期刊
AMINO ACIDS
卷 45, 期 1, 页码 159-170出版社
SPRINGER WIEN
DOI: 10.1007/s00726-013-1483-3
关键词
Coumarin; Peptidomimetics; Depsipeptides; SDS; Micelle; TICT
N-Acylbenzotriazoles enable the synthesis (69-92 % yield) of blue to green fluorescent coumarin-labeled depsidipeptides 8a-f (quantum yields 0.004-0.97) and depsitripeptides 12a-d (quantum yields 0.02-0.96). Detailed photophysical studies of fluorescent coumarin-labeled depsipeptides 8a-f and 12a-d are reported for both polar protic and polar aprotic solvents. 7-Methoxy and 7-diethylaminocoumarin-3-ylcarbonyl depsipeptides 8c,f and 12d are highly solvent sensitive. These highly fluorescent compounds could be useful for peptide assays. Further photophysical studies of 7-diethylaminocoumarin-labeled depsipeptides 8c,12d within the micellar microenvironment of SDS reflect their ability to bind with the biological membrane, suggesting potential applications in the fields of bio- and medicinal chemistry.
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