메뉴 건너뛰기




Volumn 43, Issue 7, 2015, Pages 3434-3441

Chemical and structural characterization of interstrand cross-links formed between abasic sites and adenine residues in duplex DNA

Author keywords

[No Author keywords available]

Indexed keywords

2 DEOXYRIBOSE; 6 N (1 DEOXO 2 DEOXY 3,5 BIS O METHYL D RIBOFURANOS 1 YL) 2' DEOXYADENOSINE; 6 N (2 DEOXY D RIBOS 1 YL) 2' DEOXYADENOSINE; 6 N (3,5 BIS O METHYL 2 DEOXY D RIBOFURANOS 1 YL) 2' DEOXYADENOSINE; ADENINE; DEOXYADENOSINE; DOUBLE STRANDED DNA; UNCLASSIFIED DRUG; DNA;

EID: 84930508006     PISSN: 03051048     EISSN: 13624962     Source Type: Journal    
DOI: 10.1093/nar/gkv174     Document Type: Article
Times cited : (39)

References (51)
  • 1
    • 72749086094 scopus 로고    scopus 로고
    • An overview of chemical processes that damage cellular DNA: Spontaneous hydrolysis, alkylation, and reactions with radicals
    • Gates, K.S. (2009) An overview of chemical processes that damage cellular DNA: spontaneous hydrolysis, alkylation, and reactions with radicals. Chem. Res. Toxicol, 22, 1747-1760.
    • (2009) Chem. Res. Toxicol , vol.22 , pp. 1747-1760
    • Gates, K.S.1
  • 2
    • 84878235773 scopus 로고    scopus 로고
    • DNA-damaging agents in cancer chemotherapy: Serendipity and chemical biology
    • Cheung-Ong, K., Giaever, G. andNislow, C. (2013) DNA-damaging agents in cancer chemotherapy: serendipity and chemical biology. Chem. Biol, 20, 648-659.
    • (2013) Chem. Biol , vol.20 , pp. 648-659
    • Cheung-Ong, K.1    Giaever, G.2    Nislow, C.3
  • 4
    • 0038799736 scopus 로고    scopus 로고
    • Oxidative DNA damage: Mechanisms, mutation, and disease
    • Cooke, M.S., Evans, M.D., Dizdaroglu, M. and Lunec, J. (2003) Oxidative DNA damage: mechanisms, mutation, and disease. FASEB J., 17, 1195-1214.
    • (2003) FASEB J. , vol.17 , pp. 1195-1214
    • Cooke, M.S.1    Evans, M.D.2    Dizdaroglu, M.3    Lunec, J.4
  • 5
    • 0036519363 scopus 로고    scopus 로고
    • DNA and its associated processes as targets for cancer therapy
    • Hurley, L.H. (2002) DNA and its associated processes as targets for cancer therapy. Nat. Rev. Cancer, 2, 188-200.
    • (2002) Nat. Rev. Cancer , vol.2 , pp. 188-200
    • Hurley, L.H.1
  • 6
    • 74049108712 scopus 로고    scopus 로고
    • Chemical biology of mutagenesis and DNA repair: Cellular responses to DNA alkylation
    • Shrivastav, N, Li, D. and Essigmann, J.M. (2010) Chemical biology of mutagenesis and DNA repair: cellular responses to DNA alkylation. Carcinogenesis, 31, 59-70.
    • (2010) Carcinogenesis , vol.31 , pp. 59-70
    • Shrivastav, N.1    Li, D.2    Essigmann, J.M.3
  • 7
    • 34247148895 scopus 로고    scopus 로고
    • The case for 8, 5'-cyclopurine-2'-deoxynucleosides as endogenous DNA lesions that cause neurodegeneration in xeroderma pigmentosum
    • Brooks, P.J. (2007) The case for 8, 5'-cyclopurine-2'-deoxynucleosides as endogenous DNA lesions that cause neurodegeneration in xeroderma pigmentosum. Neuroscience, 145, 1407-1417.
    • (2007) Neuroscience , vol.145 , pp. 1407-1417
    • Brooks, P.J.1
  • 8
    • 70349859881 scopus 로고    scopus 로고
    • DNA damage, aging, and cancer
    • Hoeijmakers, J.H.J. (2009) DNA damage, aging, and cancer. N Engl J. Med., 361, 1475-1485.
