PXD018165

PXD018165 is an original dataset announced via ProteomeXchange.

Title	Ethynylation of Cysteines from Peptides to Proteins in Living Cells
Description	Efficient methods to introduce bioorthogonal groups, such as terminal alkynes, into biomolecules are important tools for chemical biology. State-of-the-art approaches are based on the introduction of a linker between the targeted amino acid and the alkyne, and still present limitations of either reactivity, selectivity or adduct stability. Herein, we present a new ethynylation method of cysteine residues based on the use of ethynylbenziodoxolone (EBX) reagents. In contrast to other approaches, the acetylene group is directly introduced onto the thiol group of cysteine and can be used in one-pot in a copper-catalyzed alkyne-azide cycloaddition (CuAAC) for further functionalization. Labeling proceeded with reaction rates comparable or higher than the most often used iodoacetamide on peptides or maleimide on the antibody trastuzumab. Under optimized conditions, high cysteine selectivity was observed. The reagents were also used in living cells for cysteine proteomic profiling and displayed a much-improved coverage of the cysteinome compared to previously reported iodoacetamide or hypervalent iodine-reagent based probes. Fine-tuning of the EBX reagents allowed optimization of their reactivity and physical properties for the desired application.
HostingRepository	PRIDE
AnnounceDate	2024-10-22
AnnouncementXML	Submission_2024-10-22_05:01:41.394.xml
DigitalObjectIdentifier
ReviewLevel	Peer-reviewed dataset
DatasetOrigin	Original dataset
RepositorySupport	Unsupported dataset by repository
PrimarySubmitter	Daniel Abegg
SpeciesList	scientific name: Homo sapiens (Human); NCBI TaxID: 9606;
ModificationList	monohydroxylated residue; iodoacetamide derivatized residue
Instrument	Q Exactive HF-X

Revision	Datetime	Status	ChangeLog Entry
0	2020-03-24 01:51:58	ID requested
1	2020-04-06 22:26:20	announced
⏵ 2	2024-10-22 05:01:42	announced	2024-10-22: Updated project metadata.

10.1002/anie.202002626;

Tessier R, Nandi RK, Dwyer BG, Abegg D, Sornay C, Ceballos J, Erb S, Cianf, é, rani S, Wagner A, Chaubet G, Adibekian A, Waser J, Ethynylation of Cysteine Residues: From Peptides to Proteins in Vitro and in Living Cells. Angew Chem Int Ed Engl, 59(27):10961-10970(2020) [pubmed]

submitter keyword: Human, QExactive HF-X, cysteine ethynylation, HeLa

Alexander Adibekian
contact affiliation	Department of Chemistry, The Scripps Research Institute, Jupiter, FL 33458, USA
contact email	AAdibeki@scripps.edu
lab head
Daniel Abegg
contact affiliation	The Scripps Research Institute
contact email	dabegg@scripps.edu
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/2020/04/PXD018165

PRIDE project URI

• PRIDE
  1. PXD018165
     1. Label: PRIDE project
     2. Name: Ethynylation of Cysteines from Peptides to Proteins in Living Cells