Site selective formation of thymine glycol-containing oligodeoxynucleotides by oxidation with osmium tetroxide and bipyridine-tethered oligonucleotide [12]

Journal of the American Chemical Society

Volumn 122, Issue 26, 2000, Pages 6309-6310

  Nakatani, Kazuhiko ^a   Hagihara, Shinya ^a   Sando, Shinsuke ^a   Miyazaki, Hiroshi ^a   Tanabe, Kazuhito ^a   Saito, Isao ^a  

^a NONE

Author keywords

[No Author keywords available]

Indexed keywords

BIPYRIDINE; GLYCOL; OLIGODEOXYNUCLEOTIDE; OLIGONUCLEOTIDE; OSMIUM TETRAOXIDE; THYMINE;

CHEMICAL MODIFICATION; CHEMICAL REACTION; LETTER; OXIDATION; REACTION ANALYSIS; REDUCTION; SYNTHESIS;

EID: 0034608862     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0004478     Document Type: Letter

References (24)

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20. 26 position which was produced by hydrolysis of the osmate complex of the cross-linked product.
21. 27 selectivity was slightly improved by using a tether with shorter length with concomitant decrease of oxidation efficiency. See Supporting Information.
22. For proximity effects on the site selectivity of guanine modification, see: (a) Nakatani, K.; Shirai, J.; Sando, S.; Saito, I. J. Am. Chem. Soc. 1997, 119, 7626-7635. (b) Grant, K. B.; Dervan, P. B. Biochemistry 1996, 35, 12313-12319.
23. For proximity effects on the site selectivity of guanine modification, see: (a) Nakatani, K.; Shirai, J.; Sando, S.; Saito, I. J. Am. Chem. Soc. 1997, 119, 7626-7635. (b) Grant, K. B.; Dervan, P. B. Biochemistry 1996, 35, 12313-12319.
24. The oxidation of ODN3 with osmium tetroxide in the presence of ODN that lacks bipyridine ligand and contains only a primary amino group at the 5′-end was not observed at all under identical conditions.