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Volumn 50, Issue 1, 1999, Pages 28-32

Reaction mechanism in the photochemistry of the antileukaemic agents 2-chloro- and 2-bromo-2'-deoxyadenosine, studied by nanosecond laser flash photolysis

Author keywords

2 Bromo 2' deoxyadenosine; 2 Chloro 2' deoxyadenosine; Cladibrine; Isoguanosine; Laser flash photolysis; Tautomerism

Indexed keywords

2 BROMO 2' DEOXYADENOSINE; ANTILEUKEMIC AGENT; CLADRIBINE;

EID: 0033133898     PISSN: 10111344     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1011-1344(99)00064-0     Document Type: Article
Times cited : (3)

References (22)
  • 1
    • 0026799508 scopus 로고
    • Cladribine (2-chlorodeoxyadenosine)
    • E. Beutler, Cladribine (2-chlorodeoxyadenosine), Lancet 340 (1992) 952-956.
    • (1992) Lancet , vol.340 , pp. 952-956
    • Beutler, E.1
  • 3
    • 0027268733 scopus 로고
    • Activity of human DNA polymerases alpha and beta with 2-chloro-2′-deoxyadenosine 5′-triphosphate as a substrate and quantitative effects of incorporation on chain extension
    • S.K. Chunduru, J.R. Appleman, R.L. Blakley, Activity of human DNA polymerases alpha and beta with 2-chloro-2′-deoxyadenosine 5′-triphosphate as a substrate and quantitative effects of incorporation on chain extension, Arch. Biochem. Biophys. 302 (1993) 19-30.
    • (1993) Arch. Biochem. Biophys. , vol.302 , pp. 19-30
    • Chunduru, S.K.1    Appleman, J.R.2    Blakley, R.L.3
  • 4
    • 0028128411 scopus 로고
    • Photochemical conversion of oligonucleotides containing 2-chloro-2′-deoxyadenosine: Enhanced UV sensitivity of a modified purine base induced by the nearest neighbor
    • N. Ramzaeva, F. Seela, Photochemical conversion of oligonucleotides containing 2-chloro-2′-deoxyadenosine: Enhanced UV sensitivity of a modified purine base induced by the nearest neighbor, Chem. Res. Toxicol. 7 (1994) 643-649.
    • (1994) Chem. Res. Toxicol. , vol.7 , pp. 643-649
    • Ramzaeva, N.1    Seela, F.2
  • 5
    • 84987487263 scopus 로고
    • 2′-Deoxyguanosine and base-modified analogues: Chemical and photochemical synthesis
    • Z. Kazimierczuk, R. Mertens, W. Kawczynski, F. Seela, 2′-Deoxyguanosine and base-modified analogues: Chemical and photochemical synthesis, Helv. Chim. Acta 74 (1991) 1742-1748.
    • (1991) Helv. Chim. Acta , vol.74 , pp. 1742-1748
    • Kazimierczuk, Z.1    Mertens, R.2    Kawczynski, W.3    Seela, F.4
  • 6
    • 0002785472 scopus 로고
    • 2′-Deoxyisoguanosine synthesis and incorporation into oligodeoxyribonucleosides
    • F. Seela, B. Gabler, Z. Kazimierczuk, 2′-Deoxyisoguanosine synthesis and incorporation into oligodeoxyribonucleosides, Collect. Czech. Chem. Commun. 58 (1993) 170-173.
    • (1993) Collect. Czech. Chem. Commun. , vol.58 , pp. 170-173
    • Seela, F.1    Gabler, B.2    Kazimierczuk, Z.3
  • 7
    • 0026574796 scopus 로고
    • Synthesis of phosphonates and oligodeoxyribonucleotides derived from 2′-deoxyisoguanosine and 2′-deoxy-2-haloadenosines
    • F. Seela, R. Mertens, Z. Kazimierczuk, Synthesis of phosphonates and oligodeoxyribonucleotides derived from 2′-deoxyisoguanosine and 2′-deoxy-2-haloadenosines, Helv. Chim. Acta 75 (1992) 2298-2306.
    • (1992) Helv. Chim. Acta , vol.75 , pp. 2298-2306
    • Seela, F.1    Mertens, R.2    Kazimierczuk, Z.3
  • 8
    • 0027492904 scopus 로고
