Oligonucleotide labeling: synthesis of a new spin-labeled 2'-deoxyguanosine analogue.
In order to achieve an EPR sensitive probe for DNA, 3-carboxy-Proxyl free radical was linked to O-6 of dG through a five-atoms-tether. The modified base was incorporated into a 30-mer ODN, then annealed to its complementary DNA strand. Hydrodynamic parameters show only a slight destabilization with respect to the equivalent unlabeled hybrid. EPR could monitor the hybrid formation showing a progressive enlargement of the upfield signal in passing from the labeled ss- to the ds-30-mer.
Giordano
C
C
Centro di Chimica del Farmaco, CNR, Dipartimento di Studi Farmaceutici, Università La Sapienza, Rome, Italy.
Pedone
F
F
Fattibene
P
P
Cellai
L
L
D003497:Cyclic N-Oxides / Q000737:chemistry*; D004247:DNA / Q000032:analysis*; D003849:Deoxyguanosine / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D004578:Electron Spin Resonance Spectroscopy; D005454:Fluorescence Polarization; D005609:Free Radicals; D009690:Nucleic Acid Conformation; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013056:Spectrophotometry, Ultraviolet; D013113:Spin Labels / Q000138:chemical synthesis*
C421448:5'-O-(4,4'-dimethoxytrityl)-O(6)-(3-(2,2,5,5-tetramethyl-1-pyrrolidinyloxy-3-carboxamido)propyl)deoxyguanosine-3'-(O-cyanoethyl-N,N-diisopropyl)phosphoramidite; D003497:Cyclic N-Oxides; D005609:Free Radicals; D009943:Organophosphorus Compounds; D013113:Spin Labels; C032289:2,2,5,5-tetramethyl-1-pyrrolidinyloxy-3-carboxylic acid; D004247:DNA; D003849:Deoxyguanosine