A tri-functional vanadium(IV) complex to detect cysteine oxidation
File(s)
Accepted version
Author(s)
Type
Journal Article
Abstract
The development of effective molecular probes to detect and image the levels of oxidative stress in cells remains a challenge. Herein we report the design, synthesis and preliminary biological evaluation of a novel optical probe to monitor oxidation of thiol groups in cysteine-based phosphatases (CBPs). Following orthogonal protecting approaches we synthesised a new vanadyl complex designed to bind to CBPs. This complex is functionalised with a well-known dimedone derivative (to covalently trap sulfenic acids, SOHs) and a coumarin-based fluorophore for optical visualization. We show that this new probe efficiently binds to a range of phosphatases in vitro with nanomolar affinity. Moreover, preliminary flow cytometry and microscopy studies in live HCT116 cells show that this probe can successfully image cellular levels of sulfenic acids – one of the species resulting from protein oxidative damage.
Date Issued
2017-05-08
Date Acceptance
2017-05-05
Citation
DALTON TRANSACTIONS, 2017, 46 (21), pp.6994-7004
ISSN
1477-9226
Publisher
Royal Society of Chemistry
Start Page
6994
End Page
7004
Journal / Book Title
DALTON TRANSACTIONS
Volume
46
Issue
21
Copyright Statement
© 2017 The Royal Society of Chemistry.
Identifier
http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000402550500020&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=1ba7043ffcc86c417c072aa74d649202
Subjects
Science & Technology
Physical Sciences
Chemistry, Inorganic & Nuclear
Chemistry
PROTEIN-TYROSINE PHOSPHATASES
SULFENIC ACID FORMATION
REDOX-BASED PROBES
PYRIDINE-2,6-DICARBOXYLIC ACID
HYDROGEN-PEROXIDE
CHEMICAL PROBES
LIVING CELLS
DISCOVERY
TOOLS
STATE
0302 Inorganic Chemistry
0399 Other Chemical Sciences
Inorganic & Nuclear Chemistry
Publication Status
Published