The DOI matches its Crossref record.
Secondary Organic Aerosol-Forming Reactions of Glyoxal with Amino Acids
Abstract
Glyoxal, the simplest and most abundant alpha-dicarbonyl compound in the atmosphere, is scavenged by clouds and aerosol, where it reacts with nucleophiles to form low-volatility products. Here we examine the reactions of glyoxal with five amino acids common in clouds. When glyoxal and glycine, serine, aspartic acid or ornithine are present at concentrations as low as 30/microM in evaporating aqueous droplets or bulk solutions, 1,3-disubstituted imidazoles are formed in irreversible second-order reactions detected by nuclear magnetic resonance (NMR), aerosol mass spectrometry (AMS) and electrospray ionization mass spectrometry (ESI-MS). In contrast, glyoxal reacts with arginine preferentially at side chain amino groups, forming nonaromatic five-membered rings. All reactions were accompanied by browning. The uptake of 45 ppb glyoxal by solid-phase glycine aerosol at 50% RH was also studied and found to cause particle growth and the production of imidazole measured by scanning mobility particle sizing and AMS, respectively, with a glyoxal uptake coefficient alpha = 0.0004. Comparison of reaction kinetics in bulk and in drying droplets shows that conversion of glyoxal dihydrate to monohydrate accelerates the reaction by over 3 orders of magnitude, allowing these reactions to occur at atmospheric conditions.
Overview
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Self-check
Percentages, sums and reported differences re-computed from the paper’s own numbers.
The self-check needs the paper’s full text.
Citations
Cited by
Formation of Urban Fine Particulate Matter
Zhang, R., Wang, G., Guo, S., Zamora, M. L., Ying, Q., Lin, Y., Wang, W., Hu, M., & Wang, Y. (2015) · Chemical Reviews · doi:10.1021/acs.chemrev.5b00067 · Cited by 1,426
The Molecular Identification of Organic Compounds in the Atmosphere: State of the Art and Challenges
Nozière, B., Kalberer, M., Claeys, M., Allan, J., D’Anna, B., Decesari, S., Finessi, E., Glasius, M., Grgić, I., Hamilton, J. F., et al. (2015) · Chemical Reviews · doi:10.1021/cr5003485 · Cited by 656
Aqueous chemistry and its role in secondary organic aerosol (SOA) formation
Lim, Y. B., Tan, Y., Perri, M. J., Seitzinger, S. P., & Turpin, B. J. (2010) · Atmospheric Chemistry and Physics · doi:10.5194/acp-10-10521-2010 · Cited by 585
Hecobian, A., Zhang, X., Zheng, M., Frank, N., Edgerton, E. S., & Weber, R. J. (2010) · Atmospheric Chemistry and Physics · doi:10.5194/acp-10-5965-2010 · Cited by 579
Updyke, K. M., Nguyen, T. B., & Nizkorodov, S. A. (2012) · Atmospheric Environment · doi:10.1016/j.atmosenv.2012.09.012 · Cited by 422
Ervens, B., & Volkamer, R. (2010) · Atmospheric Chemistry and Physics · doi:10.5194/acp-10-8219-2010 · Cited by 386
Photochemical processing of aqueous atmospheric brown carbon
Zhao, R., Lee, A. K. Y., Huang, L., Li, X., Yang, F., & Abbatt, J. P. D. (2015) · Atmospheric Chemistry and Physics · doi:10.5194/acp-15-6087-2015 · Cited by 373
Brown Carbon Formation by Aqueous-Phase Carbonyl Compound Reactions with Amines and Ammonium Sulfate
Powelson, M. H., Espelien, B. M., Hawkins, L. N., Galloway, M. M., & De Haan, D. O. (2014) · Environmental Science & Technology · doi:10.1021/es4038325 · Cited by 332
Bones, D. L., Henricksen, D. K., Mang, S. A., Gonsior, M., Bateman, A. P., Nguyen, T. B., Cooper, W. J., & Nizkorodov, S. A. (2010) · Journal of Geophysical Research: Atmospheres · doi:10.1029/2009jd012864 · Cited by 299
De Haan, D. O., Hawkins, L. N., Kononenko, J. A., Turley, J. J., Corrigan, A. L., Tolbert, M. A., & Jimenez, J. L. (2011) · Environmental Science & Technology · doi:10.1021/es102933x · Cited by 299
Self-citationLee, H. J. (., Laskin, A., Laskin, J., & Nizkorodov, S. A. (2013) · Environmental Science & Technology · doi:10.1021/es400644c · Cited by 164
Metadata
- Authors
- Haan, D. O. D., Corrigan, A. L., Smith, K. W., Stroik, D. R., Turley, J. J., Lee, F. E., Tolbert, M. A., Jimenez, J. L., Cordova, K. E., & Ferrell, G. R.
- Venue
- Environmental Science & Technology
- Publisher
- American Chemical Society (ACS)
- Published
- 2009-03-12
- Volume
- 43
- Issue
- 8
- Pages
- 2818-2824
- ISSN
- 0013-936X (ISSN-L)
- 1520-5851
- OpenAlex
- W2066161240
- Cited by
- 273
- References
- 0
- FWCI
- 11.53
- Type
- journal article
- Language
- en
- Open access
- closed
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
Data sources
Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
