Antibodies specific for DNA components structurally modified by chemical carcinogens

Adamkiewicz J, Eberhardt W, Langenberg U, Müller R, Rajewsky MF (1981) Monoclonal antibodies for the specific detection and quantification of DNA components structurally modified by alkylating carcinogens. Proc. Sect. Exp. Cancer Res. German Cancer Soc. J Cancer Res Clin Oncol 99:A21Google Scholar

Adamkiewicz J, Rajewsky MF (1982) (Submit. for publ.)Google Scholar

Baird WM (1979) The use of radioactive carcinogens to detect DNA modifications. In: Grover PL (ed) Chemical carcinogens and DNA. CRC Press, Boca Raton, pp 59–83Google Scholar

Beiser SM, Tanenbaum SW, Erlanger BF (1968) Purine- and pyrimidine-protein conjugates. Meth Enzymol 12:889–893Google Scholar

Boissonnas RA (1951) Une nouvelle methode de synthèse peptidique. Helv Chim Acta 34:874–879Google Scholar

Briscoe WT, Spizizen J, Tan EM (1978) Immunological detection of O⁶-methylguanine in alkylated DNA. Biochemistry 17:1896–1901Google Scholar

Brunngraber EF, Chargaff E (1967) Purification and properties of a nucleoside phosphotransferase from carrot. J Biol Chem 242:4834–4840Google Scholar

Cornelis JJ, Rommelaere J, Urbain J, Errera M (1977) A sensitive method for measuring pyrimidine dimers in situ. Photochem Photobiol 26:241–246Google Scholar

De Murcia G, Lang MCE, Freund AM, Fuchs RPP, Daune MP, Sage E, Leng M (1979) Electron-microscopic visualization of N-acetoxy-N-2-acetylaminofluorene binding sites in Col E-1 DNA by means of specific antibodies. Proc Natl Acad Sci USA 76:6076–6080Google Scholar

Erlanger BF (1973) Principles and methods for the preparation of drug-protein conjugates for immunological studies. Pharmacol Rev 25:271–280Google Scholar

Erlanger BF, Beiser SM (1964) Antibodies specific for ribonucleosides and ribonucleotides and their reaction with DNA. Proc Natl Acad Sci USA 52:68–74Google Scholar

Farr RS (1958) A quantitative immunological measure of the primary interaction between I BSA and antibody. J Infect Dis 103:239–262Google Scholar

Fink A, Hotz G (1977) Immunological reaction of UV-induced radiation damage in coliphage DNA. Z Naturforsch 32c:544–549Google Scholar

Goth R, Rajewsky MF (1974) Molecular and cellular mechanisms associated with pulse-carcinogenesis in the rat nervous system by ethylnitrosourea: ethylation of nucleic acids and elimination rates of ethylated bases from the DNA of different tissues. Z Krebsforsch 82:37–64Google Scholar

Grabar P, Avrameas S, Taudou B, Salomon JC, (1968) Formation and isolation of antibodies specific for nucleosides. In: Plescia OJ, Braun W (eds) Nucleic acids in immunology. Springer, Berlin Heidelberg New York, pp 79–87Google Scholar

Grover PL (ed) (1979) Chemical carcinogens and DNA. CRC Press, Boca RatonGoogle Scholar

Guigues M, Leng M (1979) Reactivity of antibodies to guanosine modified by the carcinogen N-acetoxy-N-2-aminofluorene. Nucl Acids Res 6:733–744Google Scholar

Halloran MJ, Parker CW (1966) The preparation of nucleotide-protein conjugates: Carbodiimides as coupling agents. J Immunol 96:373–378Google Scholar

Hannske F, Cramer F (1979) Modification of the 3′-terminus of t-RNA by periodate oxidation and subsequent reaction with hydrazides. Meth Enzymol 59:172–181Google Scholar

Harris CC, Yolken RH, Krokan H, Hsu IC (1979) Ultrasensitive enzymatic radioimmunoassay: Application to detection of cholera toxin and rotavirus. Proc. Natl Acad Sci USA 76:5336–5339Google Scholar

Haugen Å, Groopman JD, Hsu IC, Goodrich GR, Wogan JN, Harris CC (1981) Monoclonal antibody to aflatoxin B₁ modified DNA detected by enzyme immunoassay. Proc Natl Acad Sci USA 78:4124–4127Google Scholar

Hoard DE, Ott DG (1965) Conversion of mono- and oligodeoxynucleotides to 5′-triphosphates. J Am Chem Soc 87:1785–1788Google Scholar

Hsu IC, Poirier MC, Yuspa SH, Grunberger D, Weinstein IB, Yolken RH, Harris CC (1981) Measurement of benzo(a)pyrene-DNA adducts by enzyme immunoassays and radioimmunoassay. Cancer Res 41:1091–1095Google Scholar

Hsu IC, Poirier MC, Yuspa SH, Yolken RH, Harris CC (1980) Ultrasensitive enzymatic radioimmunoassay (USERIA) detects femtomoles of acetylaminofluorene-DNA adducts. Carcinogenesis 1:455–458Google Scholar

