메뉴 건너뛰기




Volumn 15, Issue 12, 2002, Pages 1549-1560

Identification of adducts derived from reactions of (1-chloroethenyl)oxirane with nucleosides and calf thymus DNA

Author keywords

[No Author keywords available]

Indexed keywords

(1 CHLOROETHENYL)OXIRANE; CHLOROPRENE; DEOXYADENOSINE; DEOXYCYTIDINE; DEOXYGUANOSINE; ETHYLENE OXIDE DERIVATIVE; NUCLEOSIDE; RUBBER; THYMIDINE; UNCLASSIFIED DRUG;

EID: 12244302243     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx020070e     Document Type: Article
Times cited : (40)

References (35)
  • 1
    • 0035369994 scopus 로고    scopus 로고
    • Manufacture and use of chloroprene monomer
    • Lynch, M. (2001) Manufacture and use of chloroprene monomer. Chem.-Biol. Interact. 135-136, 155-167.
    • (2001) Chem.-Biol. Interact. , vol.135-136 , pp. 155-167
    • Lynch, M.1
  • 2
    • 0035369988 scopus 로고    scopus 로고
    • Occupational exposure to butadiene, isoprene, and chloroprene
    • Lynch, J. (2001) Occupational exposure to butadiene, isoprene, and chloroprene. Chem.-Biol. Interact. 135-136, 207-214.
    • (2001) Chem.-Biol. Interact. , vol.135-136 , pp. 207-214
    • Lynch, J.1
  • 3
    • 0035369996 scopus 로고    scopus 로고
    • A cohort study of workers exposed to chloroprene in the department of Isere, France
    • Colonna, M., and Laydevant, G. (2001) A cohort study of workers exposed to chloroprene in the department of Isere, France. Chem. Biol. Interact. 135-136, 505-514.
    • (2001) Chem. Biol. Interact. , vol.135-136 , pp. 505-514
    • Colonna, M.1    Laydevant, G.2
  • 4
    • 0032903865 scopus 로고    scopus 로고
    • Multiple organ carcinogenicity of inhaled chloroprene (2-chloro-1,3-butadiene) in F344/N rats and B6C3F1 mice and comparison of dose response with 1,3-butadiene in mice
    • Melnick, R. L., Sills, R. C., Portier, C. J., Roycroft, J. H., Chou, B. J., Grumbein, S. L., and Miller, R. A. (1999) Multiple organ carcinogenicity of inhaled chloroprene (2-chloro-1,3-butadiene) in F344/N rats and B6C3F1 mice and comparison of dose response with 1,3-butadiene in mice. Carcinogenesis 20, 867-878.
    • (1999) Carcinogenesis , vol.20 , pp. 867-878
    • Melnick, R.L.1    Sills, R.C.2    Portier, C.J.3    Roycroft, J.H.4    Chou, B.J.5    Grumbein, S.L.6    Miller, R.A.7
  • 6
    • 0032701819 scopus 로고    scopus 로고
    • (Part 1): Re-evaluation of some organic chemicals, hydrazine and hydrogen peroxide
    • International Agency for Research on Cancer, Lyon, France
    • International Agency for Research on Cancer (1999) Volume 71 (Part 1): Re-evaluation of some organic chemicals, hydrazine and hydrogen peroxide. IARC Monographs on the Evaluation of the Carcinogenic Risks to Humans, pp 227-250, International Agency for Research on Cancer, Lyon, France.
    • (1999) IARC Monographs on the Evaluation of the Carcinogenic Risks to Humans , vol.71 , pp. 227-250
  • 9
    • 0028047525 scopus 로고
    • Bacterial mutagenicity of 2-chloro-1,3-butadiene (chloroprene) caused by decomposition products
    • Westphal, G. A., Blaszkewicz, M., Leutbechter, M., Muller, A., Hallier, E., and Bolt, H. M. (1994) Bacterial mutagenicity of 2-chloro-1,3-butadiene (chloroprene) caused by decomposition products. Arch. Toxicol. 68, 79-84.
    • (1994) Arch. Toxicol. , vol.68 , pp. 79-84