    • Enzymatic recognition of the base pair between isocytidine and isoguanosine
    • C.Y. Switzer, S.E. Moroney, S.A. Benner, Enzymatic recognition of the base pair between isocytidine and isoguanosine, Biochemistry 32 (1993) 10489-10496.
    • (1993) Biochemistry , vol.32 , pp. 10489-10496
    • Switzer, C.Y.1    Moroney, S.E.2    Benner, S.A.3
  • 9
    • 0029133347 scopus 로고
    • Formation of 2-hydroxyadenosine triphosphate, an oxidatively damaged nucleotide, and its incorporation by DNA polymerases
    • H. Kamiya, H. Kasai, Formation of 2-hydroxyadenosine triphosphate, an oxidatively damaged nucleotide, and its incorporation by DNA polymerases, J. Biol. Chem. 270 (1995) 19446-19450.
    • (1995) J. Biol. Chem. , vol.270 , pp. 19446-19450
    • Kamiya, H.1    Kasai, H.2
  • 10
    • 0032483053 scopus 로고    scopus 로고
    • 2′-Deoxyisoguanosine adopts more than one tautomer to form base pairs with thymidine observed by high-resolution crystal structure analysis
    • H. Robinson, Y.-G. Gao, C. Bauer, C. Roberts, C. Switzer, A.H.-J. Wang, 2′-Deoxyisoguanosine adopts more than one tautomer to form base pairs with thymidine observed by high-resolution crystal structure analysis, Biochemistry 37 (1998) 10897-10905.
    • (1998) Biochemistry , vol.37 , pp. 10897-10905
    • Robinson, H.1    Gao, Y.-G.2    Bauer, C.3    Roberts, C.4    Switzer, C.5    Wang, A.H.-J.6
  • 11
    • 0030111102 scopus 로고    scopus 로고
    • Electrochemical and enzymatic study of 2-chloro-2′-deoxyadenosine (antileukemic agent) and related compounds
    • B. Czochralska, W. Kawczynski, W. Bratkowski, E. Bojarska, A. Bzowska, Electrochemical and enzymatic study of 2-chloro-2′-deoxyadenosine (antileukemic agent) and related compounds, Bioelectrochem. Bioenerg. 39 (1996) 241-247.
    • (1996) Bioelectrochem. Bioenerg. , vol.39 , pp. 241-247
    • Czochralska, B.1    Kawczynski, W.2    Bratkowski, W.3    Bojarska, E.4    Bzowska, A.5
  • 12
    • 33845470620 scopus 로고
    • Synthesis of 2′-deoxytubericidin, 2′-deoxyadenosine, and related 2′-deoxynucleosides via a novel direct stereospecific sodium salt glycosylation procedure
    • Z. Kazimierczuk, H.B. Cottam, G.R. Revankar, R.K. Robins, Synthesis of 2′-deoxytubericidin, 2′-deoxyadenosine, and related 2′-deoxynucleosides via a novel direct stereospecific sodium salt glycosylation procedure, J. Am. Chem. Soc. 106 (1984) 6379-6382.
    • (1984) J. Am. Chem. Soc. , vol.106 , pp. 6379-6382
    • Kazimierczuk, Z.1    Cottam, H.B.2    Revankar, G.R.3    Robins, R.K.4
  • 13
    • 0025353196 scopus 로고
    • Synthesis and cytotoxicity of deoxyadenosine analogues: Isomer distribution in the sodium salt glycosylation of 2,6-disubstituted purines
    • Z. Kazimierczuk, J. Vilpo, C. Hildebrand, G. Wright, Synthesis and cytotoxicity of deoxyadenosine analogues: Isomer distribution in the sodium salt glycosylation of 2,6-disubstituted purines, J. Med. Chem. 33 (1990) 1683-1687.
    • (1990) J. Med. Chem. , vol.33 , pp. 1683-1687
    • Kazimierczuk, Z.1    Vilpo, J.2    Hildebrand, C.3    Wright, G.4
  • 14
    • 0000266191 scopus 로고    scopus 로고
    • Stepwise two-photon excitation of 1,5-dihydroflavin mononucleotide: Study of flavosemiquinone properties
    • C. El Hanine-Lmoumene, L. Lindqvist, Stepwise two-photon excitation of 1,5-dihydroflavin mononucleotide: Study of flavosemiquinone properties, Photochem. Photobiol. 66 (1997) 591-595.
