Fast copper-free click DNA ligation by the ring-strain promoted alkyne-azide cycloaddition reaction

被引：86

作者：

Shelbourne, Montserrat ^{[1
]}

Chen, Xiong ^{[1
]}

Brown, Tom ^{[1
]}

El-Sagheer, Afaf H. ^{[1
,2
]}

机构：

[1] Univ Southampton, Sch Chem, Southampton SO17 1BJ, Hants, England

[2] Suez Canal Univ, Chem Branch, Dept Sci & Math, Fac Petr & Min Engn, Suez 43721, Egypt

来源：

CHEMICAL COMMUNICATIONS | 2011年 / 47卷 / 22期

关键词：

SIDE-CHAINS; CHEMISTRY; FUNCTIONALIZATION; HAIRPIN; GLYCANS; (TL)DNA; ANALOG;

D O I：

10.1039/c1cc10743g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Templated DNA strand ligation by the ring-strain promoted alkyne-azide [3+2] cycloaddition reaction is very fast; with dibenzocyclooctyne, the reaction is essentially complete in 1 min. It is inhibited by the presence of a single mismatched base pair suggesting applications in genetic analysis.

引用

页码：6257 / 6259

页数：3

共 45 条

[41] Silica immobilized copper N-heterocyclic carbene: An effective route to 1,2,3-triazoles via azide-alkyne cycloaddition and multicomponent click reaction [J].

Garg, Anirban ;

Borah, Nobomi ;

Sultana, Jasmin ;

Kulshrestha, Akshay ;

Kumar, Arvind ;

Sarma, Diganta .

APPLIED ORGANOMETALLIC CHEMISTRY, 2021, 35 (09)

[42] Base-Free Copper-Catalyzed Azide-Alkyne Click Cycloadditions (CuAAc) in Natural Deep Eutectic Solvents as Green and Catalytic Reaction Media** [J].

Giofre, Salvatore Vincenzo ;

Tiecco, Matteo ;

Ferlazzo, Angelo ;

Romeo, Roberto ;

Ciancaleoni, Gianluca ;

Germani, Raimondo ;

Iannazzo, Daniela .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (34) :4777-4789

[43] Flexible Alkyne-Linked Thymidine Phosphoramidites and Triphosphates for Chemical or Polymerase Synthesis and Fast Postsynthetic DNA Functionalization through Copper-Catalyzed Alkyne Azide 1,3-Dipolar Cycloaddition [J].

Panattoni, Alessandro ;

Pohl, Radek ;

Hocek, Michal .

ORGANIC LETTERS, 2018, 20 (13) :3962-3965

[44] Decoration of Coiled-Coil Peptides with N-Cysteine Peptide Thioesters As Cyclic Peptide Precursors Using Copper-Catalyzed Azide-Alkyne Cycloaddition (CuAAC) Click Reaction [J].

Rink, W. Mathis ;

Thomas, Franziska .

ORGANIC LETTERS, 2018, 20 (23) :7493-7497

[45] Eight-membered-ring diaminocarbenes bearing naphthalene moiety in the backbone: DFT studies, synthesis of amidinium salts, generation of free carbene, metal complexes, and solvent-free copper catalyzed azide-alkyne cycloaddition (CuAAC) reaction [J].

Chesnokov, Gleb A. ;

Topchiy, Maxim A. ;

Dzhevakov, Pavel B. ;

Gribanov, Pavel S. ;

Tukov, Aleksandr A. ;

Khrustalev, Victor N. ;

Asachenko, Andrey F. ;

Nechaev, Mikhail S. .

DALTON TRANSACTIONS, 2017, 46 (13) :4331-4345

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