    • Westphal, G.A.1    Blaszkewicz, M.2    Leutbechter, M.3    Muller, A.4    Hallier, E.5    Bolt, H.M.6
  • 11
    • 0032994402 scopus 로고    scopus 로고
    • High frequency of codon 61 K-ras A - T trasversions in lung and Harderian gland neoplasms of B6C3F1 mice exposed to chloroprene (2-chloro-1,3-butadiene) for 2 years, and comparisons with the structurally related chemicals isoprene and 1,3-butadiene
    • Sills, R. C., Hong, H. L., Melnick, R. L., Boorman, G. A., and Devereux, T. R. (1999) High frequency of codon 61 K-ras A - T trasversions in lung and Harderian gland neoplasms of B6C3F1 mice exposed to chloroprene (2-chloro-1,3-butadiene) for 2 years, and comparisons with the structurally related chemicals isoprene and 1,3-butadiene. Carcinogenesis 20, 657-662.
    • (1999) Carcinogenesis , vol.20 , pp. 657-662
    • Sills, R.C.1    Hong, H.L.2    Melnick, R.L.3    Boorman, G.A.4    Devereux, T.R.5
  • 12
    • 0035369265 scopus 로고    scopus 로고
    • Point mutations of K-ras and H-ras genes in forestomach neoplasms from control B6C3F1 mice and following exposure to 1,3-butadiene, isoprene or chloroprene for up to 2 years
    • Sills, R. C., Hong, H. L., Boorman, G. A., Devereux, T. R., and Melnick, R. L. (2001) Point mutations of K-ras and H-ras genes in forestomach neoplasms from control B6C3F1 mice and following exposure to 1,3-butadiene, isoprene or chloroprene for up to 2 years. Chem-Biol. Interact. 135-136, 373-386.
    • (2001) Chem-Biol. Interact. , vol.135-136 , pp. 373-386
    • Sills, R.C.1    Hong, H.L.2    Boorman, G.A.3    Devereux, T.R.4    Melnick, R.L.5
  • 13
    • 0035370050 scopus 로고    scopus 로고
    • Overview of the acute, subchronic, reproductive, developmental and genetic toxicology of β-chloroprene
    • Valentine, R., and Himmelstein, M. W. (2001) Overview of the acute, subchronic, reproductive, developmental and genetic toxicology of β-chloroprene. Chem.-Biol. Interact. 135-136, 81-100.
    • (2001) Chem.-Biol. Interact. , vol.135-136 , pp. 81-100
    • Valentine, R.1    Himmelstein, M.W.2
  • 14
    • 0035177945 scopus 로고    scopus 로고
    • In vitro metabolism of chloroprene: Species differences, epoxide stereochemistry and a de-chlorination pathway
    • Cottrell, L., Golding, B. T., Munter, T., and Watson, W. P. (2001) In vitro metabolism of chloroprene: Species differences, epoxide stereochemistry and a de-chlorination pathway. Chem. Res. Toxicol. 14, 1552-1562.
    • (2001) Chem. Res. Toxicol. , vol.14 , pp. 1552-1562
    • Cottrell, L.1    Golding, B.T.2    Munter, T.3    Watson, W.P.4
  • 15
    • 0035369980 scopus 로고    scopus 로고
    • In vitro genotoxicity testing of (1-chloroethenyl)oxirane, a metabolite of β-chloroprene
    • Himmelstein, M. W., Gladnick, N. L., Donnner, E. M., Snyder, R. D., and Valentine R. (2001) In vitro genotoxicity testing of (1-chloroethenyl)oxirane, a metabolite of β-chloroprene. Chem.-Biol. Interact. 135-136, 703-713.
    • (2001) Chem.-Biol. Interac.t , vol.135-136 , pp. 703-713
    • Himmelstein, M.W.1    Gladnick, N.L.2    Donnner, E.M.3    Snyder, R.D.4    Valentine, R.5
  • 17
    • 0031853489 scopus 로고    scopus 로고
    • Deamination and Dimroth rearrangement of deoxyadenosine-styrene oxide adducts in DNA
