2-Hydroxyphenacyl ester: a new photoremovable protecting group
نویسندگان
چکیده
منابع مشابه
2-Hydroxyphenacyl ester: a new photoremovable protecting group.
A 2-hydroxyphenacyl moiety absorbing below 370 nm is proposed as a new photoremovable protecting group for carboxylates and sulfonates. Laser flash photolysis and steady-state sensitization studies show that the leaving group is released from a short-lived triplet state. In addition, DFT-based quantum chemical calculations were performed to determine the key reaction steps. We found that triple...
متن کاملPhotochemical & Photobiological Sciences Paper 2-hydroxyphenacyl Ester: a New Photoremovable Protecting Group † ‡
A 2-hydroxyphenacyl moiety absorbing below 370 nm is proposed as a new photoremovable protecting group for carboxylates and sulfonates. Laser flash photolysis and steady-state sensitization studies show that the leaving group is released from a short-lived triplet state. In addition, DFT-based quantum chemical calculations were performed to determine the key reaction steps. We found that triple...
متن کاملThe p-Hydroxyphenacyl Photoremovable Protecting Group
This review is intended to provide the reader who is interested in the historical development of the recent research on photoremovable protecting groups, phototriggers, and “caged” compounds and to provide some insight into the genesis of our entry into the field through our most recent discoveries. Several other investigations have paralleled our development of a photoremovable protecting grou...
متن کاملp-Hydroxyphenacyl: a Photoremovable Protecting Group for Caging Bioactive Substrates
24 W. Lin, D.S. Lawrence, J. Org. Chem. 2002, 67, 2723–2726. 25 H.J. Montgomery, B. Perdicakis, D. Fishlock, G.A. Lajoie, E. Jervis, J.G. Guillemette, Bioorg. Med. Chem. 2002, 10, 1919–1927. 26 M. Lu, O.D. Fedoryak, B.R. Moister, T.M. Dore, Org. Lett. 2003, 5, 2119– 2122. 27 V.G. Robu, E.S. Pfeiffer, S.L. Robia, R.C. Balijepalli, Y. Pi, T. J. Kamp, J.W. Walker, J. Biol. Chem. 2003, 278, 48154–4...
متن کاملNew Phototriggers 9: p-Hydroxyphenacyl as a C-Terminal Photoremovable Protecting Group for Oligopeptides
In our search for a more versatile protecting group that would exhibit fast release rates for peptides, we have designed and developed the p-hydroxyphenacyl (pHP) group as a new photoremovable protecting group. We report the application of this protecting group for the dipeptide Ala-Ala (1) and for the nonapeptide bradykinin (2), two representative peptides that demonstrate C-terminus “caging” ...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Photochemical & Photobiological Sciences
سال: 2012
ISSN: 1474-905X,1474-9092
DOI: 10.1039/c2pp25133g