Expedient solid-phase synthesis of fluorogenic protease substrates using the 7-amino-4-carbamoylmethylcoumarin (ACC) fluorophore
Expedient solid-phase synthesis of fluorogenic protease substrates using the 7-amino-4-carbamoylmethylcoumarin (ACC) fluorophore
复制标题
使用 7-amino-4-carbamoylmethylcoumarin (ACC) 荧光团快速固相合成含氟蛋白酶底物
DOI：
10.1021/jo016140o
复制
发表时间：
2002-02-08
影响因子：
3.6
通讯作者：
Ellman, JA
中科院分区：
文献类型：
--
作者：
Maly, DJ;Leonetti, F;Ellman, JA
报道了一种基于双功能离去基团7-氨基-4-氨甲酰基甲基香豆素（ACC）的高效固相合成方法。提供了用于大规模制备新的荧光离去基团ACC的方法（方案1）。还提供了详细的程序，用于加载一组不同的氨基酸，以支持良好的产量和最小的外消旋结合ACC。最后，程序包括用于HIV-1蛋白酶和纤溶酶的优化ACC底物的制备合成。
A highly efficient solid-phase synthesis method for the preparation of fluorogenic protease substrates based upon the bifunctional leaving group 7-amino-4-carbamoylmethylcoumarin (ACC) is reported. Methods for the large-scale preparation of the novel fluorogenic leaving-group ACC are provided (Scheme 1). Detailed procedures are also provided for loading a diverse set of amino acids to support-bound ACC in good yields and with minimal racemization. Finally, procedures are included for the preparative synthesis of optimized ACC substrates for HIV-1 protease and plasmin.