Ultrafast reversible photo-cross-linking reaction: Toward in situ DNA manipulation

被引：157

作者：

Yoshimura, Yoshinaga ^{[2
]}

Fujimoto, Kenzo ^{[1
,2
]}

机构：

[1] Japan Adv Inst Sci & Technol, Sch Mat Sci, Nomi, Ishikawa 9231292, Japan

[2] Japan Sci & Technol Agcy, Nomi, Ishikawa 9231211, Japan

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 15期

关键词：

D O I：

10.1021/ol801112j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We describe a novel ultrafast reversible DNA interstrand photo-cross-linking reaction via 3-cyanovinylcarbazole nucleoside ((CNV)K). Oligodeoxynucleotide (ODN) containing (CNV)K can be photo-cross-linked by irradiation at 366 nm for 1s, and the photo-cross-linked ODN can be split by irradiation at 312 nm for 60 s.

引用

页码：3227 / 3230

页数：4

共 26 条

[1] Intracellular inducible alkylation system that exhibits antisense effects with greater potency and selectivity than the natural oligonucleotide [J].

Ali, Md. Monsur ;

Oishi, Motoi ;

Nagatsugi, Fumi ;

Mori, Kenya ;

Nagasaki, Yukio ;

Kataoka, Kazunori ;

Sasaki, Shigeki .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (19) :3136-3140

[2]

Ami T, 2007, ORG BIOMOL CHEM, V5, P2583, DOI 10.1039/b708264a

[3] Near-UV induced interstrand cross-links in anthraquinone-DNA duplexes [J].

Bergeron, Francois ;

Nair, Vandana K. ;

Wagner, J. Richard .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (46) :14798-14799

[4] Synthesis and isolation of iodocarbazoles.: Direct iodination of carbazoles by N-iodosuccinimide and N-iodosuccinimide-silica gel system [J].

Bonesi, SM ;

Erra-Balsells, R .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2001, 38 (01) :77-87

[5] RNA-tethered phenyl azide photocrosslinking via a short-lived indiscriminant electrophile [J].

Buchmueller, KL ;

Hill, BT ;

Platz, MS ;

Weeks, KM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (36) :10850-10861

[6] The mechanism of action of DNA photolyases [J].

Carell, T ;

Burgdorf, LT ;

Kundu, LM ;

Cichon, M .

CURRENT OPINION IN CHEMICAL BIOLOGY, 2001, 5 (05) :491-498

[7] MU-SUPEROXODICOBALT COMPLEX OF A CO-FACIAL DIPORPHYRIN [J].

CHANG, CK .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (22) :800-801

[8] A light-controlled reversible DNA photoligation via carbazole-tethered 5-carboxyvinyluracil [J].

Fujimoto, Kenzo ;

Yoshino, Hideaki ;

Ami, Takehiro ;

Yoshimura, Yoshinaga ;

Saito, Isao .

ORGANIC LETTERS, 2008, 10 (03) :397-400

[9] PHOTOENZYMIC REPAIR OF UV-DAMAGED DNA - A CHEMISTS PERSPECTIVE [J].

HEELIS, PF ;

HARTMAN, RF ;

ROSE, SD .

CHEMICAL SOCIETY REVIEWS, 1995, 24 (04) :289-&

[10] PHOTOCHEMICAL REACTIONS OF PYRIMIDINE DERATIVES WITH ACRYLONITRILE IN AQUEOUS SOLUTIONS [J].

HELENE, C ;

BRUN, F .

PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1970, 11 (02) :77-&

← 1 2 3 →