title: 2'-deoxy-1-methylpseudocytidine, a stable analog of 2'-deoxy-5-methylisocytidine.
abstract: 2'-deoxy-5-methylisocytidine is widely used in assays to personalize the care of patients infected with HIV, hepatitis C, and other infectious agents. However, oligonucleotides that incorporate 2'-deoxy-5-methylisocytidine are expensive, because of its intrinsic chemical instability. We report here a C-glycoside analog that is more stable and, in oligonucleotides, pairs with 2'-deoxyisoguanosine, contributing to duplex stability about as much as a standard 2'-deoxycytidine and 2'-deoxyguanosine pair.
authors.affiliation: Westheimer Institute for Science and Technology, Foundation for Applied Molecular Evolution, PO Box 13174, Gainesville, FL 32604, USA.
authors.forename: Hyo-Joong
authors.initials: HJ
authors.lastname: Kim
authors.forename: Nicole A
authors.initials: NA
authors.lastname: Leal
authors.forename: Steven A
authors.initials: SA
authors.lastname: Benner
mesh_terms: D020029:Base Pairing; D001483:Base Sequence; D002851:Chromatography, High Pressure Liquid; D003562:Cytidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis / Q000737:chemistry; D044366:Transition Temperature
chemical_list: C541663:2'-deoxy-1-methylpseudocytidine; C413872:2'-deoxy-5-methylisocytidine; D009838:Oligodeoxyribonucleotides; D003562:Cytidine