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Ozonolysis of Uric Acid at the Air/Water Interface

Enami, Shinichi and Hoffmann, M. R. and Colussi, A. J. (2008) Ozonolysis of Uric Acid at the Air/Water Interface. Journal of Physical Chemistry B, 112 (14). pp. 4153-4156. ISSN 1520-6106.

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Uric acid (UA) epoxide, peroxide, and ozonide species produced in aqueous UA microdroplets exposed to O3(g) are detected by online mass spectrometry within ∼1 ms. UA conversions are independent of its initial concentration below ∼0.1 mM and are unaffected by addition of excess H2O2 or t-butanol. UA reactivity increases ∼380 times from pH 4 to 7, which is at variance with the pH-independent rates reported for the UA + O3(aq) reaction in bulk water. At pH ∼7, UA and ascorbic acid (AH2) microdroplets react with O3(g) at similar rates, although UA is ∼40 times more reactive than AH2 toward O3(aq) in bulk water. Only the UA epoxide, plus traces of UA peroxide, are formed upon mixing UA(aq) and O3(aq) solutions. We infer that the gas−liquid ozonolysis of UA proceeds in an interfacial aqueous medium quite distinct from bulk water. Thus, UA, a component of the pulmonary epithelial lining fluid that scavenges atmospheric O3(g) into less deleterious species (similar to AH2), is rendered inactive below pH ∼5. The potential implications of these findings on synergistic health effects between tropospheric ozone and acidic particulates are briefly analyzed.

Item Type:Article
Related URLs:
URLURL TypeDescription Information
Enami, Shinichi0000-0002-2790-7361
Hoffmann, M. R.0000-0001-6495-1946
Colussi, A. J.0000-0002-3400-4101
Additional Information:© 2008 American Chemical Society. Received: December 21, 2007; In Final Form: February 25, 2008. Publication Date (Web): March 7, 2008. Project financed by NSF Grant ATM-0714329. C. D. Vecitis helped with MS/MS experiments. S.E. is grateful to the JSPS Research Fellowship for Young Scientists.
Funding AgencyGrant Number
Japan Society for the Promotion of Science (JSPS)UNSPECIFIED
Issue or Number:14
Record Number:CaltechAUTHORS:20150623-154751702
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Official Citation:Ozonolysis of Uric Acid at the Air/Water Interface Shinichi Enami, M. R. Hoffmann, and A. J. Colussi The Journal of Physical Chemistry B 2008 112 (14), 4153-4156 DOI: 10.1021/jp712010k
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:58463
Deposited By: George Porter
Deposited On:26 Jun 2015 14:44
Last Modified:03 Mar 2020 13:01

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