کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
26958 | 43989 | 2012 | 6 صفحه PDF | دانلود رایگان |
The synthesis, photochemical properties and chemical stability of 7-(N,N-diethylamino-coumarin-4-yl)-1-ethyl (DEACE) photoremovable protecting group for carboxylic acids are presented. We demonstrate that the ethyl substituent of DEACE improves the hydrolytic stability of the protected ester in basic conditions used in solid phase peptide synthesis (SPPS) and retains the good photochemical properties of the coumarin-4-yl methyl derivatives. DEACE allows the preparation of peptides with protected carboxylic side groups with high yield via SPPS.
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► A methylated derivative of a coumarin-4-yl photosensitive cage was synthesized.
► Methyl substitution retains the photochemical properties of the coumarin-4-yl cage.
► Aspartic acid was modified with the new cage at the side chain carboxylic acid group.
► Methyl substitution enhances the stability of the ester bond during SPPS.
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 241, 1 August 2012, Pages 52–57