Abstract
N-(guanosin-8-yl) acetylaminofluorene (Guo-AAF) was prepared by the reaction of N-acetoxy-N-2-acetylaminofluorene (AAAF) and guanosine. Antibodies to Guo-AAF were elicited in rabbits by immunization with bovine serum albumin-Guo-AAF conjugate. The antibodies were purified by affinity chromatography on a Sepharose-Guo-AAF column. The reactivity of these antibodies towards several ligands was studied by radioimmunoassay. The antibodies have the same affinity for double stranded DNA-AAF and single stranded DNA-AAF. Thus the geometry of the regions of DNA substituted by AAF residues is the same in native and denatured DNA. The affinity of the antibodies is smaller for DNA-AAF than for Guo-AAF. This can be due in part to the stacking of AAF residues with the adjacent bases as shown by the study of the interactions between the antibodies and AAF-oligonucleotides. The circular dichroism spectra of AAF-oligonucleotides bound to the antibodies are reported.
Full text
PDF











Selected References
These references are in PubMed. This may not be the complete list of references from this article.
- Achter E. K., Felsenfeld G. The conformation of single-strand polynucleotides in solution: sedimentation studies of apurinic acid. Biopolymers. 1971;10(9):1625–1634. doi: 10.1002/bip.360100916. [DOI] [PubMed] [Google Scholar]
- ERLANGER B. F., BEISER S. M. ANTIBODIES SPECIFIC FOR RIBONUCLEOSIDES AND RIBONUCLEOTIDES AND THEIR REACTION WITH DNA. Proc Natl Acad Sci U S A. 1964 Jul;52:68–74. doi: 10.1073/pnas.52.1.68. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Eisenberg H., Felsenfeld G. Studies of the temperature-dependent conformation and phase separation of polyriboadenylic acid solutions at neutral pH. J Mol Biol. 1967 Nov 28;30(1):17–37. doi: 10.1016/0022-2836(67)90240-9. [DOI] [PubMed] [Google Scholar]
- Grunberger D., Weinstein I. B. Modifications of ribonucleic acid by chemical carcinogens. 3. Template activity of polynucleotides modified by N-acetoxy-2-acetylamino-fluorene. J Biol Chem. 1971 Feb 25;246(4):1123–1128. [PubMed] [Google Scholar]
- Inners L. D., Felsenfeld G. Conformation of polyribouridylic acid in solution. J Mol Biol. 1970 Jun 14;50(2):373–389. doi: 10.1016/0022-2836(70)90199-3. [DOI] [PubMed] [Google Scholar]
- Kriek E. Carcinogenesis by aromatic amines. Biochim Biophys Acta. 1974 Sep 9;355(2):177–203. doi: 10.1016/0304-419x(74)90003-1. [DOI] [PubMed] [Google Scholar]
- Kriek E., Miller J. A., Juhl U., Miller E. C. 8-(N-2-fluorenylacetamido)guanosine, an arylamidation reaction product of guanosine and the carcinogen N-acetoxy-N-2-fluorenylacetamide in neutral solution. Biochemistry. 1967 Jan;6(1):177–182. doi: 10.1021/bi00853a029. [DOI] [PubMed] [Google Scholar]
- Lavayre J., Leng M. Purification and specificity of antibodies to adenosine. Biochimie. 1977;59(1):33–42. doi: 10.1016/s0300-9084(77)80083-7. [DOI] [PubMed] [Google Scholar]
- Lefèvre J. F., Fuchs R. P., Daune M. P. Comparative studies on the 7-iodo and 7-fluoro derivatives of N-acetoxy-N-2-acetylaminofluorene: binding sites on DNA and conformational change of modified deoxytrinucleotides. Biochemistry. 1978 Jun 27;17(13):2561–2567. doi: 10.1021/bi00606a016. [DOI] [PubMed] [Google Scholar]
- Leng M., Drocourt J. L., Lavayre J., Guigues M., Michelson M. Etude d'anticorps anti-mononucléotides et anti-dinucléotides. C R Acad Sci Hebd Seances Acad Sci D. 1974 Apr 8;278(15):1979–1982. [PubMed] [Google Scholar]
- Leng M., Sage E., Fuchs R. P., Duane M. P. Antibodies to DNA modified by the carcinogen N-acetoxy-N-2-acetylaminofluorene. FEBS Lett. 1978 Aug 15;92(2):207–210. doi: 10.1016/0014-5793(78)80755-8. [DOI] [PubMed] [Google Scholar]
- Nelson J. H., Grunberger D., Cantor C. R., Weinstein I. B. Modification of ribonucleic acid by chemical carcinogens. IV. Circular dichroism and proton magnetic resonance studies of oligonucleotides modified with N-2-acetylaminofluorene. J Mol Biol. 1971 Dec 14;62(2):331–346. doi: 10.1016/0022-2836(71)90431-1. [DOI] [PubMed] [Google Scholar]
- Poirier M. C., Yuspa S. H., Weinstein I. B., Blobstein S. Detection of carcinogen-DNA adducts by radiommunoassay. Nature. 1977 Nov 10;270(5633):186–188. doi: 10.1038/270186a0. [DOI] [PubMed] [Google Scholar]
- Sage E., Leng M. Purification and specificity of antibodies to inosine 5'-monophosphate. Biochimie. 1977;59(3):269–274. doi: 10.1016/s0300-9084(77)80143-0. [DOI] [PubMed] [Google Scholar]
- Warner C., Schumaker V. Detection of two species of antibody molecules with the same specificity. Biochem Biophys Res Commun. 1970 Oct 9;41(1):225–231. doi: 10.1016/0006-291x(70)90492-4. [DOI] [PubMed] [Google Scholar]