로고    scopus 로고
    • Bulkier tetrusubstituted cationic porphyrins have been shown to intercalate within DNA with minor disturbance in conformation. See: Guliaev, A. B.; Leontis, N. B. Biochemistry 1999, 38, 15425.
    • (1999) Biochemistry , vol.38 , pp. 15425
    • Guliaev, A.B.1    Leontis, N.B.2
  • 41
    • 0442267615 scopus 로고    scopus 로고
    • Large negative induced CD signals have been associated with intercalative binding to DNA by cationic porphyrins. See ref 12
    • Large negative induced CD signals have been associated with intercalative binding to DNA by cationic porphyrins. See ref 12.
  • 43
    • 0000576552 scopus 로고    scopus 로고
    • Ramamurthy, V., Scharze, K. S., Eds.; Marcel Dekker: New York
    • Takagi, S.; Inoue, H. In Molecular and Supramolecular Photochemistry; Ramamurthy, V., Scharze, K. S., Eds.; Marcel Dekker: New York, 1999; Vol. 4, pp 215-342.
    • (1999) Molecular and Supramolecular Photochemistry , vol.4 , pp. 215-342
    • Takagi, S.1    Inoue, H.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.