Modification of nucleic acids using [3+2]-dipolar cycloaddition of azides and alkynes

被引：36

作者：

Ustinov, A. V. ^{[1
]}

Stepanova, I. A. ^{[1
]}

Dubnyakova, V. V. ^{[1
]}

Zatsepin, T. S. ^{[2
,3
]}

Nozhevnikova, E. V. ^{[1
]}

Korshun, V. A. ^{[1
]}

机构：

[1] Russian Acad Sci, Shemyakin Ovchinnikov Inst Bioorgan Chem, Moscow 117997, Russia

[2] Moscow MV Lomonosov State Univ, Moscow, Russia

[3] Minist Publ Hlth Russia, Cent Res Inst Epidemiol, Moscow, Russia

来源：

RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY | 2010年 / 36卷 / 04期

关键词：

azides; alkynes; cycloaddition; nucleic acids; oligonucleotides; modification; PHOTO-CROSS-LINKING; PHOTOLABILE OLIGODEOXYRIBONUCLEOTIDE PROBE; RUTHENIUM-CATALYZED CYCLOADDITION; SITE-SPECIFIC PHOTOMODIFICATION; MICROWAVE-ASSISTED SYNTHESIS; ESCHERICHIA-COLI RIBOSOME; TERMINAL TRIPLE BONDS; DNA-POLYMERASE-BETA; DIYNYL SIDE-CHAINS; CLICK-CHEMISTRY;

D O I：

10.1134/S1068162010040011

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The use of azide and alkyne cycloaddition reaction in the synthesis of conjugates of nucleic acids and oligodeoxyribonucleotides is reviewed. Data on the chemical and enzymatic methods for introducing azides and alkynes into DNA are summarized.

引用

页码：401 / 445

页数：45

共 327 条

[1] A comparative study of bioorthogonal reactions with azides [J].

Agard, Nicholas J. ;

Baskin, Jeremy M. ;

Prescher, Jennifer A. ;

Lo, Anderson ;

Bertozzi, Carolyn R. .

ACS CHEMICAL BIOLOGY, 2006, 1 (10) :644-648

[2] A strain-promoted [3+2] azide-alkyne cycloaddition for covalent modification of blomolecules in living systems [J].

Agard, NJ ;

Prescher, JA ;

Bertozzi, CR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (46) :15046-15047

[3] Enhanced reactivity of dinuclear Copper(I) acetylides in dipolar cycloadditions [J].

Ahlquist, Marten ;

Fokin, Valery V. .

ORGANOMETALLICS, 2007, 26 (18) :4389-4391

[4]

Akimova G.S., 1967, ZH ORG KHIM+, V3, P968

[5]

Akimova G.S., 1968, Zh. Org. Khim, V4, P389

[6]

Akimova G.S., 1967, Zh. Org. Khim, V3, P2241

[7]

Akimova G.S., 1965, Zh. Org. Khim, V1, P2077

[8] Covalent-Bond-Based Immobilization Approaches for Single-Molecule Fluorescence [J].

Aleman, Elvin A. ;

Pedini, Heidi S. ;

Rueda, David .

CHEMBIOCHEM, 2009, 10 (18) :2862-2866

[9] Synthesis of oligonucleotides carrying 5′-5′ linkages using copper-catalyzed cycloaddition reactions [J].

Alvira, Margarita ;

Eritja, Ramon .

CHEMISTRY & BIODIVERSITY, 2007, 4 (12) :2798-2809

[10] Cu(I)-Catalyzed Huisgen Azide-Alkyne 1,3-Dipolar Cycloaddition Reaction in Nucleoside, Nucleotide, and Oligonucleotide Chemistry [J].

Amblard, Franck ;

Cho, Jong Hyun ;

Schinazi, Raymond F. .

CHEMICAL REVIEWS, 2009, 109 (09) :4207-4220

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