Acidic dissociation of 7 : 9-dialkylguanines and its possible relation to mutagenic properties of alkylating agents

Acidic dissociation of 7 : 9-dialkylguanines and its possible relation to mutagenic properties of alkylating agents

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ABSTRACT Watson and Crick1 proposed as a possible mechanism for mutation that changes in the tautomeric structure of a base of deoxyribonucleic acid (DNA) could induce its pairing with an anomalous base. In considering the possible correlation between the action of alkylating agents on DNA and the mutagenic activity of these agents, we mentioned in a recent report2 that it was not obvious how the initial action of alkylation of DNA, which has been shown to occur at N(7) of guanine moieties3,4, could affect base-pairing in DNA according to the Watson–Crick model. We therefore suggested that the subsequent loss of the alkylated guanine moiety from DNA (refs. 4 and 5) might be the chemical action necessary for mutation to result. Access through your institution Buy or subscribe This is a preview of subscription content, access via your institution ACCESS OPTIONS Access through your institution Subscribe to this journal Receive 51 print issues and online access $199.00 per year only $3.90 per issue Learn more Buy this article * Purchase on SpringerLink * Instant access to full article PDF Buy now Prices may be subject to local taxes which are calculated during checkout ADDITIONAL ACCESS OPTIONS: * Log in * Learn about institutional subscriptions * Read our FAQs * Contact customer support SIMILAR CONTENT BEING VIEWED BY OTHERS PROTON TRANSFER DURING DNA STRAND SEPARATION AS A SOURCE OF MUTAGENIC GUANINE-CYTOSINE TAUTOMERS Article Open access 05 November 2022 THE TRAJECTORY OF INTRAHELICAL LESION RECOGNITION AND EXTRUSION BY THE HUMAN 8-OXOGUANINE DNA GLYCOSYLASE Article Open access 07 September 2020 DYNAMIC BASIS FOR DA•DGTP AND DA•D8OGTP MISINCORPORATION VIA HOOGSTEEN BASE PAIRS Article 24 April 2023 REFERENCES * Watson, J. D., and Crick, F. H. C., _Nature_, 171, 964 (1953). Article  ADS  CAS  Google Scholar  * Lawley, P. D., and Brookes, P., _Ann. Rep. Brit. Empire Cancer Campaign_, 38, 10 (1960). Google Scholar  * Lawley, P. D., and Wallick, C. A., _Chem. and Indust._, 633 (1957). * Brookes, P., and Lawley, P. D., _Biochem. J._, 77, 478 (1960). Article  CAS  Google Scholar  * Lawley, P. D., _Proc. Chem. Soc._, 290 (1957). * Brookes, P., and Lawley, P. D., _J. Chem. Soc._, 3923 (1961). Download references AUTHOR INFORMATION AUTHORS AND AFFILIATIONS * Chester Beatty Research Institute, Institute of Cancer Research: Royal Cancer Hospital, Fulham Road, London, S.W.3 P. D. LAWLEY & P. BROOKES Authors * P. D. LAWLEY View author publications You can also search for this author inPubMed Google Scholar * P. BROOKES View author publications You can also search for this author inPubMed Google Scholar RIGHTS AND PERMISSIONS Reprints and permissions ABOUT THIS ARTICLE CITE THIS ARTICLE LAWLEY, P., BROOKES, P. Acidic Dissociation of 7 : 9-Dialkylguanines and its Possible Relation to Mutagenic Properties of Alkylating Agents. _Nature_ 192, 1081–1082 (1961). https://doi.org/10.1038/1921081b0 Download citation * Issue Date: 16 December 1961 * DOI: https://doi.org/10.1038/1921081b0 SHARE THIS ARTICLE Anyone you share the following link with will be able to read this content: Get shareable link Sorry, a shareable link is not currently available for this article. Copy to clipboard Provided by the Springer Nature SharedIt content-sharing initiative

ABSTRACT Watson and Crick1 proposed as a possible mechanism for mutation that changes in the tautomeric structure of a base of deoxyribonucleic acid (DNA) could induce its pairing with an


anomalous base. In considering the possible correlation between the action of alkylating agents on DNA and the mutagenic activity of these agents, we mentioned in a recent report2 that it


was not obvious how the initial action of alkylation of DNA, which has been shown to occur at N(7) of guanine moieties3,4, could affect base-pairing in DNA according to the Watson–Crick


model. We therefore suggested that the subsequent loss of the alkylated guanine moiety from DNA (refs. 4 and 5) might be the chemical action necessary for mutation to result. Access through


your institution Buy or subscribe This is a preview of subscription content, access via your institution ACCESS OPTIONS Access through your institution Subscribe to this journal Receive 51


print issues and online access $199.00 per year only $3.90 per issue Learn more Buy this article * Purchase on SpringerLink * Instant access to full article PDF Buy now Prices may be subject


to local taxes which are calculated during checkout ADDITIONAL ACCESS OPTIONS: * Log in * Learn about institutional subscriptions * Read our FAQs * Contact customer support SIMILAR CONTENT


BEING VIEWED BY OTHERS PROTON TRANSFER DURING DNA STRAND SEPARATION AS A SOURCE OF MUTAGENIC GUANINE-CYTOSINE TAUTOMERS Article Open access 05 November 2022 THE TRAJECTORY OF INTRAHELICAL


LESION RECOGNITION AND EXTRUSION BY THE HUMAN 8-OXOGUANINE DNA GLYCOSYLASE Article Open access 07 September 2020 DYNAMIC BASIS FOR DA•DGTP AND DA•D8OGTP MISINCORPORATION VIA HOOGSTEEN BASE


PAIRS Article 24 April 2023 REFERENCES * Watson, J. D., and Crick, F. H. C., _Nature_, 171, 964 (1953). Article  ADS  CAS  Google Scholar  * Lawley, P. D., and Brookes, P., _Ann. Rep. Brit.


Empire Cancer Campaign_, 38, 10 (1960). Google Scholar  * Lawley, P. D., and Wallick, C. A., _Chem. and Indust._, 633 (1957). * Brookes, P., and Lawley, P. D., _Biochem. J._, 77, 478 (1960).


Article  CAS  Google Scholar  * Lawley, P. D., _Proc. Chem. Soc._, 290 (1957). * Brookes, P., and Lawley, P. D., _J. Chem. Soc._, 3923 (1961). Download references AUTHOR INFORMATION AUTHORS


AND AFFILIATIONS * Chester Beatty Research Institute, Institute of Cancer Research: Royal Cancer Hospital, Fulham Road, London, S.W.3 P. D. LAWLEY & P. BROOKES Authors * P. D. LAWLEY


View author publications You can also search for this author inPubMed Google Scholar * P. BROOKES View author publications You can also search for this author inPubMed Google Scholar RIGHTS


AND PERMISSIONS Reprints and permissions ABOUT THIS ARTICLE CITE THIS ARTICLE LAWLEY, P., BROOKES, P. Acidic Dissociation of 7 : 9-Dialkylguanines and its Possible Relation to Mutagenic


Properties of Alkylating Agents. _Nature_ 192, 1081–1082 (1961). https://doi.org/10.1038/1921081b0 Download citation * Issue Date: 16 December 1961 * DOI: https://doi.org/10.1038/1921081b0


SHARE THIS ARTICLE Anyone you share the following link with will be able to read this content: Get shareable link Sorry, a shareable link is not currently available for this article. Copy to


clipboard Provided by the Springer Nature SharedIt content-sharing initiative