Synthesis and characterization of π-stacked phenothiazine-labeled oligodeoxynucleotides

被引：27

作者：

Hashmi, SAN ^{[1
]}

Hu, X ^{[1
]}

Immoos, CE ^{[1
]}

Lee, SJ ^{[1
]}

Grinstaff, MW ^{[1
]}

机构：

[1] Duke Univ, Dept Chem, Paul M Gross Chem Lab, Durham, NC 27708 USA

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 26期

关键词：

D O I：

10.1021/ol026704q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile procedure for the incorporation of N-methyl phenothiazine as the terminal nucleoside in oligodeoxynucleotides is reported. The phenothiazine nucleoside analogue is synthesized and then incorporated into DNA using an automated DNA solid-phase synthesizer. Phenothiazine-labeled oligodeoxynucleotides form stable B-form duplexes with higher melting temperatures compared to unlabeled DNA duplexes.

引用

页码：4571 / 4574

页数：4

共 65 条

[61] ANTISENSE OLIGONUCLEOTIDES - A NEW THERAPEUTIC PRINCIPLE [J].

UHLMANN, E ;

PEYMAN, A .

CHEMICAL REVIEWS, 1990, 90 (04) :543-584

[62] Synthesis of new nucleosides by coupling of chloropurines with 2- and 3-deoxy derivatives of N-methyl-D-ribofuranuronamide [J].

Volpini, R ;

Camaioni, E ;

Vittori, S ;

Barboni, L ;

Lambertucci, C ;

Cristalli, G .

HELVETICA CHIMICA ACTA, 1998, 81 (01) :145-152

[63]

Wang J, 1999, CHEM-EUR J, V5, P1681, DOI 10.1002/(SICI)1521-3765(19990604)5:6<1681::AID-CHEM1681>3.0.CO

[64]

2-U

[65] REGIOSPECIFIC SYNTHESIS OF 2'-DEOXY-2',2''-DIDEUTERIO NUCLEOSIDES [J].

WU, JC ;

BAZIN, H ;

CHATTOPADHYAYA, J .

TETRAHEDRON, 1987, 43 (10) :2355-2368

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