caa a22 4500 469053240 CHVBK 20180323132836.0 cr unu---uuuuu 170328e19920201xx s 000 0 eng 10.1007/BF00124385 doi (NATIONALLICENCE)springer-10.1007/BF00124385 Computer-aided molecular modeling and design of DNA-inserting molecules [Elektronische Daten] [Franca van der Klein-de Gunst, Jacques van Boom, Rob Liskamp] Summary: Intercalators are molecules capable of sliding between base pairs without disturbing the overall stacking pattern. In addition, there may exist molecules capable of inserting into a base pair thereby disrupting the hydrogen bonds and replacing them with new hydrogen bonds. A molecule probably capable of inserting, i.e., an insertor, is the diketopiperazine cyclo-[Gly-Gly] (1). A barbiturate (2), alloxan (3), a pyrimidine derivative (4) and a hydantoin (5) were also studied as possible insertors. Furthermore, molecules such as ethyleneurea (6), succinimide (7), as well as a malonamide derivative (8) and oxamide derivatives (9-11) were studied in order to investigate the arrangement and the number of hydrogen bonds necessary for insertion. Molecules 12-14 were designed and studied for their capacity to act as bisinsertors and/or bisintercalators. These molecules feature two diketopiperazine moieties which are connected via a diphenyl(thio)ether, i.e., 12 and 13, or a bisphenol A spacer, i.e., 14. The latter molecule (14) seems a promising candidate as a bisinsertor. ESCOM Science Publishers B.V, 1992 Diketopiperazine nationallicence Spacer nationallicence Bisinsertor nationallicence Bisintercalator nationallicence Molecular mechanics nationallicence van der Klein-de Gunst Franca Department of Chemistry, Gorlaeus Laboratories, University of Leiden, P.O. Box 9502, 2300 RA, Leiden, The Netherlands aut van Boom Jacques Department of Chemistry, Gorlaeus Laboratories, University of Leiden, P.O. Box 9502, 2300 RA, Leiden, The Netherlands aut Liskamp Rob Department of Chemistry, Gorlaeus Laboratories, University of Leiden, P.O. Box 9502, 2300 RA, Leiden, The Netherlands aut Journal of Computer-Aided Molecular Design Kluwer Academic Publishers 6/1(1992-02-01), 33-46 0920-654X 6:1<33 1992 6 10822 https://doi.org/10.1007/BF00124385 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF00124385 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- van der Klein-de Gunst Franca Department of Chemistry, Gorlaeus Laboratories, University of Leiden, P.O. Box 9502, 2300 RA, Leiden, The Netherlands aut NATIONALLICENCE 700 1- van Boom Jacques Department of Chemistry, Gorlaeus Laboratories, University of Leiden, P.O. Box 9502, 2300 RA, Leiden, The Netherlands aut NATIONALLICENCE 700 1- Liskamp Rob Department of Chemistry, Gorlaeus Laboratories, University of Leiden, P.O. Box 9502, 2300 RA, Leiden, The Netherlands aut NATIONALLICENCE 773 0- Journal of Computer-Aided Molecular Design Kluwer Academic Publishers 6/1(1992-02-01), 33-46 0920-654X 6:1<33 1992 6 10822 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer