Fast, irreversible modification of cysteines through strain releasing conjugate additions of cyclopropenyl ketones
Year: 2018
Type: article
Abstract: in PBS at pH 7.4, which is considerably faster than α-halocarbonyl labeling reagents, and competitive with maleimide/thiol couplings. The method has been demonstrated in protein conjugation, and an arylthiolate conjugate was shown to be stable upon prolonged incubation in either GSH or human plasma. Finally, cyclopropenyl ketones were used to create PEG-based hydrogels that are stable to prolonged incubation in a reducing environment.
Source: Organic & Biomolecular Chemistry
DOI: 10.1039/c8ob00166a
Institution: University of Delaware
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
Awards: The Tetrazine Ligation for Efficient 18F Labeling and Pretargeted Imaging/Radiotherapy of Cancer, Chiral Crown Catalysts for Selective Rh-Catalyzed Reactions, Discovery of Chemical Probes and Therapeutic Leads, Phase II, CRIF:MU Cryprobe Upgrade of a NMR Spectrometer, Chemistry-Biology Interface (CBI) NIH T32 Training Grant, High Performance Digital NMR Spectrometer, IGERT: Systems Biology of Cells in Engineered Environments (SBE2), Acquisition of a Single-Crystal X-ray Diffractometer, Molecular Design of Advanced Biomaterials, MRI: Acquisition of a High Resolution Mass Spectrometer for Small Molecule Analysis, Chemistry-Biology Interface Predoctoral Training Grant 2024-2029, Q-Exactive Orbitrap LC-MC/MS System
OpenAlex ID: W2788097365