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Acyloxy Nitroso Compounds as HNO Donors and Their Reactions with Thiol and Heme Containing Proteins

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abstract
Nitroxyl (HNO), a nitrogen monoxide with distinct chemistry and biology, has gained interest as a potential treatment of congestive heart failure through the ability of the HNO donor, Angeli's salt (AS), to evoke positive inotropic effects in canine cardiac muscle. The release of nitrite during decomposition limits the use of AS requiring other HNO sources. Acyloxy nitroso compounds hydrolyze to HNO, while the rate of decomposition of these compounds can change through variation of the ester portion of the molecule. A number of cyclohexanone acyloxy nitroso compounds that contain different R groups on the ester that include a t-butyl group to increase stability, long side chains and double bonds to increase lipophilicity, and oxygen in the ring to increase solubility , were synthesized and characterized as HNO donors.
subject
Aldehyde Dehydrogenase (ALDH)
Congestive Heart Failure
dehydroalanine
Myoglobin (Mb)
Nitroxyl (HNO)
Nitroxyl (HNO) Donors
contributor
DuMond, Jenna F. (author)
King, S. Bruce (committee chair)
Kim-Shapiro, Daniel B. (committee member)
Alexander, Rebecca W. (committee member)
Colyer, Christa L. (committee member)
Jones, Paul B. (committee member)
date
2012-06-12T08:35:53Z (accessioned)
2013-06-12T08:30:11Z (available)
2012 (issued)
degree
Chemistry (discipline)
embargo
2013-06-12 (terms)
identifier
http://hdl.handle.net/10339/37271 (uri)
language
en (iso)
publisher
Wake Forest University
title
Acyloxy Nitroso Compounds as HNO Donors and Their Reactions with Thiol and Heme Containing Proteins
type
Dissertation

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