Development of a new method for the synthesis of oligodeoxynucleotides by use of carbamoyl-type protecting groups | Zendy

A. Ohkubo | Zendy; Rintaro Kasuya | Zendy; Kenichi Miyata | Zendy; Hideki Taguchi | Zendy; Kohji Seio | Zendy; Masayuki Sekine | Zendy

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Development of a new method for the synthesis of oligodeoxynucleotides by use of carbamoyl-type protecting groups

Author(s) -

A. Ohkubo,

Rintaro Kasuya,

Kenichi Miyata,

Hideki Taguchi,

Kohji Seio,

Masayuki Sekine

Publication year - 2007

Publication title -

nucleic acids symposium series

Language(s) - English

Resource type - Journals

eISSN - 1746-8272

pISSN - 0261-3166

DOI - 10.1093/nass/nrm066

Subject(s) - nucleobase , guanine , protecting group , cytosine , chemistry , base (topology) , combinatorial chemistry , thermal stability , base pair , group (periodic table) , stereochemistry , nucleotide , dna , biochemistry , organic chemistry , mathematics , mathematical analysis , alkyl , gene

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.

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