Towards Artificial DNA-Repair Enzymes: Incorporation of a Flavin Amino Acid into DNA-Binding Oligopeptides

Angewandte Chemie (International Edition in English)

Volumn 36, Issue 13-14, 1997, Pages 1461-1464

  Carell, Thomas ^a   Butenandt, Jens ^a  

^a ETH ZURICH   (Switzerland)

Author keywords

DNA repair; Electron transfer; Flavins; Nucleobases; Peptides

Indexed keywords

EID: 0030851132     PISSN: 05700833     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.199714611     Document Type: Article

References (45)

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16. The incorporated cyclobutane uracil dimer (U=U) contains an isosteric formacetal linker instead of the bridging phosphate (p). This allows synthesis of the lesion in large quantities as required for systematic sequence- and distance-dependent repair studies. The formacetal linkage is alsoan isosteric phosphodiester substitute (X-ray crystallography). The formacetal-linked dimer is a substrate for photolyases from Neurospora crassa and Anacystis nidulans (We thank Prof. Dr. A. P. M. Eker for a generous gift of both enzymes.) Synthesis of this model compound as well as its X-ray structure, incorporation into oligonucleotides, and repairability by the DNA-repair enzymes will be reported. Laser-desorption mass spectra (negative ions detected): calcd for 11: 3548.6, found: 3549; calcd for 12: 3548.6, found: 3548.
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44. Earlier reports on the modification of DNA-binding proteins and peptides: C.-H. B. Chen, D. S. Sigman, Science 1987, 237, 1197-1201 ; J. P. Sluka, S. J. Horvath, M. F. Bruist, M.I. Simaon, P. B. Dervan, ibid. 1987, 238, 1129-1132; R. H. Ebright, Y. W. Ebright, P. S. Penergrast, A. Gunasekera, Proc. Natl. Acad. Sci. USA, 1990, 87, 2882-2886.
45. Earlier reports on the modification of DNA-binding proteins and peptides: C.-H. B. Chen, D. S. Sigman, Science 1987, 237, 1197-1201 ; J. P. Sluka, S. J. Horvath, M. F. Bruist, M.I. Simaon, P. B. Dervan, ibid. 1987, 238, 1129-1132; R. H. Ebright, Y. W. Ebright, P. S. Penergrast, A. Gunasekera, Proc. Natl. Acad. Sci. USA, 1990, 87, 2882-2886.