    • (2009) N Engl J. Med. , vol.361 , pp. 1475-1485
    • Hoeijmakers, J.H.J.1
  • 9
    • 34250739041 scopus 로고    scopus 로고
    • DNA adduct profles: Chemical approaches to addressing the biological impact of DNA damage from small molecules
    • Sturla, S.J. (2007) DNA adduct profles: chemical approaches to addressing the biological impact of DNA damage from small molecules. Curr. Opin. Chem. Biol, 11, 293-299.
    • (2007) Curr. Opin. Chem. Biol , vol.11 , pp. 293-299
    • Sturla, S.J.1
  • 10
    • 0025125075 scopus 로고
    • Characterization of a unique tomaymycin-d(CICGAATTCICG)2 adduct containing two drug molecules per duplex by NMR, fuorescence, and molecular modeling studies
    • Boyd, F.L., Cheatham, S.F., Remers, W.A., Hill, G.C and Hurely, L.H. (1990) Characterization of a unique tomaymycin-d(CICGAATTCICG)2 adduct containing two drug molecules per duplex by NMR, fuorescence, and molecular modeling studies. J. Am. Chem. Soc, 112, 3279-3289.
    • (1990) J. Am. Chem. Soc , vol.112 , pp. 3279-3289
    • Boyd, F.L.1    Cheatham, S.F.2    Remers, W.A.3    Hill, G.C.4    Hurely, L.H.5
  • 11
    • 0028131645 scopus 로고
    • Crystal structure of a covalent DNA-drug adduct: Anthramycin bound to CCAACGTTGG and a molecular explanation of specifcity
    • Kopka, M.L., Goodsell, D.S., Baikalov, I., Grzeskowiak, K., Cascio, D. and Dickerson, R.E. (1994) Crystal structure of a covalent DNA-drug adduct: anthramycin bound to CCAACGTTGG and a molecular explanation of specifcity. Biochemistry, 33, 13593-13610.
    • (1994) Biochemistry , vol.33 , pp. 13593-13610
    • Kopka, M.L.1    Goodsell, D.S.2    Baikalov, I.3    Grzeskowiak, K.4    Cascio, D.5    Dickerson, R.E.6
  • 12
    • 0021715394 scopus 로고
    • Reaction of antitumor antibiotic CC-1065 with DNA: Structure of a DNA adduct with sequence specifcity
    • Hurley, L.H., Reynolds, V.L., Swenson, D.H., Petzold, GL. and Scahill, TA. (1984) Reaction of antitumor antibiotic CC-1065 with DNA: structure of a DNA adduct with sequence specifcity. Science, 226, 843-844.
    • (1984) Science , vol.226 , pp. 843-844
    • Hurley, L.H.1    Reynolds, V.L.2    Swenson, D.H.3    Petzold, G.L.4    Scahill, T.A.5
  • 14
    • 0025869558 scopus 로고
    • Formaldehyde crosslinks daunorubicin and DNA effciently: HPLC and X-ray diffraction studies
    • Wang, A.H.-J., Gao, Y-G, Liaw, Y.-C and Li, Y.-K. (1991) Formaldehyde crosslinks daunorubicin and DNA effciently: HPLC and X-ray diffraction studies. Biochemistry, 30, 3812-3815.
    • (1991) Biochemistry , vol.30 , pp. 3812-3815
    • Wang, A.H.-J.1    Gao, Y.-G.2    Liaw, Y.-C.3    Li, Y.-K.4
  • 15
    • 84876110558 scopus 로고    scopus 로고
    • Mass spectrometry of structurally modifed DNA
    • Tretyakova, N, Villalta, P.W. and Kotapati, S. (2013) Mass spectrometry of structurally modifed DNA. Chem. Rev., 113, 2395-2436.
    • (2013) Chem. Rev. , vol.113 , pp. 2395-2436
    • Tretyakova, N.1    Villalta, P.W.2    Kotapati, S.3
  • 16
    • 33947159724 scopus 로고    scopus 로고
    • Structural elucidation of a novel DNA-DNA cross-link of 1, 2, 3, 4-diepoxybutane
    • Tretyakova, N., Livshits, A., Park, S., Bisht, B. and Goggin, M. (2007) Structural elucidation of a novel DNA-DNA cross-link of 1, 2, 3, 4-diepoxybutane. Chem. Res. Toxicol., 20, 284-289.