Jarzabek-Chorzelska M, Zarebska Z, Wolska H, Rzesa G (1976) Immunological phenomena induced by UV rays. Acta Derm Venereol (Stockh) 56:15–18Google Scholar

Köhler G, Milstein C (1975) Continuous cultures of fused cells secreting antibody of predefined specificity. Nature (Lond) 256:495–497Google Scholar

Köster H, Heidmann W (1973) Eine neue Konzeption zur Synthese von Oligodesoxyribonucleotiden. Angew Chem 85:871–872Google Scholar

Kriek E, van der Laken CJ, Welling M (1981) Immunological detection and quantification of the reaction products of 2-acetylaminofluorene with guanine in DNA. In: Bartsch, H and Armstrong, B (eds) Host factors in human carcinogenesis. IARC Scientific Publications No. 39. International Agency for Research on Cancer. Lyon (in press)Google Scholar

Kyrtopoulos SA, Swann PF (1980) The use of radioimmunoassay to study the formation and disappearance of O⁶-methylguanine in mouse liver satelite and main-band DNA following dimethylnitrosamine administration. J Cancer Res Clin Oncol 98:127–138Google Scholar

Lakhanisky T, Hendrickx B, Mouton RF, Cornelis JJ (1979) A serological study of removal of UV-induced photoproducts in the DNA of Tetrahymena pyriformis GL: Influence of caffeine, quinacrine and chloroquine. Photochem Photobiol 29:851–853Google Scholar

Leng M, Sage E Fuchs RPP, Daune MP (1978) Antibodies to DNA modified by the carcinogen N-acetoxy-N-2-acetylaminofluorene. FEBS Letters 92:207–210Google Scholar

Levine L, Seaman E, Hammerschlag E, Van Vunakis H (1966) Antibodies to photoproducts of deoxyribonucleic acids irradiated with ultraviolet light. Science 153:1666–1667Google Scholar

Lucas CJ (1972) Immunological demonstration of the disappearance of pyrimidine dimers from nuclei of cultured human cells. Exp Cell Res 74:480–486Google Scholar

Marutzky R, Peterssen-Borstel H, Flossdorf J, Kula MR (1974) Large scale enzymatic synthesis of nucleoside-5′-monophosphates using a phosphotransferase from carrots. Biotechnol Bioeng 16:1448–1458Google Scholar

Meredith RD, Erlanger BF (1979) Isolation and characterization of rabbit anti-m⁷G-5′-P antibodies of high apparent affinity. Nucl Acids Res 6:2179–2191Google Scholar

Miller JA, Miller EC (1979) Perspectives on the metabolism of chemical carcinogens. In: Emmelot P, Kriek E (eds) Environmental carcinogenesis. Elsevier/North-Holland Biomedical Press, Amsterdam, pp 25–50Google Scholar

Müller R (1980) Calculation of average antibody affinity in anti-hapten sera from data obtained by competitive radioimmunoassay. J Immunol Meth 34:345–352Google Scholar

Müller R, Drosdziok W, Rajewsky MF (1981) Enzymatic synthesis of double-stranded DNA containing radioactively labeled O⁶-ethylguanine as the only modified base. Carcinogenesis. 2:321–327Google Scholar

Müller R, Rajewsky MF (1978) Sensitive radioimmunoassay for detection of O⁶-ethyldeoxyguanosine in DNA exposed to the carcinogen ethylnitrosourea in vivo or in vitro. Z Naturforsch 33c:897–901Google Scholar

Müller R, Rajewsky MF (1979a) Immunological detection of ethylation products in DNA exposed to ethylnitrosourea in vivo or in vitro. In: Santi L, Parodi S (eds) Short-term tests for prescreening of potential carcinogens. Istituto Scientifico per lo Studio e la Cura dei Tumori, Genova, pp 70–75Google Scholar

Müller R, Rajewsky MF (1980) Immunological quantification by high affinity antibodies of O⁶-ethyldeoxyguanosine in DNA exposed to N-ethyl-N-nitrosourea. Cancer Res 40:887–896Google Scholar

Müller R, Rajewsky MF (1982) (Submit. for publ.)Google Scholar

Munns TW, Liszewski MK (1980) Antibodies specific for modified nucleosides: An immunochemical approach for the isolation and characterization of nucleic acids. Progr Nucl Acid Res Mol Biol 24:109–165Google Scholar

Natali PG, Tan EM (1971) Immunological detection of thymidine photoproduct formation in vivo. Radiat Res 46:506–518Google Scholar

Nehls P, Rajewsky MF (1981) Ethylation of fetal rat brain chromosomal DNA by ethylnitrosourea. Proc. Sect. Exp. Cancer Res. German Cancer Soc. J Cancer Res Clin Oncol 99:A38Google Scholar

Paules RS, Poirier MC, Mass MJ, Weinstein IB, Grunberger D, Yuspa SH, Kaufman DS (1981) Electron-microscopic visualization of benzo(a)pyrene-DNA adducts using highly specific antibody probes. Proc Am Assoc Cancer Res 22:86 [Abstr no 341]Google Scholar

