PXD031607 is an
original dataset announced via ProteomeXchange.
Dataset Summary
Title | Triazolinedione protein modification: from an overlooked off-target effect to a tryptophan-based bioconjugation strategy |
Description | Labelling of tyrosine residues in peptides and proteins has been reported to selectively occur via a 'tyrosine-click' reaction with triazolinedione reagents (TAD). However, we here demonstrate that TAD reagents are actually not selective for tyrosine and that tryptophan residues are in fact also labelled with these reagents. This off-target labelling remained under the radar as it is challenging to detect these physiologically stable but thermally labile modifications with the commonly used HCD and CID MS/MS techniques. We show that selectivity of tryptophan over tyrosine can be achieved by lowering the pH of the aqueous buffer to effect selective Trp-labelling. Given the low relative abundance of tryptophan compared to tyrosine in natural proteins, this results in a new site-selective bioconjugation method that does not rely on enzymes nor unnatural amino acids and is demonstrated for peptides and recombinant proteins. |
HostingRepository | PRIDE |
AnnounceDate | 2022-06-09 |
AnnouncementXML | Submission_2022-06-09_08:36:07.578.xml |
DigitalObjectIdentifier | https://dx.doi.org/10.6019/PXD031607 |
ReviewLevel | Peer-reviewed dataset |
DatasetOrigin | Original dataset |
RepositorySupport | Supported dataset by repository |
PrimarySubmitter | Klaas Decoene |
SpeciesList | scientific name: Homo sapiens (Human); NCBI TaxID: 9606; |
ModificationList | monohydroxylated residue; iodoacetamide derivatized residue |
Instrument | Orbitrap Fusion Lumos |
Dataset History
Revision | Datetime | Status | ChangeLog Entry |
0 | 2022-02-11 06:16:26 | ID requested | |
⏵ 1 | 2022-06-09 08:36:08 | announced | |
Publication List
Decoene KW, Unal K, Staes A, Zwaenepoel O, Gettemans J, Gevaert K, Winne JM, Madder A, Triazolinedione protein modification: from an overlooked off-target effect to a tryptophan-based bioconjugation strategy. Chem Sci, 13(18):5390-5397(2022) [pubmed] |
Keyword List
submitter keyword: TAD, Protein Modification, Site-Selective Protein Modification, Tryptophan |
Contact List
Kris Gevaert |
contact affiliation | Department of Biomolecular Medicine, Ghent University, Ghent, Belgium VIB Center for Medical Biotechnology, Technologiepark-Zwijnaarde 75, 9052 Ghent, Belgium |
contact email | kris.gevaert@vib-ugent.be |
lab head | |
Klaas Decoene |
contact affiliation | Department of Biomolecular Medicine, Ghent University, Ghent, Belgium VIB Center for Medical Biotechnology, Technologiepark-Zwijnaarde 75, 9052 Ghent, Belgium |
contact email | klaas.decoene@vib-ugent.be |
dataset submitter | |
Full Dataset Link List
Dataset FTP location
NOTE: Most web browsers have now discontinued native support for FTP access within the browser window. But you can usually install another FTP app (we recommend FileZilla) and configure your browser to launch the external application when you click on this FTP link. Or otherwise, launch an app that supports FTP (like FileZilla) and use this address: ftp://ftp.pride.ebi.ac.uk/pride/data/archive/2022/06/PXD031607 |
PRIDE project URI |
Repository Record List
[ + ]
[ - ]
- PRIDE
- PXD031607
- Label: PRIDE project
- Name: Triazolinedione protein modification: from an overlooked off-target effect to a tryptophan-based bioconjugation strategy