Synthesis of heterocycles containing two cytosine or two guanine base-pairing sites. Novel tectons for self-assembly

P M Petersen; W Wu; E E Fenlon; S Kim; S C Zimmerman

doi:10.1016/0968-0896(96)00103-4

Synthesis of heterocycles containing two cytosine or two guanine base-pairing sites. Novel tectons for self-assembly

Bioorg Med Chem. 1996 Jul;4(7):1107-12. doi: 10.1016/0968-0896(96)00103-4.

Authors

P M Petersen¹, W Wu, E E Fenlon, S Kim, S C Zimmerman

Affiliation

¹ Department of Chemistry, Roger Adams Laboratory, University of Illinois, Urbana 61801, USA.

PMID: 8831982
DOI: 10.1016/0968-0896(96)00103-4

Abstract

The synthesis of 1 and 2 is described, as is the X-ray structure of 1. Tecton 1 contains two DAA hydrogen bonding sites (cytosine-like), while 2 contains two DDA sites (guanosine-like). Tectons 1 and 2 were designed to self-assemble into a helical superstructure. Self-recognition of 1 occurs in the solid state with a novel inclusion of dimethylacetamide solvent.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, P.H.S.

MeSH terms

Crystallography, X-Ray
Cytosine*
Guanine*
Heterocyclic Compounds / chemical synthesis*
Hydrogen Bonding
Models, Molecular

Substances

Heterocyclic Compounds
Guanine
Cytosine

Grants and funding

GM39783/GM/NIGMS NIH HHS/United States