Conditionally Activatable Visible-Light Photocages

被引：75

作者：

Bojtar, Marton ^{[1
]}

Nemeth, Krisztina ^{[1
]}

Domahidy, Farkas ^{[1
]}

Knorr, Gergely ^{[1
,2
]}

Verkman, Andras ^{[1
]}

Kallay, Mihaly ^{[3
]}

Kele, Peter ^{[1
]}

机构：

[1] Res Ctr Nat Sci, Inst Organ Chem, Lendulet Chem Biol Res Grp, H-1117 Budapest, Hungary

[2] Friedrich Schiller Univ Jena, Fac Chem & Earth Sci, D-07743 Jena, Germany

[3] Budapest Univ Technol & Econ, Dept Phys Chem & Mat Sci, H-1521 Budapest, Hungary

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2020年 / 142卷 / 35期

基金：

芬兰科学院;

关键词：

IN-VIVO; PROTECTING GROUPS; TETRAZINE PROBES; CLICK CHEMISTRY; CAGED COMPOUNDS; PHOTORELEASE; CLEAVAGE;

D O I：

10.1021/jacs.0c07508

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The proof of concept for conditionally activatable photocages is demonstrated on a new vinyltetrazine-derivatized coumarin. The tetrazine form is disabled in terms of light-induced cargo release, however, bioorthogonal transformation of the modulating tetrazine moiety results in fully restored photo-responsivity. Irradiation of such a "click-armed" photocage with blue light leads to fast and efficient release of a set of caged model species, conjugated via various linkages. Live-cell applicability of the concept was also demonstrated by the conditional release of a fluorogenic probe using mitochondrial pretargeting.

引用

页码：15164 / 15171

页数：8

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