Department of Chemistry , Technical University of Denmark , DK-2800 Kongens Lyngby , Denmark.
Singapore Centre for Environmental Life Sciences Engineering , Nanyang Technological University , 637551 , Singapore.
ACS Comb Sci. 2018 Jul 9;20(7):377-399. doi: 10.1021/acscombsci.8b00028. Epub 2018 Jun 22.
Photolabile linkers are the subjects of intense research because they allow the release of the target molecule simply by irradiation. Photochemical release of synthesis products is often facilitated without additional reagents under mild reaction conditions, which may even be environmentally friendly and appealing in the context of greener chemistry. The mild conditions also allow for applications of released material in subsequent biological screening experiments, where contamination with cleavage reagents would be detrimental. This Review pays attention to the increasing number of photolabile linkers developed for solid-phase synthesis and release and covers: (i) o-nitrobenzyloxy linkers, (ii) o-nitrobenzylamino linkers, (iii) α-substituted o-nitrobenzyl linkers, (iv) o-nitroveratryl linkers, (v) phenacyl linkers, (vi) p-alkoxyphenacyl linkers, (vii) benzoin linkers, (viii) pivaloyl linkers, and (ix) other photolabile linkers.
光不稳定连接键是目前研究的热点,因为它们可以通过照射简单释放目标分子。在温和的反应条件下,无需额外的试剂,就可以促进光化学释放合成产物,这在绿色化学的背景下可能是环保且有吸引力的。温和的条件还允许释放的材料在后续的生物筛选实验中应用,因为与切割试剂的污染会产生不利影响。本综述关注了用于固相合成和释放的越来越多的光不稳定连接键,并涵盖了:(i)邻硝基苄氧基连接键,(ii)邻硝基苄基氨基连接键,(iii)α-取代的邻硝基苄基连接键,(iv)邻硝基藜芦基连接键,(v)苯偶姻连接键,(vi)对烷氧基苯偶姻连接键,(vii)安息香连接键,(viii)特戊酰基连接键,以及(ix)其他光不稳定连接键。