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Isostructural self-assembly of 2'-deoxyguanosine derivatives in aqueous and organic media.

ABSTRACT: We report the self-assembly of a hydrophilic 8-(m-acetylphenyl)-2'-deoxyguanosine (mAG) derivative into a discrete and thermally stable hexadecameric supramolecule in aqueous media. We demonstrate that this hexadecamer is isostructural to the one formed by a related lipophilic derivative in organic media. This mAG moiety represents a rare example of a small-molecule recognition motif that is capable of assembling isostructurally and with high fidelity in both organic and aqueous media.

SUBMITTER: Garcia-Arriaga M

PROVIDER: S-EPMC2646872 | biostudies-other | 2008 Aug

REPOSITORIES: biostudies-other

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Isostructural self-assembly of 2'-deoxyguanosine derivatives in aqueous and organic media.

García-Arriaga Marilyn M Hobley Gerard G Rivera José M JM

Journal of the American Chemical Society 20080722 32

We report the self-assembly of a hydrophilic 8-(m-acetylphenyl)-2'-deoxyguanosine (mAG) derivative into a discrete and thermally stable hexadecameric supramolecule in aqueous media. We demonstrate that this hexadecamer is isostructural to the one formed by a related lipophilic derivative in organic media. This mAG moiety represents a rare example of a small-molecule recognition motif that is capable of assembling isostructurally and with high fidelity in both organic and aqueous media. ...[more]

PMID: 18642917

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