    • Barlow, T., Takeshita, J., and Dipple, A. (1998) Deamination and Dimroth rearrangement of deoxyadenosine-styrene oxide adducts in DNA. Chem. Res. Toxicol. 11, 838-845.
    • (1998) Chem. Res. Toxicol. , vol.11 , pp. 838-845
    • Barlow, T.1    Takeshita, J.2    Dipple, A.3
  • 18
    • 0026773508 scopus 로고
    • In vitro reaction of ethylene oxide with DNA and characterization of DNA adducts
    • Li, F., Segal, A., and Solomon, J. J. (1992) In vitro reaction of ethylene oxide with DNA and characterization of DNA adducts. Chem.-Biol. Interact. 83, 35-54.
    • (1992) Chem.-Biol. Interact. , vol.83 , pp. 35-54
    • Li, F.1    Segal, A.2    Solomon, J.J.3
  • 19
    • 0030734877 scopus 로고    scopus 로고
    • Investigation of hydrolytic deamination of 1-(2-hydroxy-1-phenylethyl)adenosine
    • Barlow, T., Ding, J., Vouros, P., and Dipple, A. (1997) Investigation of hydrolytic deamination of 1-(2-hydroxy-1-phenylethyl)adenosine. Chem. Res. Toxicol. 10, 1247-1249.
    • (1997) Chem. Res. Toxicol. , vol.10 , pp. 1247-1249
    • Barlow, T.1    Ding, J.2    Vouros, P.3    Dipple, A.4
  • 20
    • 0034671702 scopus 로고    scopus 로고
    • Specific DNA adducts induced by some mono-substituted epoxides in vitro and in vivo
    • Koskinen, M., and Plná, K. (2000) Specific DNA adducts induced by some mono-substituted epoxides in vitro and in vivo. Chem.Biol. Interact. 129, 209-229.
    • (2000) Chem.Biol. Interact. , vol.129 , pp. 209-229
    • Koskinen, M.1    Plná, K.2
  • 21
    • 0023787141 scopus 로고
    • Reactions ofpropylene oxide with 2′-deoxynucleosides and in vitro with calf thymus DNA
    • Solomon, J. J., Mukai, F., Fedyk, J., and Segal, A. (1988) Reactions ofpropylene oxide with 2′-deoxynucleosides and in vitro with calf thymus DNA. Chem.-Biol. Interact. 67, 275-294.
    • (1988) Chem.-Biol. Interact. , vol.67 , pp. 275-294
    • Solomon, J.J.1    Mukai, F.2    Fedyk, J.3    Segal, A.4
  • 22
    • 0032587551 scopus 로고    scopus 로고
    • 6-substituted adenine and 3-substituted cytosine/uracil of propylene oxide. Formation and persistence in vitro and in vivo
    • 6-substituted adenine and 3-substituted cytosine/uracil of propylene oxide. Formation and persistence in vitro and in vivo. Carcinogenesis 20, 2025-2032.
    • (1999) Carcinogenesis , vol.20 , pp. 2025-2032
    • Plna, K.1    Nilsson, M.2    Koskinen, M.3    Segerbäck, D.4
  • 24
    • 0032706342 scopus 로고    scopus 로고
    • Formation of deaminated products in styrene oxide reactions with deoxycytidine
    • Barlow, T., and Dipple, A. (1999) Formation of deaminated products in styrene oxide reactions with deoxycytidine. Chem. Res. Toxicol. 12, 883-886.
    • (1999) Chem. Res. Toxicol. , vol.12 , pp. 883-886
    • Barlow, T.1    Dipple, A.2
  • 25
    • 0034214007 scopus 로고    scopus 로고
    • Styrene oxide-induced 2′-deoxycytidine adducts: Implications for the mutagenicity of styrene oxide
    • Koskinen, M., Calebiro, D., and Hemminki, K. (2000) Styrene oxide-induced 2′-deoxycytidine adducts: Implications for the mutagenicity of styrene oxide. Chem.-Biol. Interact. 126, 201-213.
    • (2000) Chem.-Biol. Interact. , vol.126 , pp. 201-213
    • Koskinen, M.1    Calebiro, D.2    Hemminki, K.3
  • 26
    • 0030071034 scopus 로고    scopus 로고