    • (1997) Photochem. Photobiol. , vol.66 , pp. 591-595
    • El Hanine-Lmoumene, C.1    Lindqvist, L.2
  • 15
    • 37049128410 scopus 로고
    • Triplet-triplet extinction coefficients via energy transfer
    • R. Bensasson, E.J. Land, Triplet-triplet extinction coefficients via energy transfer, Trans. Faraday Soc. 67 (1971) 1904-1915.
    • (1971) Trans. Faraday Soc. , vol.67 , pp. 1904-1915
    • Bensasson, R.1    Land, E.J.2
  • 16
    • 0002919698 scopus 로고
    • Determination of triplet quantum yields by laser flash absorption spectroscopy
    • B. Amand, R. Bensasson, Determination of triplet quantum yields by laser flash absorption spectroscopy, Chem. Phys. Lett. 34 (1975) 44-48.
    • (1975) Chem. Phys. Lett. , vol.34 , pp. 44-48
    • Amand, B.1    Bensasson, R.2
  • 17
    • 0025321222 scopus 로고
    • Two-quantum UV photochemistry of nucleic acids: Comparison with conventional low-intensity UV photochemistry and radiation chemistry
    • D. Nikogosyan, Two-quantum UV photochemistry of nucleic acids: Comparison with conventional low-intensity UV photochemistry and radiation chemistry, Int. J. Radiat. Biol. 57 (1990) 233-299.
    • (1990) Int. J. Radiat. Biol. , vol.57 , pp. 233-299
    • Nikogosyan, D.1
  • 18
    • 0028787028 scopus 로고
    • Substituent reactivity and tautomerism of isoguanosine and related nucleosides
    • F. Seela, C. Wei, Z. Kazimierczuk, Substituent reactivity and tautomerism of isoguanosine and related nucleosides, Helv. Chim. Acta 78 (1995) 1843-1854.
    • (1995) Helv. Chim. Acta , vol.78 , pp. 1843-1854
    • Seela, F.1    Wei, C.2    Kazimierczuk, Z.3
  • 19
    • 33847802154 scopus 로고
    • Charge transfer spectra of halogen atoms in water. Correlation of the electronic transition energies of iodine, bromine, chlorine, hydroxyl, and hydrogen radicals with their electronic affinities
    • A. Treinin, E. Hayon, Charge transfer spectra of halogen atoms in water. Correlation of the electronic transition energies of iodine, bromine, chlorine, hydroxyl, and hydrogen radicals with their electronic affinities, J. Am. Chem. Soc. 97 (1975) 1716-1721.
    • (1975) J. Am. Chem. Soc. , vol.97 , pp. 1716-1721
    • Treinin, A.1    Hayon, E.2
  • 20
    • 0015882666 scopus 로고
    • Thymine hydrate formed by ultraviolet and gamma irradiation of aqueous solutions
    • G.J. Fisher, H.E. Johns, Thymine hydrate formed by ultraviolet and gamma irradiation of aqueous solutions, Photochem. Photobiol. 18 (1973) 23-27.
    • (1973) Photochem. Photobiol. , vol.18 , pp. 23-27
    • Fisher, G.J.1    Johns, H.E.2
  • 21
    • 0015229690 scopus 로고
    • Photochemical transformation of 6-chlorouracil and some alkylated analogues
    • Z. Kazimierczuk, D. Shugar, Photochemical transformation of 6-chlorouracil and some alkylated analogues, Biochim. Biophys. Acta 254 (1971) 157-166.
    • (1971) Biochim. Biophys. Acta , vol.254 , pp. 157-166
    • Kazimierczuk, Z.1    Shugar, D.2
  • 22
    • 0017198622 scopus 로고
    • Tautomerism of isoguanosine and solvent-induced keto-enol equilibrium
    • J. Sepiol, Z. Kazimierczuk, D. Shugar, Tautomerism of isoguanosine and solvent-induced keto-enol equilibrium, Z. Naturforsch. 31c (1976) 361-370.
    • (1976) Z. Naturforsch. , vol.31 C , pp. 361-370
    • Sepiol, J.1    Kazimierczuk, Z.2    Shugar, D.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.