Oligothiophene-5-labeled deoxyuridines for the detection of single nucleotide polymorphisms.
We report the synthesis of four oligothiophene-5-labeled deoxyuridines. These modified fluorescent nucleosides have been incorporated into oligodeoxynucleotides designed to be used as probes to discriminate, through changes in fluorescence emission, between hybridization with a perfectly complementary strand and that with a single nucleotide mismatch facing the modified uridines. Upon hybridization, remarkable differences (up to 47%) of the emitted light, depending on the uridine facing base, were observed.
Capobianco
Massimo L
ML
Istituto per la Sintesi Organica e la Fotoreattività del Consiglio Nazionale delle Ricerche, Via P. Gobetti 101, 40129 Bologna, Italy. capobianco@isof.cnr.it
Cazzato
Antonella
A
Alesi
Silvia
S
Barbarella
Giovanna
G
D020137:Base Pair Mismatch; D001483:Base Sequence; D003857:Deoxyuridine / Q000032:analysis / Q000737:chemistry*; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000032:analysis / Q000138:chemical synthesis / Q000737:chemistry*; D005820:Genetic Testing; D006801:Humans; D009841:Oligonucleotides / Q000235:genetics; D009943:Organophosphorus Compounds / Q000737:chemistry; D020641:Polymorphism, Single Nucleotide / Q000235:genetics*; D013050:Spectrometry, Fluorescence; D013876:Thiophenes / Q000737:chemistry*; D044366:Transition Temperature; D014466:Ultraviolet Rays
D005456:Fluorescent Dyes; D009841:Oligonucleotides; D009943:Organophosphorus Compounds; D013876:Thiophenes; C434331:phosphoramidite; D003857:Deoxyuridine