期刊
ORGANIC LETTERS
卷 24, 期 25, 页码 4694-4698出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c01970
关键词
-
资金
- Ministry of Science and Technology and Academia Sinica [MOST 107-2113-M-001-030, MOST 109-2113-M-001-019]
This study demonstrates that dibenzocyclooctendiones (DBCDOs) are efficient chemical reagents for the site-specific labeling of arginine-containing biomolecules. DBCDOs undergo an irreversible ring-contracted rearrangement with the guanidinium group on arginine residues under mild reaction conditions, resulting in regioselective dual-labeled arginine residues.
We demonstrate that dibenzocyclooctendiones (DBCDOs) are efficient chemical reagents for the site-specific labeling of arginine-containing biomolecules. Unlike the commonly used probes, DBCDOs undergo an irreversible ring-contracted rearrangement with the guanidinium group on arginine residues under mild reaction conditions. The regioselective dual-labeled arginine residues were obtained in a one-pot reaction with our tested substrates. The efficiency of DBCDOs reactions and their ease of synthesis make DBCDOs an attractive choice for the site-selective bioconjugation of arginine.
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