Premium
Nucleotides, Part LXIX , Synthesis of Phosphoramidite Building Blocks of Isoxanthopterin N 8 ‐(2′‐Deoxy‐ β ‐ D ‐ribonucleosides): New Fluorescence Markers for Oligonucleotide Synthesis
Author(s) -
Lehbauer Jörg,
Pfleiderer Wolfgang
Publication year - 2001
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 - 10.1002/1522-2675(20010815)84:8<2330::aid-hlca2330>3.0.co;2-u
Subject(s) - phosphoramidite , chemistry , oligonucleotide , combinatorial chemistry , oligonucleotide synthesis , nucleotide , dna , fluorescence , molecule , stereochemistry , biochemistry , organic chemistry , gene , physics , quantum mechanics
The chemical synthesis of isoxanthopterin and 6‐phenylisoxanthopterin N 8 ‐(2′‐deoxy‐ β ‐ D ‐ribofuranosyl nucleosides) is described as well as their conversion into suitably protected 3′‐phosphoramidite building blocks to be used as marker molecules for DNA synthesis. Applying the npe/npeoc (=2‐(4‐nitrophenyl)ethyl/[2‐(4‐nitrophenyl)ethoxy]carbonyl) strategy, we used the new building blocks in the preparation of oligonucleotides by an automated solid‐support approach. The hybridization properties of a series of labelled oligomers were studied by UV‐melting techniques. It was found that the newly synthesized markers only slightly interfered with the abilities of the labelled oligomers to form stable duplexes with complementary oligonucleotides.