    • (2007) Chem. Res. Toxicol. , vol.20 , pp. 284-289
    • Tretyakova, N.1    Livshits, A.2    Park, S.3    Bisht, B.4    Goggin, M.5
  • 17
    • 15044358689 scopus 로고    scopus 로고
    • Generation of 5-(2'-deoxycytidyl)methyl radical and the formation of intrastrand cross-link lesions in oligodeoxyribonucleotides
    • Zhang, Q. and Wang, Y (2005) Generation of 5-(2'-deoxycytidyl)methyl radical and the formation of intrastrand cross-link lesions in oligodeoxyribonucleotides. Nucleic Acids Res., 33, 1593-1603.
    • (2005) Nucleic Acids Res. , vol.33 , pp. 1593-1603
    • Zhang, Q.1    Wang, Y.2
  • 18
    • 33845869020 scopus 로고    scopus 로고
    • Sequence-dependent formation of intrastrand crosslink products from the UVB irradiation of duplex DNA containing a 5-bromo-2'-deoxyuridine or 5-bromo-2'-deoxycytidine
    • Zeng, Y. and Wang, Y (2006) Sequence-dependent formation of intrastrand crosslink products from the UVB irradiation of duplex DNA containing a 5-bromo-2'-deoxyuridine or 5-bromo-2'-deoxycytidine. Nucleic Acids Res., 34, 6521-6529.
    • (2006) Nucleic Acids Res. , vol.34 , pp. 6521-6529
    • Zeng, Y.1    Wang, Y.2
  • 19
    • 26444495520 scopus 로고    scopus 로고
    • Formation of intrastrand cross-link products between cytosine and adenine from UV irradiation of d(BrCA) and duplex DNA containing a 5-bromocytosine
    • Hong, H. and Wang, Y. (2005) Formation of intrastrand cross-link products between cytosine and adenine from UV irradiation of d(BrCA) and duplex DNA containing a 5-bromocytosine. J. Am. Chem. Soc, 127, 13969-13977.
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 13969-13977
    • Hong, H.1    Wang, Y.2
  • 20
    • 84897677551 scopus 로고    scopus 로고
    • Interstrand DNA-DNA cross-link formation between adenine residues and abasic sites in duplex DNA
    • Price, NE., Johnson, K.M., Wang, J., Fekry, M.I., Wang, Y and Gates, K.S. (2014) Interstrand DNA-DNA cross-link formation between adenine residues and abasic sites in duplex DNA. J. Am. Chem. Soc, 136, 3483-3490.
    • (2014) J. Am. Chem. Soc , vol.136 , pp. 3483-3490
    • Price, N.E.1    Johnson, K.M.2    Wang, J.3    Fekry, M.I.4    Wang, Y.5    Gates, K.S.6
  • 21
    • 67650951445 scopus 로고    scopus 로고
    • Stereoselective synthesis and crystal structure analysis of N-naphthyl-2-deoxy-alpha-D-ribopyranosylamine
    • Shang, P.-H., Cheng, C.-M., Yang, Y-C, Wang, R.-J. andZhao, Y-F. (2009) Stereoselective synthesis and crystal structure analysis of N-naphthyl-2-deoxy-alpha-D-ribopyranosylamine. Chin. J. Struct. Chem., 28, 761-765.
    • (2009) Chin. J. Struct. Chem. , vol.28 , pp. 761-765
    • Shang, P.-H.1    Cheng, C.-M.2    Yang, Y.-C.3    Wang, R.-J.4    Zhao, Y.-F.5
  • 23
    • 21044441721 scopus 로고    scopus 로고
    • Anicemycin, a new inhibitor of anchorage-independent growth of tumor cells from Streptomyces sp TP-A0648
    • Igarashi, Y, Ootsu, K., Onaka, H., Fujita, T., Uehara, Y and Furumai, T. (2005) Anicemycin, a new inhibitor of anchorage-independent growth of tumor cells from Streptomyces sp TP-A0648. J. Antibiot., 58, 322-326.
