Effect of Steric Bulk and Electronic Effect on AgNP Solution Substitution Reaction Mechanism
Project Author
Issue Date
2024-04-12
Authors
Lutz, Rachael
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First Reader
Deckert, Alice A.
Additional Readers
Nelson, Margaret K.
Murphree, Shaun S.
Murphree, Shaun S.
Keywords
physical chemistry , nanoparticles , raman spectroscopy , substitution reaction , kinetics
Distribution
Abstract
The immobilization of the receptor to the matrix is a major determinant of biosensor functionality. Steric hindrance and inductive effect are major factors influencing the kinetics and mechanism of immobilization binding. The effect of steric hindrance and electronic effect on the kinetics and mechanism of the substitution reaction between the imidazole group and an active N-hydroxysuccinimide ester attached to an AgNP in solution was investigated using surface enhanced Raman spectroscopy (SERS). By comparing 2-methylimidazole with histidine, molecules of varying steric bulk and electronic effect, the effect of the steric bulk and electronic effect of the nucleophile on the mechanism of the substitution reaction will be better understood, leading to greater understanding of the effect of sterics and electronics on biosensor receptor immobilization. The rate constant for 2-methylimidazole was found to be 0.00018 mM⁻¹s⁻¹, which is approximately 50 times smaller than the previously found rate constant for histidine, 0.010 mM⁻¹s⁻¹.
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Chair
Major
Biochemistry
Department
Biochemistry