Pegg AE (1977) Formation and metabolism of alkylated nucleosides: Possible role in carcinogenesis by nitroso compounds and alkylating agents. Adv Cancer Res 25:195–269Google Scholar

Plescia OJ (1968) Preparation and assay of nucleic acids as antigens. Meth Enzymol 12:893–899Google Scholar

Plescia OJ, Braun W, Palczuk NC (1964) Production of antibodies to denatured deoxyribonucleic acid (DNA). Proc Natl Acad Sci USA 52:279–285Google Scholar

Poirier MC (1981a) Antibodies to carcinogen-DNA adducts. J Natl Cancer Inst 67:515–519Google Scholar

Poirier MC, Connor RJ (1981) A radioimmunoassay for acetylaminofluorene-DNA adducts. Meth Enzymol (in press)Google Scholar

Poirier MC, Dubin MA, Yuspa SH (1979) Formation and removal of specific acetylaminofluorene-DNA adducts in mouse and human cells measured by radioimmunoassay. Cancer Res 39:1377–1381Google Scholar

Poirier MC, Santella R, Weinstein IB, Grunberger D, Yuspa SH (1980a) Quantitation of benzo(a)-pyrene-deoxyguanosine adducts by radioimmunoassay. Cancer Res 40:412–416Google Scholar

Poirier MC, Williams GM, Yuspa SH (1980b) Effect of culture conditions, cell type, and species of origin on the distribution of acetylated and deacetylated deoxyguanosine C-8 adducts of N-acetox-2-acetylaminofluorene. Molec Pharmacol 18:581–587Google Scholar

Poirier MC, Yuspa SH, Weinstein IB, Blobstein S (1977) Detection of carcinogen-DNA adducts by radioimmunoassay. Nature (Lond) 270:186–188Google Scholar

Rajewsky MF (1980) Specificity of DNA damage in chemical carcinogenesis. In: Montesano R et al. (eds) Molecular and cellular aspects of carcinogen screening tests. IARC Scientific Publications No. 27. International Agency for Research on Cancer. Lyon, pp 41–54Google Scholar

Rajewsky MF, Müller R, Adamkiewicz J, Drosdziok W (1980) Immunological detection and quantification of DNA components structurally modified by alkylating carcinogens (ethylnitrosourea). In: Pullman B et al. (eds) Carcinogenesis: Fundamental mechanisms and environmental effects. Reidel, Dordrecht, pp 207–218Google Scholar

Saffhill R, Boyle JM (1981) Detection of carcinogen-DNA adducts by radio-immunoassay. Abstr. Proc. 22nd Ann. Gen. Meeting. Brit. Assoc. Cancer Res. Br J Cancer 44:275Google Scholar

Sage E, Fuchs RPP, Leng M (1979) Reactivity of the antibodies to DNA modified by the carcinogen N-acetoxy-N-aminofluorene. Biochemistry 18:1328–1332Google Scholar

Seaman E, Van Vunakis H, Levine L (1972) Serologic estimation of thymine dimers in the deoxyribonucleic acid of bacterial and mammalian cells following irradiation with ultraviolet light and postirradiation repair. J Biol Chem 247:5709–5715Google Scholar

Singer B (1979) N-nitroso alkylating agents: Formation and persistence of alkyl derivatives in mammalian nucleic acids as contributing factors in carcinogenesis. J Natl Cancer Inst 62:1329–1339Google Scholar

Spodheim-Maurizot M, Saint-Ruf G, Leng M (1979) Conformational changes induced in DNA by in vitro reaction with N-hydroxy-N-2-aminofluorene. Nucl Acids Res 6:1683–1694Google Scholar

Spodheim-Maurizot M, Saint-Ruf G, Leng M (1980) Antibodies to N-hydroxy-2-aminofluorene modified DNA as probes in the study of DNA reacted with derivatives of 2-acetylaminofluorene. Carcinogenesis 1:807–812Google Scholar

Steward MW, Petty RE (1972) The antigen-binding characteristics of antibody pores of different relative affinity. Immunology 23:881–887Google Scholar

Stollar BD, Borel Y (1976) Nucleoside specificity in the carrier IgG-dependent induction of tolerance. J Immunol 117:1308–1313Google Scholar

Strickland PT, Boyle JM (1980) Characterisation of monoclonal antibody to UV irradiated DNA. Proc. VIIIth Int. Congr. Photobiol. (Strasbourg), [Abstr P285]Google Scholar

Strickland PT, Boyle JM (1981) Applications of the Farr assay to the analysis of antibodies specific for UV-irradiated DNA. J Immunol Meth 41:115–124Google Scholar

Wakizaka A, Okuhara E (1979) Immunologically active lesions induced on double-stranded DNA with ultraviolet. Photochem Photobiol 30:573–580Google Scholar

Yoshikawa M, Kato T, Takenishi T (1967) A novel method for phosphorylation of nucleosides to 5′-nucleotides. Tetrahedron Lett 50:5065–5068Google Scholar