Click-ligation

Azidoalkyl 29 as well alkynyl glycosides 32 have been used as easily accessible partners in the preparation of diverse 0-glycosyl aminoacids and 0-glycopeptidomimetics (31, 34) by click ligation with alkyne (30) and azide... 

Keywords Click ligation Diels-Alder ligation Expressed protein Ugation GPI anchor MIC ligation Peptide synthesis Protein lipidation Rab Ras Rheb Sortase-mediated protein ligation... 

Click ligation Protein with a C-terminal azide Non-natural bond Rabl, Rab7... 

Scheme 14 Semisynthesis of geranylgeranylated Rab proteins by click ligation...

Studies of the Rab protein functional cycle require methods that allow for generating preparative amounts of prenylated Rab proteins with new functionalities, such as fluorophores. Two approaches have been developed in our laboratory, including EPL and Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition reaction (click ligation). 

Figure 6.6 Strategy for the semisynthesis of geranylgeranylated Rab proteins using click ligation. (A) Reaction route. (B) Solid-phase peptide synthesis of the geranylgeranylated peptides with N-terminal alkyne moieties. The GerGer group was first incorporated into cysteine to produce the building...

Rambarran, T. Gonzaga, F. Brook, M. A., Generic Metal-Free Cross-Linking and Modification of Silicone Elastomers Using Click Ligation. Macromolecules 2012,45, 2276-2285. 

In summary, click ligation of nucleic acids allows the assembly of long DNA or RNA strand with various reporter groups, which are, for example, incompatible with enzymatic ligation conditions or if an efficient enzymatic ligation is prevented by extensive secondary stractures of the nucleic acid. 

Scheme 8.10. Click ligation of an oligonucleotide with zincated phthalocyanines.

Finally, the click ligation of the azide-containing phthalocyanine with an oligonucleotide bearing a hexynyl group at the 5 -terminus was performed at 60°C for 1 h under microwave irradiation using a CuSO sodium ascorbate system in Me0H/H20 (Scheme 8.10). 

Rambarran T, Gonzaga F, Brook MA (2012) Generic, metal-fi ee cross-linking and modification of silicone elastomers using click ligation. Macromolecules 45 2276-2285... 

Zarafshani et described the use of click ligation of an amphiphilic block copolymer (AB type) and a hydrophilic homopolymer (B type) to prepare amphiphilic block... 

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