A Hydrophilic Azacyclooctyne for Cu-Free Click Chemistry.

[摘要]：Biomols. labeled with azides can be detected through Cu-free click chem. with cyclooctyne probes, but their intrinsic hydrophobicity can compromise bioavailability. Here, the authors report the synthesis and evaluation of a novel azacyclooctyne, 6,7-dimethoxyazacyclooct-4-yne (DIMAC). Generated in nine steps from a glucose analog, DIMAC reacted with azide-labeled proteins and cells similarly to cyclooctynes. However, its superior polarity and water soly. reduced nonspecific binding, thereby improving the sensitivity of azide detection.

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