Nucleic acids with a six-membered 'carbohydrate' mimic in the backbone.
Starting from pyranose nucleic acids, several series of modified nucleic acids with a six-membered carbohydrate moiety (mimic) have been synthesized and analyzed over a period of 20 years, and this work is summarized here. The process starts with structural and conformational considerations, followed by synthetic efforts and a structural analysis, and ends up with a biological confirmation of the concept, demonstrating that these modified nucleic acids represent very valuable tools in chemistry and biology.
Herdewijn
Piet
P
Laboratory for Medicinal Chemistry, Rega Institute for Medical Research, Minderbroedersstraat 10, B-3000 Leuven. Piet.Herdewijn@rega.kuleuven.be
D002241:Carbohydrates / Q000737:chemistry*; D003510:Cyclohexanes / Q000737:chemistry; D053138:Cyclohexenes / Q000737:chemistry; D008353:Mannitol / Q000737:chemistry; D008968:Molecular Conformation; D009696:Nucleic Acids / Q000737:chemistry*; D013402:Sugar Alcohols / Q000737:chemistry
D002241:Carbohydrates; D003510:Cyclohexanes; D053138:Cyclohexenes; D009696:Nucleic Acids; D013402:Sugar Alcohols; C543192:hexitol; C052568:cyclohexene; D008353:Mannitol; C506365:Cyclohexane; C042890:altritol