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Synthesis of 2′‐Deoxyisoguanosine 5′‐Triphosphate and 2′‐Deoxy‐5‐methylisocytidine 5′‐Triphosphate
Author(s) -
Jurczyk Simona C.,
Kodra Janos T.,
Park JeongHo,
Benner Steven A.,
Battersby Thomas R.
Publication year - 1999
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/(sici)1522-2675(19990707)82:7<1005::aid-hlca1005>3.0.co;2-5
Subject(s) - chemistry , oligonucleotide , nucleotide , adenosine triphosphate , nucleoside triphosphate , stereochemistry , oligonucleotide synthesis , base pair , dna , combinatorial chemistry , biochemistry , gene
The syntheses of the 5′‐triphosphates of 2′‐deoxyisoguanosine (=p 3 isoG d ) and 2′‐deoxy‐5‐methylisocytidine (=p 3 me 5 isoC d ), two new bases for the genetic alphabet, are described. The triphosphates were synthesized from the corresponding nucleosides using a transient‐protection procedure. The introduction of a methyl group at the 5‐position of 2′‐deoxyisocytidine remarkably improved the stability of the triphosphate. Characterization of the triphosphates included enzymatic incorporation opposite the complementary base in a template oligonucleotide.