Neutralization of an Oxytocin Derivative by 355 nm Photocleavage in High Vacuum
Open Access
- 8 January 2025
- journal article
- research article
- Published by Wiley in Helvetica Chimica Acta
- Vol. 108 (2)
Abstract
Controlling the charge state of biomolecules in high vacuum enables experiments in molecular physics and physical chemistry, particularly in applications of mass spectrometry, trapping and cooling, spectroscopy and matter‐wave interferometry. Here we investigate the synthesis, verification and gas phase photolysis of nitrodibenzofuranmethyl aryl ether derivatives. These photocages are chosen because their absorption maximum can be tuned to near 355 nm, where intense pulsed laser light is available. We demonstrate efficient gas‐phase cleavage of a photoactive nitrodibenzofuranmethyl aryl ether derivative, both free and attached to oxytocin. This enables the neutralization of a polypeptide derivative in high vacuum using a wavelength outside the absorption spectrum of natural amino acids.Keywords
This publication has 59 references indexed in Scilit:
- Photocleavable Ortho-Nitrobenzyl-Protected DNA Architectures and Their ApplicationsChemical Reviews, 2023
- Photo-controllable biochemistry: Exploiting the photocages in phototherapeutic windowChem, 2022
- Visible-to-NIR-Light Activated Release: From Small Molecules to NanomaterialsChemical Reviews, 2020
- Ultraviolet Photodissociation Mass Spectrometry for Analysis of Biological MoleculesChemical Reviews, 2019
- Tailoring the volatility and stability of oligopeptidesJournal of Mass Spectrometry, 2017
- 2‐Nitroveratryl as a Photocleavable Thiol‐Protecting Group for Directed Disulfide Bond Formation in the Chemical Synthesis of InsulinChemistry – A European Journal, 2014
- Modular synthesis of photocleavable peptides using click chemistryTetrahedron Letters, 2012
- Laser desorption postionization for imaging MS of biological materialJournal of Mass Spectrometry, 2010
- o‐Nitrobenzyl Photolabile Protecting Groups with Red‐Shifted Absorption: Syntheses and Uncaging Cross‐Sections for One‐ and Two‐Photon ExcitationChemistry – A European Journal, 2006
- Vacuum Ultraviolet Postionization of Aromatic Groups Covalently Bound to PeptidesAnalytical Chemistry, 2006