PXD031607-1

PXD031607 is an original dataset announced via ProteomeXchange.

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

Revision	Datetime	Status	ChangeLog Entry
0	2022-02-11 06:16:26	ID requested
⏵ 1	2022-06-09 08:36:08	announced

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]

submitter keyword: TAD, Protein Modification, Site-Selective Protein Modification, Tryptophan

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

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

• PRIDE
  1. PXD031607
     1. Label: PRIDE project
     2. Name: Triazolinedione protein modification: from an overlooked off-target effect to a tryptophan-based bioconjugation strategy