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Fluorescent 2‐aza‐ε‐adenosine derivatives of polyadenylic acid, polyuridylic acid, and polyinosinic acid
Author(s) -
Yip K. F.,
Tsou K. C.
Publication year - 1979
Publication title -
biopolymers
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.1979.360180606
Subject(s) - chemistry , polynucleotide , adenosine , fluorescence , copolymer , polynucleotide phosphorylase , moiety , inosine , nucleoside , deoxyadenosine , polymerization , adenosine diphosphate , nucleic acid , biochemistry , stereochemistry , purine nucleoside phosphorylase , organic chemistry , polymer , enzyme , platelet , physics , platelet aggregation , quantum mechanics , purine , immunology , biology
Abstract A new fluorescent analog of adenosine, 1, N 6 ‐etheno‐2‐aza‐adenosine, has been incorporated into polynucleotides by polynucleotide phosphorylase polymerization of 1, N 6 ‐etheno‐2‐aza‐adenosine‐5′‐diphosphate and adenosine‐5′‐diphosphate, uridine‐5′‐diphosphate, or inosine‐5′‐diphosphate. These new oligonucletides possess high fluorescence when excited at 358 nm and emit at 495 nm. The ratio of the fluorescent and nonfluorescent portions of the copolymer can be controlled by the initial composition of the 2‐aza‐ε‐adenosine‐diphosphate and the corresponding nucleoside diphosphate. Fluorescent copolymers with a ratio varying from 1.6 to 35 have thus been synthesized. The physicochemical study of copolymers containing less than 10% of the 1, N 6 ‐etheno‐2‐aza‐adenosine moiety showed that they are similar to poly(A), poly(U), or poly(I). Therefore, fluorescence and polarization study of the 1, N 6 ‐etheno‐2‐aza‐adenosine residues that have been incorporated into the copolymer provides a sensitive indicator for the structure of the copolymer. Potentially these new copolymers may provide unique roles in probing the structure of poly(C) and poly(A) in cellular mRNA.