Journal
ORGANIC LETTERS
Volume 10, Issue 20, Pages 4593-4596Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol801883f
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Funding
- National Science Foundation [CHE-0518406]
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The 2-hydroxy-5-nitrobenzyl group is shown to be an effective protecting group for diazenlumdiolates. O-2-(2-Hydroxy-5-nitrobenzyl)-substituted diazeniumdiolates display enhanced thermal stability, but efficiently release nitric oxide (NO) in pH 7.4 aqueous solutions. A lipophilic analogue incorporated into hydrophobic polymers shows NO surface flux rates comparable to that of the natural endothelium. Importantly, these polymer formulations also show significantly enhanced biocompatibility in vivo with use of a porcine implant model.
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