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Photolabile protecting group information


A photolabile protecting group (PPG; also known as: photoremovable, photosensitive, or photocleavable protecting group) is a chemical modification to a molecule that can be removed with light. PPGs enable high degrees of chemoselectivity as they allow researchers to control spatial, temporal and concentration variables with light. Control of these variables is valuable as it enables multiple PPG applications, including orthogonality in systems with multiple protecting groups. As the removal of a PPG does not require chemical reagents, the photocleavage of a PPG is often referred to as "traceless reagent processes", and is often used in biological model systems and multistep organic syntheses.[1][2][3] Since their introduction in 1962,[4] numerous PPGs have been developed and utilized in a variety of wide-ranging applications from protein science[5] to photoresists. Due to the large number of reported protecting groups, PPGs are often categorized by their major functional group(s); three of the most common classifications are detailed below.

  1. ^ Givens, R. S.; Conrad, III, P. G.; Yousef, A. L.; Lee, J.-I. (2004). "69". In Horspool, William (ed.). CRC Handbook of Organic Photochemistry and Photobiology (2nd ed.). Boca Raton, Fla.: CRC Press. pp. 69–1–69–46. ISBN 978-0849313486.{{cite book}}: CS1 maint: multiple names: authors list (link)
  2. ^ Wang, Pengfei (June 2013). "Photolabile Protecting Groups: Structure and Reactivity". Asian Journal of Organic Chemistry. 2 (6): 452–464. doi:10.1002/ajoc.201200197.
  3. ^ Bochet, C. G. (7 January 2002). "Photolabile Protecting Groups and Linkers". Journal of the Chemical Society, Perkin Transactions 1 (2): 125–142. doi:10.1039/B009522M.
  4. ^ Cite error: The named reference :0 was invoked but never defined (see the help page).
  5. ^ Rock, Ronald S.; Hansen, Kirk C.; Larsen, Randy W.; Chan, Sunney I. (2004). "Rapid Photochemical Triggering of Protein Unfolding in a Nondenaturing Environment". Chemical Physics. 307 (2): 201–208. Bibcode:2004CP....307..201R. doi:10.1016/j.chemphys.2004.05.037.

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