    • (2005) J. Antibiot. , vol.58 , pp. 322-326
    • Igarashi, Y.1    Ootsu, K.2    Onaka, H.3    Fujita, T.4    Uehara, Y.5    Furumai, T.6
  • 24
    • 0035875347 scopus 로고    scopus 로고
    • Molecular and crystal structures of N-aryl-ß-D-glycopyranosylamines from mannose and galactose
    • Ojala, C.R., Ostman, J.M., Hanson, S.E. and Ojala, W.H. (2001) Molecular and crystal structures of N-aryl-ß-D-glycopyranosylamines from mannose and galactose. Carbohydate Res, 332, 415-427.
    • (2001) Carbohydate Res , vol.332 , pp. 415-427
    • Ojala, C.R.1    Ostman, J.M.2    Hanson, S.E.3    Ojala, W.H.4
  • 25
    • 0017392934 scopus 로고
    • DNA N-glycosidases: Properties of uracil-DNA glycosidase from Escherichia coli
    • Lindahl, T., Ljunquist, S., Siegert, W., Nyberg, B. and Sperens, B. (1977) DNA N-glycosidases: properties of uracil-DNA glycosidase from Escherichia coli. J. Biol. Chem., 252, 3286-3294.
    • (1977) J. Biol. Chem. , vol.252 , pp. 3286-3294
    • Lindahl, T.1    Ljunquist, S.2    Siegert, W.3    Nyberg, B.4    Sperens, B.5
  • 27
    • 84872826534 scopus 로고    scopus 로고
    • On the formation and properties of interstrand DNA-DNA cross-links forged by reaction of an abasic site with the opposing guanine residue of 5'-CAp sequences in duplex DNA
    • Johnson, K.M., Price, N.E., Wang, J., Fekry, M.I., Dutta, S., Seiner, D.R., Wang, Y and Gates, K.S. (2013) On the formation and properties of interstrand DNA-DNA cross-links forged by reaction of an abasic site with the opposing guanine residue of 5'-CAp sequences in duplex DNA. J. Am. Chem. Soc, 135, 1015-1025.
    • (2013) J. Am. Chem. Soc , vol.135 , pp. 1015-1025
    • Johnson, K.M.1    Price, N.E.2    Wang, J.3    Fekry, M.I.4    Dutta, S.5    Seiner, D.R.6    Wang, Y.7    Gates, K.S.8
  • 28
    • 79954589295 scopus 로고    scopus 로고
    • Quantifcation of oxidative DNA lesions in tissues of Long-Evans Cinnamon rats by capillary high-performance liquid chromatography-tandem mass spectrometry coupled with stable isotope-dilution method
    • Wang, J., Yuan, B., Guerrero, C, Bahde, R., Gupta, S. and Wang, Y (2011) Quantifcation of oxidative DNA lesions in tissues of Long-Evans Cinnamon rats by capillary high-performance liquid chromatography-tandem mass spectrometry coupled with stable isotope-dilution method. Anal. Chem., 83, 2201-2209.
    • (2011) Anal. Chem. , vol.83 , pp. 2201-2209
    • Wang, J.1    Yuan, B.2    Guerrero, C.3    Bahde, R.4    Gupta, S.5    Wang, Y.6
  • 29
    • 0344550546 scopus 로고    scopus 로고
    • An approach to the generation of simple analogues of the antitumor agent spicamycin
    • Mons, S. and Fleet, GW.J. (2003) An approach to the generation of simple analogues of the antitumor agent spicamycin. Org. Biomol Chem., 1, 3685-3691.
    • (2003) Org. Biomol Chem. , vol.1 , pp. 3685-3691
    • Mons, S.1    Fleet, G.W.J.2
  • 30
    • 37049171003 scopus 로고
    • Deoxy-sugars. Part VI the constitution of ß-methyl-2-deoxy-L-ribopyranoside and of aß-methyl-2-deoxy-L-ribofuranoside
    • Deriaz, R.E., Overend, W.G, Stacey, M. and Wiggins, L.F (1949) Deoxy-sugars. Part VI. The constitution of ß-methyl-2-deoxy-L-ribopyranoside and of aß-methyl-2-deoxy-L-ribofuranoside J. Chem. Soc, 2836-2841.
