One- and two-photon excitation of beta-carbolines in aqueous solution: pH-dependent spectroscopy, photochemistry, and photophysics.
Beta-carboline (betaC) alkaloids are present in a wide range of biological systems and play a variety of significant photodependent roles. In this work, a study of the aqueous solution-phase photochemistry, photophysics, and spectroscopy of three important betaCs [norharmane (nHo), harmane (Ho), and harmine (Ha)] and two betaC derivatives [N-methylnorharmane (N-Me-nHo) and N-methylharmane (N-Me-Ho)] upon one- and two-photon excitation is presented. The results obtained depend significantly on pH, the ambient oxygen concentration, and the betaC substituent and provide unique insight into a variety of fundamental photophysical phenomena. The data reported herein should not only help to understand the roles played by betaC alkaloids in biological systems but should also help in the development of methods by which the photoinduced behavior of these important compounds can be controlled.
Gonzalez
M Micaela
MM
CIHIDECAR-CONICET, Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, 1428-Buenos Aires, Argentina.
Arnbjerg
Jacob
J
Denofrio
M Paula
MP
Erra-Balsells
Rosa
R
Ogilby
Peter R
PR
Cabrerizo
Franco M
FM
D002243:Carbolines / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D005453:Fluorescence; D006861:Hydrogen Peroxide / Q000032:analysis; D006863:Hydrogen-Ion Concentration; D015394:Molecular Structure; D010777:Photochemistry; D017785:Photons; D011789:Quantum Theory; D012996:Solutions; D013056:Spectrophotometry, Ultraviolet / Q000379:methods; D013997:Time Factors; D014867:Water / Q000737:chemistry
D002243:Carbolines; D012996:Solutions; D014867:Water; D006861:Hydrogen Peroxide