Reagents for Copper-free Click Chemistry – ChemiMart

2-(2-Cyclooctyn-1-yloxy)acetic acid

mzaug — Wed, 09 Dec 2020 15:47:16 +0000

Building block for the strain-promoted copper-free click chemistry ligation techniques. Can be attached to the protein, peptide or small molecule via amide or ester bond.

Ref.:

1) Enabling the Multigram Synthesis of (2-Cyclooctyn-1-yloxy)acetic Acid.

M. Burk, S. Rothstein, P. Dubé, Org. Process Res. Dev. 2018, 22, 108-110.

DOI: 10.1021/acs.oprd.7b00275

endo-BCN-OH

mzaug — Wed, 09 Dec 2020 15:44:25 +0000

Other names: (1α,8α,9β)-Bicyclo[6.1.0]non-4-yne-9-methanol.

Building block for the strain-promoted copper-free click chemistry ligation techniques. Can be attached to the protein, peptide or small molecule via ether or ester bond. The hydroxyl functionality can also be used as a leaving group in nucleophilic substitution reactions.

Ref.:

1) Bicyclononynes: New Ring-Strained Alkynes for Bioorthogonal Labeling.

J. Dommerholt, S. Schmidt, R. Temming, L. J. A. Hendriks, F. P. J. T. Rutjes, J. C. M. van Hest, D. J. Lefeber, P. Friedl, F. L. van Delft, Synfacts 2011, 2, 0157-0157.

DOI: 10.1055/s-0030-1259250

5,6-Dihydro-11,12-didehydrodibenzo[a,e]cyclo-octen-5-ol

mzaug — Wed, 09 Dec 2020 15:42:09 +0000

Other name: 3-Hydroxy-1,2:5,6-dibenzocyclooct-7-yne.

Building block for the strain-promoted copper-free click chemistry ligation techniques. Can be attached to the protein, peptide or small molecule via ether or ester bond.

Ref.:

1) The one-pot nonhydrolysis Staudinger reaction and Staudinger or SPAAC ligation.

L. Cheng, X. Kang, D. Wang, Y. Gao, L. Yi, Z. Xi, Org. Biomol. Chem. 2019, 17, 5675-5679.

DOI: 10.1039/C9OB00528E