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Multiple metal binding to 6-oxopurine nucleobases as a source of deprotonation. The role of metal ions at N7 and N3

Lookup NU author(s): David Amantia, Professor Andrew HoultonORCiD

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Abstract

Simultaneous metal coordination to N7 (PtII) and N3 (Pd II) of N9-blocked guanine leads to a 104 fold acidification of the guanine-N(1)H position and hence to a virtual complete deprotonation of the N(1)H position at neutral pH. The chelate-tethered nucleobase ethylenediamine-N9-ethylguanine was employed and relevant acid-base equilibria were studied by pD dependent 1H NMR spectroscopy. CH2 resonances of the tether were assigned on the basis of NOESY and COSY experiments. Our findings suggest a plausible method of formation of a previously reported trinuclear PtII complex of 9-ethylguanine with metals coordinated to N1, N3 and N7. According to this, a sequence with the first metal binding to N7, the second one binding to N3, and only the third one binding to N1 with deprotonation of this site is proposed. © The Royal Society of Chemistry 2006.

Publication metadata

Author(s): Morell Cerda M, Amantia D, Costisella B, Houlton A, Lippert B

Publication type: Article

Publication status: Published

Journal: Dalton Transactions

Year: 2006

Issue: 32

Pages: 3894-3899

Print publication date: 01/01/2006

Date deposited: 09/07/2010

ISSN (print): 1477-9226

ISSN (electronic): 1477-9234

Publisher: Royal Society of Chemistry

URL: http://dx.doi.org/10.1039/b603650c

DOI: 10.1039/b603650c

PubMed id: 16896449

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