Nucleosides and nucleotides. 161. Incorporation of 5-(N-aminoalkyl)carbamoyl-2'-deoxycytidines into oligodeoxyribonucleotides by a convenient post-synthetic modification method

Bioorganic and Medicinal Chemistry Letters

Volumn 6, Issue 23, 1996, Pages 2811-2816

  Nomura, Yukari ^a   Haginoya, Noriyasu ^a   Ueno, Yoshihito ^a   Matsuda, Akira ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

5 Trifluoroethoxycarbonyl 2' deoxycytidine; Amino linker; Nucleoside; Oligodeoxyribonucleotide; Post synthetic modification

Indexed keywords

ANTISENSE OLIGODEOXYNUCLEOTIDE; DOUBLE STRANDED DNA; OLIGODEOXYRIBONUCLEOTIDE;

ARTICLE; DNA HYBRIDIZATION; DRUG STABILITY; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; REACTION ANALYSIS;

EID: 0030568140     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(96)00519-7     Document Type: Article

References (11)

1. 1. For part 160 in the series, see: Haginoya, N.; Ono, A.; Nomura, Y.; Matsuda, A. Submitted for publication.
2. 2. Ono, A.; Haginoya, N.; Kiyokawa, M.; Minakawa, N.; Matsuda, A. BioMed. Chem. Lett. 4, 361-366 (1994).
3. 3. Haginoya, N.; Ono, A.; Nomura, Y.; Matsuda, A. Submitted for publication.
4. 6: C, 40.80; H, 3.99; F, 16.13; N, 11.90. Found: C, 40.61; H, 4.13; F, 16.21; N, 11.92.
5. 2O: C, 51.79; H, 7.16; N, 16.78. Found: C, 51.91; H, 6.95; N, 16.56.
6. 4 as an internal standard).
7. 7. Beaucage, S. L.; Caruthers, M. H. Tetrahedron Lett. 22, 1859-1862 (1981).
8. 8. Ono, A. Dan, A.; Matsuda, A. Bioconjugate Chem. 4, 499-508 (1993).
9. 9. A solution containing each ODN was heated at 80 °C for 10 min, cooled gradually to an appropriate temperature, and used for the thermal denaturation study. Thermal-induced transitions of each mixture of ODNs were monitored at 254 nm by a Gilford Response II. Sample temperature was increased one degree per min. Each Tm represents the average of three measurements. Each sample contained appropriate ODNs (3 μM) and 21 (3 μM) in a buffer of 0.01 M sodium cacodylate (pH 7.0) containing 0.01 M NaCl, or ODNs (3 μM) and 22 (3 μM) in a buffer of 0.01 M sodium cacodylate (pH 7.0) containing 0.1 M NaCl.
10. 10. Maniatis, T.; Fritsch, E. F.; Sambrook, J. (1982) Molecular Cloning, Cold Spring Harbor Laboratory, New York.
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