15min:
CONFORMATIONAL ANALYSIS OF THE NEUROTRANSMITTER SEROTONIN.

TRACY A. LEGREVE, ESTEBAN E. BAQUERO, WILLIAM H. JAMES III AND TIMOTHY S. ZWIER, Department of Chemistry, Purdue University, West Lafayette, IN 47907.

Serotonin (5-hydroxytryptamine) is an important neurotransmitter linked to depression. It is used by the pharmaceutical industry in anti-depression drugs. We will report on a spectroscopic investigation of gas-phase serotonin cooled in a supersonic expansion. UV-UV hole-burning spectroscopy was used to prove that there are five distinct conformations split into two sets separated by 230 cm-1, the same spacing observed in previous work between cis and trans isomers of 5-hydroxyindole. Infrared spectra of these five conformations in the C-H, indole N-H, and O-H stretch fundamental region will be compared with those in its close analogs tryptamine and 5-hydroxyindole to determine conformational assignments for the isomers of serotonin.