ArticlePhysical chemistry chemical physics : PCCP2018
Tailored photocleavable peptides: fragmentation and neutralization pathways in high vacuum.
Article in Physical chemistry chemical physics : PCCP, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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Who cites it
5 citing papers in PubMed, 12 citations in OpenAlex.
- UV photo-uncaging of Ru(II)-polypyridyl bioconjugates in high vacuum.Physical chemistry chemical physics : PCCP · 2026Article
- Giving the Green Light to Photochemical Uncaging of Large Biomolecules in High Vacuum.JACS Au · 2023Article
- Matter-wave interference and deflection of tripeptides decorated with fluorinated alkyl chains.Journal of mass spectrometry : JMS · 2020Article
- Unravelling the Keto-Enol Tautomer Dependent Photochemistry and Degradation Pathways of the Protonated UVA Filter Avobenzone.The journal of physical chemistry. A · 2020Article
- A Quantum Ruler for Magnetic Deflectometry.Entropy (Basel, Switzerland) · 2018Article
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Authors and funding
8 authors at 3 institutions in 5 countries.
Funding
Abstract
Photocleavable tags (PCTs) have the potential for excellent spatio-temporal control over the release of subunits of complex molecules. Here, we show that electrosprayed oligopeptides, functionalized by a tailored ortho-nitroarylether can undergo site-specific photo-activated cleavage under UV irradiation (266 nm) in high vacuum. The comparison of UV photodissociation (UVPD) and collision-induced dissociation (CID) points to the thermal nature of the cleavage mechanism, a picture corroborated by the temperature dependence of the process. Two competing photodissociation pathways can be identified. In one case a phenolate anion is separated from a neutral zwitterion. In the other case a neutral phenol derivative leaves a negatively charged peptide behind. To understand the factors favoring one channel over the other, we investigate the influence of the peptide length, the nature of the phenolic group and the position of the nitro-group (ortho vs. para). The observed gas phase cleavage of a para-nitro benzylic ether markedly differs from the established behavior in solution.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.