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Utilization of a Diazene Core to Target Sulfinic Acid

Title: Utilization of a Diazene Core to Target Sulfinic Acid.
Name(s): Morgan, Lexi, author
Department of Biochemistry
Type of Resource: text
Genre: Text
Issuance: serial
Date Issued: 2013
Physical Form: computer
online resource
Extent: 1 online resource
Language(s): English
Abstract/Description: Hydrogen peroxide (H2O2) regulates an array of physiological functions and acts as a second messenger at low levels. However, the elevation of these levels can lead to oxidative stress, a state that is implicated in the progression of human diseases, such as cancer and Parkinson's disease. Cysteine is highly susceptible to oxidation from hydrogen peroxide because of the nucleophilicity of the thiol group (R-SH) to form sulfenic acid (RSOH). The thiol group can be further oxidized to form sulfinic acid (RSO2H) and sulfonic acid (RSO3H). Each of these species exhibits unique chemical properties as well as a versatile mechanism to alter protein function. While the regulatory function of sulfenic has been widely studied, very little is known about the role sulfinic acid plays. Mounting evidence suggests that the cysteine sulfinic acid is more regulated than once thought. An enzyme called sulfiredoxin was found to reduce the sulfinic form of certain peroxiredoxins. The discovery of a sulfinic acid reductase suggests a more fundamental role for this modification, thus the proposal of the "sulfinic acid switch" in regard to the protein regulation by hydrogen peroxide. At The Scripps Research Institute, Dr. Kate Carroll's goal is to monitor the oxidation of cysteine through the utilization of novel probes. This project focused on the utilization of a diazene core (R-N=N-R) with a variety of functional groups in order to target sulfinic acid. This electrophilic nitrogen-containing species acts as a specific reagent to target the nucleophilic sulfinic acid. This selective ligation reaction with sulfinic acids has potential utility for detections of oxidative modifications, as well as regulations, in biological systems.
Identifier: FSU_migr_undergradresearch-0010 (IID)
Subject(s): Biochemistry
Molecular biology
Persistent Link to This Record:
Owner Institution: FSU
Is Part of Series: Showcase of Undergraduate Research Excellence.

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Morgan, L. (2013). Utilization of a Diazene Core to Target Sulfinic Acid. Retrieved from