Sponsor
This work was supported by the National Science Foundation (grant CHE‐ 2004088) and the Worcester Polytechnic Institute.
Published In
Inorganic Chemistry
Document Type
Article
Publication Date
7-2022
Subjects
Photodecarboxylation -- properties
Abstract
The methoxy- and fluoro-derivatives of meta-nitrophenylacetic acid (mNPA) chromophores undergo photodecarboxylation with comparable quantum yields to unsubstituted mNPA, but uncage at red-shifted excitation wavelengths. This observation prompted us to investigate DPAdeCageOMe (2-[bis(pyridin-2-ylmethyl)amino]-2-(4-methoxy-3-nitrophenyl)acetic acid) and DPAdeCageF (2-[bis(pyridin-2-ylmethyl)amino]-2-(4-fluoro-3-nitrophenyl)acetic acid) as Zn2+ photocages. DPAdeCageOMe has a high quantum yield and exhibits other photophysical properties comparable to XDPAdeCage ({bis[(2-pyridyl)methyl]amino}(9-oxo-2-xanthenyl) acetic acid), the best perforiming Zn2+ photocage reported to date. Since the synthesis of DPAdeCageOMe is more straightforward than XDPACage, the new photocage will be a highly competitive tool for biological applications.
Rights
Copyright (c) 2022 The Authors
This work is licensed under a Creative Commons Attribution 4.0 International License.
Locate the Document
DOI
10.26434/chemrxiv-2021-z46wl
Persistent Identifier
https://archives.pdx.edu/ds/psu/38099
Citation Details
Shigemoto, A., Bhattacharjee, A., Hickey, E., Boyd, H., McCormick, T., & Burdette, S. (2021). Improved photodecarboxylation properties in zinc photocages constructed using m-nitrophenylacetic acid variants.