Synthesis of 7-azaserotonin: its photophysical properties associated with excited state proton transfer reaction.
Pei-Wen Wu, Wan-Ting Hsieh, Yi-Ming Cheng, Ching-Yen Wei, Pi-Tai Chou
Index: J. Am. Chem. Soc. 128 , 14426, (2006)
Full Text: HTML
Abstract
We report the synthesis of 3-(2-aminoethyl)-5-ol-1H-pyrrolo[2,3-b]pyridine (7-azaserotonin), which may potentially serve as an agonist or antagonist of serotonin receptors. In alcohols, the solvent (e.g., ethanol) catalyzed proton-transfer reaction takes place for 7-azaserotonin in the excited state, resulting in dual emission. Conversely, excited-state deprotonation takes place in neutral aqueous solution. The unique excitation behavior makes 7-azaserotonin versatile as a potential bioprobe.
Related Compounds
Related Articles:
Selectivity of kinase inhibitor fragments.
2011-07-28
[J. Med. Chem. 54 , 5131-43, (2011)]
A practical synthesis of 2-((1H-pyrrolo[2,3-b]pyridine-4-yl)methylamino)-5- fluoronicotinic acid.
2006-05-12
[J. Org. Chem. 71 , 4021-4023, (2006)]
2008-04-10
[J. Med. Chem. 51 , 2147-57, (2008)]
Rapid evolution of 6-phenylpurine inhibitors of protein kinase B through structure-based design.
2007-05-17
[J. Med. Chem. 50 , 2289-92, (2007)]