Highly Efficient Photolabile Protecting Groups with Intramolecular Energy Transfer

Highly efficient photolabile protecting groups with intramolecular energy transfer.

DNA chips are widely used for genomic analysis. Currently, high-density DNA chips can be synthesized with up to several hundred thousand different spots on an area of 1 cm. In principle, the complete human genome can be probed with such a chip. The required high spot densities can be achieved by photolithographic in situ DNA-chip synthesis. In this method, the oligonucleotides are synthesized s...

Photolabile protecting groups and linkers

Development of hydrophilic photolabile hydroxyl protecting groups.

Hydrophilic photolabile protecting groups (PPGs) for hydroxyl protection have been developed. The new PPGs are derived from 3-(dimethylamino)trityl (DMATr) by replacing the two methyl groups with two hydrophilic butyryl groups. The new PPG reagents can be readily prepared and installed. They are stable in the dark but can be removed cleanly and efficiently in aqueous environments upon irradiati...

Two-photon sensitive protecting groups operating via intramolecular electron transfer: uncaging of GABA and tryptophan.

Improved photo-labile protecting groups, with high sensitivity to two-photon excitation, are needed for the controlled release of drugs, as tools in neuroscience and physiology. Here we present a new modular approach to the design of caging groups based on photoinduced electron transfer from an electron-rich two-photon dye to an electron acceptor, followed by scission of an ester to release a c...

Novel photolabile protecting group for carbonyl compounds.

[reaction: see text] A novel type of photo-protecting group for carbonyl compounds is described. The protecting group is readily accessed in one step from commercially available material. Installation of the protecting group upon the carbonyl compounds is achieved in excellent yields. The carbonyl compounds in their protected form are remarkably stable under various conditions and can be releas...