Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University , Chiyoda-ku, Tokyo 101-0062, Japan.
Org Lett. 2014 Feb 21;16(4):1184-7. doi: 10.1021/ol5000583. Epub 2014 Feb 4.
Described is the development of 8-azacoumarin-4-ylmethyl groups as aqueous photolabile protecting groups. A key feature of the strategy is the isosteric replacement of the C7-C8 enol double bond of the Bhc derivative with an amide bond, resulting in conversion of the chromophore from coumarin to 8-azacoumarin. This strategy makes dramatically enhanced water solubility and facile photocleavage possible.
描述了 8-氮杂香豆素-4-基甲基作为水相光解保护基团的发展。该策略的一个关键特点是用酰胺键替代 Bhc 衍生物的 C7-C8 烯醇双键，从而使生色团从香豆素转化为 8-氮杂香豆素。该策略使水溶性显著提高和易于光解成为可能。