    • Reaction of epichlorohydrin with 2′-deoxynucleosides: Characterization of adducts
    • Singh, U. S., Decker-Samuelian, K., and Solomon, J. J. (1996) Reaction of epichlorohydrin with 2′-deoxynucleosides: Characterization of adducts. Chem.-Biol. Interact. 99, 109-128.
    • (1996) Chem.-Biol. Interact. , vol.99 , pp. 109-128
    • Singh, U.S.1    Decker-Samuelian, K.2    Solomon, J.J.3
  • 27
    • 0033257258 scopus 로고    scopus 로고
    • Cyclic adducts and intermediates induced by simple epoxides
    • IARC Scientific Publication No. 150, Lyon
    • Solomon, J. J. (1999) Cyclic adducts and intermediates induced by simple epoxides. Exocyclic Nucleic Acid Adducts in Carcinogenesis and Mutagenesis, pp 123-135, IARC Scientific Publication No. 150, Lyon.
    • (1999) Exocyclic Nucleic Acid Adducts in Carcinogenesis and Mutagenesis , pp. 123-135
    • Solomon, J.J.1
  • 28
    • 0031427595 scopus 로고    scopus 로고
    • Identification and quantitation of DNA adducts from calf thymus DNA exposed to 3,4-epoxy-1-butene
    • Tretyakova, N., Lin, Y.-P., Sangaiah, R., Upton, P. B., and Swenberg, J. A. (1997) Identification and quantitation of DNA adducts from calf thymus DNA exposed to 3,4-epoxy-1-butene. Carcinogenesis 18, 137-147.
    • (1997) Carcinogenesis , vol.18 , pp. 137-147
    • Tretyakova, N.1    Lin, Y.-P.2    Sangaiah, R.3    Upton, P.B.4    Swenberg, J.A.5
  • 30
  • 31
    • 0030605086 scopus 로고    scopus 로고
    • Studies on the molecular toxicology of buta-1,3-diene and isoprene epoxides
    • Bleasdale, C., Small, R. D., Watson, W. P., Wilson, J., and Golding, B. T. (1996) Studies on the molecular toxicology of buta-1,3-diene and isoprene epoxides. Toxicology 113, 290-293.
    • (1996) Toxicology , vol.113 , pp. 290-293
    • Bleasdale, C.1    Small, R.D.2    Watson, W.P.3    Wilson, J.4    Golding, B.T.5
  • 32
    • 0031408197 scopus 로고    scopus 로고
    • Characterization of four N-3 thymidine adducts formed in vitro by the reaction of thymidine and butadiene monoxide
    • Selzer, R. R., and Elfarra, A. A. (1997) Characterization of four N-3 thymidine adducts formed in vitro by the reaction of thymidine and butadiene monoxide. Carcinogenesis 18, 1993-1998.
    • (1997) Carcinogenesis , vol.18 , pp. 1993-1998
    • Selzer, R.R.1    Elfarra, A.A.2
  • 33
    • 0032907873 scopus 로고    scopus 로고
    • In vitro reactions of butadiene monoxide with single- and double-stranded DNA: Characterization and quantitation of several purine and pyrimidine adducts
    • Selzer, R. R., and Elfarra, A. A. (1999) In vitro reactions of butadiene monoxide with single- and double-stranded DNA: Characterization and quantitation of several purine and pyrimidine adducts. Carcinogenesis 20, 285-292.
    • (1999) Carcinogenesis , vol.20 , pp. 285-292
    • Selzer, R.R.1    Elfarra, A.A.2
  • 35
    • 0028104592 scopus 로고
    • The role of 3-hydroxyethyldeoxyuridine in mutagenesis by ethylene oxide
    • Bhanot, O. S., Singh, U. S., and Solomon, J. J. (1994) The role of 3-hydroxyethyldeoxyuridine in mutagenesis by ethylene oxide. J. Biol. Chem. 269, 30056-30064.
    • (1994) J. Biol. Chem. , vol.269 , pp. 30056-30064
    • Bhanot, O.S.1    Singh, U.S.2    Solomon, J.J.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.