    • (1949) J. Chem. Soc , pp. 2836-2841
    • Deriaz, R.E.1    Overend, W.G.2    Stacey, M.3    Wiggins, L.F.4
  • 31
    • 33745689669 scopus 로고    scopus 로고
    • Chelation-controlled regioselective endo cleavage and stereoselective C-1 alkylation of pentofuranosides
    • Olsson, R., Rundström, P and Frejd, T. (1998) Chelation-controlled regioselective endo cleavage and stereoselective C-1 alkylation of pentofuranosides. J. Chem. Soc. [Perkin 1], 785-790.
    • (1998) J. Chem. Soc. [Perkin 1] , pp. 785-790
    • Olsson, R.1    Rundström, P.2    Frejd, T.3
  • 32
    • 0026071409 scopus 로고
    • The 18 O-isotope shift in 13C nuclear magnetic resonance spectroscopy. 14. Kinetics of oxygen exchange at the anomeric carbon of D-ribose and 2-deoxyribose
    • Cortes, S.J., Mega, T.L. and Van Etten, R.L. (1991) The 18O-isotope shift in 13C nuclear magnetic resonance spectroscopy. 14. kinetics of oxygen exchange at the anomeric carbon of D-ribose and 2-deoxyribose. J. Org. Chem., 56, 943-947.
    • (1991) J. Org. Chem. , vol.56 , pp. 943-947
    • Cortes, S.J.1    Mega, T.L.2    Van Etten, R.L.3
  • 33
    • 0023199083 scopus 로고
    • Reaction of acid-activated mitomycin C with calf thymus DNA and model guanines: Elucidation of the base-catalyzed degradation of N7-alkylguanine nucleosides
    • Tomasz, M., Lipman, R., Lee, M.S., Verdine, GL. and Nakanishi, K. (1987) Reaction of acid-activated mitomycin C with calf thymus DNA and model guanines: elucidation of the base-catalyzed degradation of N7-alkylguanine nucleosides. Biochemistry, 26, 2010-2027.
    • (1987) Biochemistry , vol.26 , pp. 2010-2027
    • Tomasz, M.1    Lipman, R.2    Lee, M.S.3    Verdine, G.L.4    Nakanishi, K.5
  • 34
    • 0001434563 scopus 로고
    • Isolation and characterization of the radiation-induced degradation products of 2'-deoxyguanosine in oxygen-free aqueous solutions
    • Berger, M. and Cadet, J. (1985) Isolation and characterization of the radiation-induced degradation products of 2'-deoxyguanosine in oxygen-free aqueous solutions. Z. Naturforsch., 40, 1519-1531.
    • (1985) Z. Naturforsch. , vol.40 , pp. 1519-1531
    • Berger, M.1    Cadet, J.2
  • 35
    • 58149103081 scopus 로고    scopus 로고
    • Site-specifc synthesis and characterization of oligonucleotides containing an N6-(2-deoxy-d-erythro-pentofuranosyl)-2, 6-diamino-3, 4-dihydro-4-oxo-5-N-methylformamidopyrimidine lesion, the ring-opened product from N7-methylation of deoxyguanosine
    • Christov, PP, Brown, K.L., Kozekov, I.D, Stone, M.P, Harris, TM. and Rizzo, C J. (2008) Site-specifc synthesis and characterization of oligonucleotides containing an N6-(2-deoxy-d-erythro-pentofuranosyl)-2, 6-diamino-3, 4-dihydro-4-oxo-5-N-methylformamidopyrimidine lesion, the ring-opened product from N7-methylation of deoxyguanosine. Chem. Res. Toxicol, 21, 2324-2333.
    • (2008) Chem. Res. Toxicol , vol.21 , pp. 2324-2333
    • Christov, P.P.1    Brown, K.L.2    Kozekov, I.D.3    Stone, M.P.4    Harris, T.M.5    Rizzo, C.J.6
  • 36
    • 67449100820 scopus 로고    scopus 로고
    • Chemical decomposition of 5-aza-2'-deoxycytidine (decitabine): Kinetic analyses and identifcation of products by NMR, HPLC, and mass spectrometry
    • Rogstad, DK., Herring, J.L., Theruvathu, J.A., Burdzy, A., Perry, CC, Neidigh, J.W. and Sowers, L.C (2009) Chemical decomposition of 5-aza-2'-deoxycytidine (decitabine): kinetic analyses and identifcation of products by NMR, HPLC, and mass spectrometry. Chem. Res. Toxicol, 22, 1194-1204.
