期刊
ORGANIC LETTERS
卷 10, 期 14, 页码 3097-3099出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol801141k
关键词
-
资金
- NIGMS NIH HHS [R01 GM058867, R37 GM058867, GM058867] Funding Source: Medline
Biomolecules labeled with azides can be detected through Cu-free click chemistry with cyclooctyne probes, but their intrinsic hydrophobicity can compromise bioavailability. Here, we report the synthesis and evaluation of a novel azacyclooctyne, 6,7-dimethoxyazacyclooct-4-yne (DIMAC). Generated in nine steps from a glucose analogue, DIMAC reacted with azide-labeled proteins and cells similarly to cyclooctynes. However, its superior polarity and water solubility reduced nonspecific binding, thereby improving the sensitivity of azide detection.
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