Angewandte Chemie International Edition · 2008 · 879 citations · 35 references
Natural SciencesBiochemistryChemistryCatalysisInorganic ChemistryMetabolic StabilityChemical StabilityEnzyme StabilityAcid-catalyzed DegradationAcid-catalyzed HydrolysisAcid-catalyzed ReactionsHydrolytic StabilityRate Constant Determination
Watching C 'n' N: Hydrazones and oximes are common conjugates but are labile to hydrolysis. The hydrolytic stabilities of isostructural hydrazones and one oxime were determined at pD 5.0–9.0. The rate constant for the acid-catalyzed hydrolysis of the oxime was nearly 103-fold lower than those for simple hydrazones, and a trialkylhydrazonium ion (formed after condensation) was even more stable than the oxime.
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Site-specific labeling of cell surface proteins with biophysical probes using biotin ligase
Irwin Chen, Mark Howarth, Weiying Lin et al. · Nature Methods · 2005 · 666 citations