Caged group

Gagey, N., Neveu, P. and Jullien, L. (2007). Two-photon uncaging with the efficient 3,5-dibromo-2,4-dihydroxycinnamic caging group. Angew. Chem, Int. Ed. 46, 2467-2469. 

Rainbow trout, Oncorhynchus mykiss juveniles Po River, Italy caged groups exposed upstream and downstream of the (contaminated) Lambro confluence for 30 days Start ... 

For this discussion, bioactive peptides will be defined as peptides which interact specifically with a target macromolecular acceptor or are derived from domains involved in a critical protein-protein interaction and, therefore, can compete effectively to mimic or disrupt this bimolecular interaction. Once the structure-activity relationship of a bioactive peptide is revealed, one can identify the termini and/or positions in which introduction of a caging group will be disruptive for target recognition. Alternatively, caging the peptide in an inactive conformation can be accomplished by end-to-end or end-to-side-chain cyclization. 

Zayat L, Salierno M, Etchenique R. Ruthenium(II) bipyridyl complexes as photolabile caging groups for amines. Inorg Chem 2006 45 1728-31. 

Like the 2-nitrobenzyl ester, the 4,5-dimethoxy-2-nitrobenzyl ester has attracted attention as a photolabile caging group. It has also been used for side-chain carboxy protection in the synthesis of misacylated transfer RNAs.P l In this case, both the a- and side-chain carboxyls were first protected a selective saponification of the a-ester afforded the side-chain protected material. 

The photorelease happened via -elimination. Because of favorable quantum yields, these groups may be some of the most promising caging groups in future applications. 

Scheme 3.2-3 Introduction of caging groups to amino residues.

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