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Hairpin‐shaped DNA duplexes with disulfide bonds in sugar‐phosphate backbone as potential DNA reagents for crosslinking with proteins
Author(s) -
Dolinnaya Nina,
Metelev Valeri,
Oretskaya Tatiana,
Tabatadze David,
Shabarova Zoe
Publication year - 1999
Publication title -
febs letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.593
H-Index - 257
eISSN - 1873-3468
pISSN - 0014-5793
DOI - 10.1016/s0014-5793(99)00059-9
Subject(s) - dna , sugar phosphates , chemistry , disulfide bond , phosphate , reagent , biochemistry , a dna , organic chemistry
Convenient approaches were described to incorporate ‐OP(=O)O − ‐SS‐O − (O=)PO‐ bridges in hairpin‐shaped DNA duplexes instead of regular phosphodiester linkages: (i) H 2 O 2 ‐ or 2,2′‐dipyridyldisulfide‐mediated coupling of 3′‐ and 5′‐thiophosphorylated oligonucleotides on complementary template and (ii) more selective template‐guided autoligation of a preactivated oligonucleotide derivative with an oligomer carrying a terminal thiophosphoryl group. Dithiothreitol was found to cleave completely modified internucleotide linkage releasing starting oligonucleotides. The presence of complementary template as an intrinsic element of the molecule protects the hairpin DNA analog from spontaneous exchange of disulfide‐linked oligomer fragments and makes it a good candidate for auto‐crosslinking with cysteine‐containing proteins.