Song Zhiquan, Zhang Qisheng
Division of Medicinal Chemistry and Natural Products, The University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, USA.
Org Lett. 2009 Nov 5;11(21):4882-5. doi: 10.1021/ol901955y.
Two fluorous versions of trifluoromethyldiazirine derivatives have been designed and synthesized. The new photoaffinity labeling reagents have reactivity similar to that of their aryltrifluoromethyldiazirine parent when activated in MeOH, while the reaction products can be efficiently separated over fluorous silica gel. The alcohol group in the two reagents is further converted to activated carboxylic acid and amine, which enable coupling both reagents with small molecules and macromolecules under mild conditions.
已设计并合成了两种三氟甲基二氮烯衍生物的氟代版本。当在甲醇中活化时，这些新型光亲和标记试剂的反应活性与其芳基三氟甲基二氮烯母体相似，而反应产物可通过氟代硅胶有效地分离。两种试剂中的醇基进一步转化为活化的羧酸和胺，这使得两种试剂都能在温和条件下与小分子和大分子偶联。
