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Direct Measurement of the Visible to UV Photodissociation Processes for the PhotoCORM TryptoCORM
Author(s) -
Cercola Rosaria,
Fischer Kaitlyn C.,
Sherman Summer L.,
Garand Etienne,
Wong Natalie G. K.,
Hammerback L. Anders,
Lynam Jason M.,
Fairlamb Ian J. S.,
Dessent Caroline E. H.
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202001077
Subject(s) - photodissociation , visible spectrum , wavelength , mass spectrometry , chemistry , spectroscopy , photochemistry , absorption spectroscopy , spectral line , ionic bonding , laser , absorption (acoustics) , mass spectrum , analytical chemistry (journal) , materials science , optoelectronics , ion , optics , physics , chromatography , organic chemistry , quantum mechanics , astronomy , composite material
PhotoCORMs are light‐triggered compounds that release CO for medical applications. Here, we apply laser spectroscopy in the gas phase to TryptoCORM, a known photoCORM that has been shown to destroy Escherichia coli upon visible‐light activation. Our experiments allow us to map TryptoCORM's photochemistry across a wide wavelength range by using novel laser‐interfaced mass spectrometry (LIMS). LIMS provides the intrinsic absorption spectrum of the photoCORM along with the production spectra of all of its ionic photoproducts for the first time. Importantly, the photoproduct spectra directly reveal the optimum wavelengths for maximizing CO ejection, and the extent to which CO ejection is compromised at redder wavelengths. A series of comparative studies were performed on TryptoCORM‐CH 3 CN which exists in dynamic equilibrium with TryptoCORM in solution. Our measurements allow us to conclude that the presence of the labile CH 3 CN facilitates CO release over a wider wavelength range. This work demonstrates the potential of LIMS as a new methodology for assessing active agent release (e.g. CO, NO, H 2 S) from light‐activated prodrugs.