    • (2009) Chem. Res. Toxicol , vol.22 , pp. 1194-1204
    • Rogstad, D.K.1    Herring, J.L.2    Theruvathu, J.A.3    Burdzy, A.4    Perry, C.C.5    Neidigh, J.W.6    Sowers, L.C.7
  • 37
    • 0029940844 scopus 로고    scopus 로고
    • Assignment of the 1H, 19F, and 13C NMR spectra of 2-deoxy-2-fuoro-D-ribose and characterization of the isomeric equilibrium
    • Sanderson, PN., Sweatman, B.C, Farrant, R.D. and Lindon, J.C (1996) Assignment of the 1H, 19F, and 13C NMR spectra of 2-deoxy-2-fuoro-D-ribose and characterization of the isomeric equilibrium. Carbohydate Res., 284, 51-60.
    • (1996) Carbohydate Res. , vol.284 , pp. 51-60
    • Sanderson, P.N.1    Sweatman, B.C.2    Farrant, R.D.3    Lindon, J.C.4
  • 38
    • 33947447765 scopus 로고
    • Arylamine-N-glycosides. Part III. Hydrolysis of arylamine-N-pentosides and the preparation of crystalline D-ribose
    • Berger, L., Solmssen, U.V, Leonard, F, Wenis, E. and Lee, J. (1946) Arylamine-N-glycosides. Part III. Hydrolysis of arylamine-N-pentosides and the preparation of crystalline D-ribose. J. Org. Chem., 11, 91-94.
    • (1946) J. Org. Chem. , vol.11 , pp. 91-94
    • Berger, L.1    Solmssen, U.V.2    Leonard, F.3    Wenis, E.4    Lee, J.5
  • 39
    • 0001002375 scopus 로고
    • The mechanism of hydrolysis of Schiff bases derived from aliphatic amines
    • Cordes, E.H. and Jencks, W.P (1963) The mechanism of hydrolysis of Schiff bases derived from aliphatic amines. J. Am. Chem. Soc, 85, 2843-2848.
    • (1963) J. Am. Chem. Soc , vol.85 , pp. 2843-2848
    • Cordes, E.H.1    Jencks, W.P.2
  • 40
    • 33947473864 scopus 로고
    • Equilibrium constants for the hydrolysis of some N-aryl-D-glucosylamines
    • Holton, S. and Runquist, O. (1961) Equilibrium constants for the hydrolysis of some N-aryl-D-glucosylamines. J. Org. Chem., 26, 5193-5195.
    • (1961) J. Org. Chem. , vol.26 , pp. 5193-5195
    • Holton, S.1    Runquist, O.2
  • 41
    • 0023753648 scopus 로고
    • Possible roles of beta-elimination and gamma-elimination reactions in the repair of DNA containing AP (apurinic/apyrimidinic) sites in mammalian cells
    • BaillyV and Verly, W.G (1988) Possible roles of beta-elimination and gamma-elimination reactions in the repair of DNA containing AP (apurinic/apyrimidinic) sites in mammalian cells. Biochem. J., 253, 553-559.
    • (1988) Biochem. J. , vol.253 , pp. 553-559
    • Bailly, V.1    Verly, W.G.2
  • 42
    • 15444339931 scopus 로고
    • The nucleotide sequence in deoxyribonucleic acids. Part v the alkaline degradation of apurinic sites
    • Bayley, CR., Brammer, K.W. and Jones, A.S. (1961) The nucleotide sequence in deoxyribonucleic acids. Part V The alkaline degradation of apurinic sites. J. Chem. Soc, 1903-1907.
