title: Development of a new method for the synthesis of oligodeoxynucleotides by use of carbamoyl-type protecting groups.
abstract: Previously, we observed thermal elimination of a quinolylcarbamoyl group from N-quinolylcarbamoylated nucleobase residues. In this paper, we examined the thermal stability of several carbamoyl groups on nucleobases and developed new carbamoyl-type protecting groups for base protection that can be removed by "heating". Particularly, the phenylsulfonylcarbamoyl group was found to be rapidly removed from three kinds of nucleobases, cytosine, adenine, and guanine bases. Moreover, we could carry out the synthesis of oligodeoxynucleotides by using the thermolytic protecting group for base protection.
authors.affiliation: Department of Life Science, Tokyo Institute of Technology, 4259 Nagatsuta, Midoriku, Yokohama, 2268501, Japan.
authors.forename: Akihiro
authors.initials: A
authors.lastname: Ohkubo
authors.forename: Rintaro
authors.initials: R
authors.lastname: Kasuya
authors.forename: Kenichi
authors.initials: K
authors.lastname: Miyata
authors.forename: Haruhiko
authors.initials: H
authors.lastname: Taguchi
authors.forename: Kohji
authors.initials: K
authors.lastname: Seio
authors.forename: Mitsuo
authors.initials: M
authors.lastname: Sekine
mesh_terms: D000225:Adenine / Q000737:chemistry; D001671:Biochemistry / Q000379:methods; D003596:Cytosine / Q000737:chemistry; D006147:Guanine / Q000737:chemistry; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D013449:Sulfonamides / Q000737:chemistry*; D013696:Temperature
chemical_list: D009838:Oligodeoxyribonucleotides; D013449:Sulfonamides; D006147:Guanine; D003596:Cytosine; D000225:Adenine