Visible and near-infrared light-induced photoclick reactions

被引:6
|
作者
Fu, Youxin [1 ]
Simeth, Nadja A. [2 ]
Szymanski, Wiktor [1 ,3 ,4 ]
Feringa, Ben L. [1 ]
机构
[1] Univ Groningen, Stratingh Inst Chem, Fac Sci & Engn, Ctr Syst Chem, Groningen, Netherlands
[2] Georg August Univ Gottingen, Inst Organ & Biomol Chem, Gottingen, Germany
[3] Univ Groningen, Univ Med Ctr Groningen, Med Imaging Ctr, Dept Radiol, Groningen, Netherlands
[4] Univ Groningen, Groningen Res Inst Pharm, Dept Med Chem Photopharmacol & Imaging, Groningen, Netherlands
关键词
AZIDE-ALKYNE CYCLOADDITION; PHOTOREMOVABLE PROTECTING GROUPS; BODIPY PHOTOPROTECTING GROUPS; DIELS-ALDER REACTIONS; 1,3-DIPOLAR CYCLOADDITION; CLICK CHEMISTRY; IN-VIVO; PHOTOCHEMICAL GENERATION; BIOORTHOGONAL CHEMISTRY; PHOTOREDOX CATALYSIS;
D O I
10.1038/s41570-024-00633-y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Photoclick reactions combine the advantages offered by light-driven processes, that is, non-invasive and high spatiotemporal control, with classical click chemistry and have found applications ranging from surface functionalization, polymer conjugation, photocrosslinking, protein labelling and bioimaging. Despite these advances, most photoclick reactions typically require near-ultraviolet (UV) and mid-UV light to proceed. UV light can trigger undesirable responses, including cellular apoptosis, and therefore, visible and near-infrared light-induced photoclick reaction systems are highly desirable. Shifting to a longer wavelength can also reduce degradation of the photoclick reagents and products. Several strategies have been used to induce a bathochromic shift in the wavelength of irradiation-initiating photoclick reactions. For instance, the extension of the conjugated pi-system, triplet-triplet energy transfer, multi-photon excitation, upconversion technology, photocatalytic and photoinitiation approaches, and designs involving photocages have all been used to achieve this goal. Current design strategies, recent advances and the outlook for long wavelength-driven photoclick reactions are presented. Photoclick reactions have found applications ranging from surface functionalization and polymer crosslinking to protein labelling and bioimaging, but they typically require near-UV and mid-UV light to proceed. This Review presents and discusses strategies and recent advances for long wavelength-driven photoclick reactions.
引用
收藏
页码:665 / 685
页数:21
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