    • (1961) J. Chem. Soc , pp. 1903-1907
    • Bayley, C.R.1    Brammer, K.W.2    Jones, A.S.3
  • 43
    • 0028978029 scopus 로고
    • Reactions of a-acetoxy-N-nitrosopyrrolidine and alpha-acetoxy-N-nitrosopiperidine with deoxyguanosine: Formation of N2-tetrahydrofuranyl and N2-tetrahydropyranyl adducts
    • Young-Sciame, R., Wang, M., Chung, F-L. and Hecht, S.M. (1995) Reactions of a-acetoxy-N-nitrosopyrrolidine and alpha-acetoxy-N-nitrosopiperidine with deoxyguanosine: formation of N2-tetrahydrofuranyl and N2-tetrahydropyranyl adducts. Chem. Res. Toxicol, 8, 607-616.
    • (1995) Chem. Res. Toxicol , vol.8 , pp. 607-616
    • Young-Sciame, R.1    Wang, M.2    Chung, F.-L.3    Hecht, S.M.4
  • 45
    • 79951835425 scopus 로고    scopus 로고
    • Molecular dosimetry of N2-hydroxymethyl-dG DNA adducts in rats exposed to formaldehyde
    • Lu, K., Moeller, B., Doyle-Eisele, M., McDonald, J.P and Swenberg, J.A. (2011) Molecular dosimetry of N2-hydroxymethyl-dG DNA adducts in rats exposed to formaldehyde. Chem. Res. Toxicol, 24, 159-161.
    • (2011) Chem. Res. Toxicol , vol.24 , pp. 159-161
    • Lu, K.1    Moeller, B.2    Doyle-Eisele, M.3    McDonald, J.P.4    Swenberg, J.A.5
  • 47
    • 29344440479 scopus 로고    scopus 로고
    • Spectroscopic characterization of interstrand carbinolamine cross-links formed in the 5'-CpG-3' sequence by the acrolein-derived-y-OH-1, N-2-propano-2'-deoxyguanosine DNAadduct
    • Cho, Y-J., Kim, H.-Y, Huang, H, Slutsky, A., Minko, I.G, Wang, H, Nechev, L.V, Kozekov, I.D, Kozekova, A., Tamura, P et al. (2005) Spectroscopic characterization of interstrand carbinolamine cross-links formed in the 5'-CpG-3' sequence by the acrolein-derived-y-OH-1, N-2-propano-2'-deoxyguanosine DNAadduct. J. Am. Chem. Soc, 127, 17686-17696.
    • (2005) J. Am. Chem. Soc , vol.127 , pp. 17686-17696
    • Cho, Y.-J.1    Kim, H.-Y.2    Huang, H.3    Slutsky, A.4    Minko, I.G.5    Wang, H.6    Nechev, L.V.7    Kozekov, I.D.8    Kozekova, A.9    Tamura, P.10
  • 48
    • 70350329260 scopus 로고    scopus 로고
    • DNA interstand cross-link formation by the 1, 4-dioxobutane abasic site
    • Guan, L. and Greenberg, M.M. (2009) DNA interstand cross-link formation by the 1, 4-dioxobutane abasic site. J. Am. Chem. Soc, 131, 15225-15231.
    • (2009) J. Am. Chem. Soc , vol.131 , pp. 15225-15231
    • Guan, L.1    Greenberg, M.M.2
  • 49
    • 0034602411 scopus 로고    scopus 로고
    • A kinetic estimate of the free aldehyde content of aldoses
    • Dworkin, J.P and Miller, S.L. (2000) A kinetic estimate of the free aldehyde content of aldoses. Carbohydrate Res., 329, 359-365.
    • (2000) Carbohydrate Res. , vol.329 , pp. 359-365
    • Dworkin, J.P.1    Miller, S.L.2
  • 50
    • 33847085423 scopus 로고
    • 1, N6-Etheno-bridged adenines and adenosines. Alkyl substitution, fuorescence properties, and synthetic applications
    • Sattsangi, PD, Barrio, J.R. and Leonard, N.J. (1980) 1, N6-Etheno-bridged adenines and adenosines. Alkyl substitution, fuorescence properties, and synthetic applications. J. Am. Chem. Soc, 102, 770-774.
    • (1980) J. Am. Chem. Soc , vol.102 , pp. 770-774
    • Sattsangi, P.D.1    Barrio, J.R.2    Leonard, N.J.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.