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Synthesis and structure of (carboxymethyl)‐functionalized cyclobuta‐fused uracil dimers
Author(s) -
Carell Thomas,
Epple Robert,
Gramlich Volker
Publication year - 1997
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19970800718
Subject(s) - chemistry , uracil , stereochemistry , dna , crystal structure , proton nmr , combinatorial chemistry , crystallography , biochemistry
Herein, we report a convenient method for the preparation of four benzyl‐ester‐protected, (carboxymethyl)‐functionalized cyclobuta‐fused uracil dimers 1–4 , including the desired cis‐cisoid‐cis,syn‐ configured isomer 1 , a compound which is suitable for the preparation of catalytic antibodies, synthetic receptors, and model compounds, required for the investigation of the DNA‐lesion, recognition step and DNA‐repair mechanisms. A comprehensive structure determination of each isomer by 1 H‐NMR, and in the case of the cis‐cisoid‐cis,syn‐ and the cis‐traftsoid‐cis,Syn‐ dimers by X‐ray crystal‐structure analysis, is also provided.