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Page 1
Crystal structure of zymonic acid and a redetermination of its precursor, pyruvic acid.
Heger D, Eugene AJ, Parkin SR, Guzman MI. Heger D, et al. Acta Crystallogr E Crystallogr Commun. 2019 May 24;75(Pt 6):858-862. doi: 10.1107/S2056989019007072. eCollection 2019 Jun 1. Acta Crystallogr E Crystallogr Commun. 2019. PMID: 31391982 Free PMC article.
The structure of zymonic acid (systematic name: 4-hy-droxy-2-methyl-5-oxo-2,5-di-hydro-furan-2-carb-oxy-lic acid), C(6)H(6)O(5), which had previously eluded crystallographic determination, is presented here for the first time. ...The other hydrogen bonds in …
The structure of zymonic acid (systematic name: 4-hy-droxy-2-methyl-5-oxo-2,5-di-hydro-furan-2-carb-oxy-lic acid), C(6) …
Chemical Equilibria and Kinetics in Aqueous Solutions of Zymonic Acid.
Perkins RJ, Shoemaker RK, Carpenter BK, Vaida V. Perkins RJ, et al. J Phys Chem A. 2016 Dec 29;120(51):10096-10107. doi: 10.1021/acs.jpca.6b10526. Epub 2016 Dec 19. J Phys Chem A. 2016. PMID: 27991786
Pyruvic acid under a wide range of conditions, including normal storage conditions, will spontaneously dimerize to form zymonic acid. We isolated zymonic acid and, using a variety of 1D and 2D NMR techniques, identified it as a single structure …
Pyruvic acid under a wide range of conditions, including normal storage conditions, will spontaneously dimerize to form zymonic …
Imaging of pH in vivo using hyperpolarized (13)C-labelled zymonic acid.
Düwel S, Hundshammer C, Gersch M, Feuerecker B, Steiger K, Buck A, Walch A, Haase A, Glaser SJ, Schwaiger M, Schilling F. Düwel S, et al. Nat Commun. 2017 May 11;8:15126. doi: 10.1038/ncomms15126. Nat Commun. 2017. PMID: 28492229 Free PMC article.
Natural pH regulatory mechanisms can be overruled during several pathologies such as cancer, inflammation and ischaemia, leading to local pH changes in the human body. Here we demonstrate that (13)C-labelled zymonic acid (ZA) can be used as hyperpolarized magnetic r …
Natural pH regulatory mechanisms can be overruled during several pathologies such as cancer, inflammation and ischaemia, leading to local pH …
Prediction of multiple pH compartments by deep learning in magnetic resonance spectroscopy with hyperpolarized (13)C-labelled zymonic acid.
Fok WR, Grashei M, Skinner JG, Menze BH, Schilling F. Fok WR, et al. EJNMMI Res. 2022 Apr 23;12(1):24. doi: 10.1186/s13550-022-00894-y. EJNMMI Res. 2022. PMID: 35460436 Free PMC article.
Here, we study measurements of extracellular pH (pH(e)) by hyperpolarized zymonic acid, where multiple pH(e) compartments, such as those observed in healthy kidney or other heterogeneous tissue, result in a cluster of spectrally overlapping peaks, which is hard to r …
Here, we study measurements of extracellular pH (pH(e)) by hyperpolarized zymonic acid, where multiple pH(e) compartments, suc …
Deuteration of Hyperpolarized (13) C-Labeled Zymonic Acid Enables Sensitivity-Enhanced Dynamic MRI of pH.
Hundshammer C, Düwel S, Köcher SS, Gersch M, Feuerecker B, Scheurer C, Haase A, Glaser SJ, Schwaiger M, Schilling F. Hundshammer C, et al. Chemphyschem. 2017 Sep 20;18(18):2422-2425. doi: 10.1002/cphc.201700779. Epub 2017 Aug 17. Chemphyschem. 2017. PMID: 28719100
Therefore, a non-invasive and spatially resolved pH determination is valuable for disease diagnosis, characterization of response to treatment and the design of pH-sensitive drug-delivery systems. We recently introduced hyperpolarized [1,5-(13) C(2) ]zymonic acid (Z …
Therefore, a non-invasive and spatially resolved pH determination is valuable for disease diagnosis, characterization of response to treatme …
Chemistry and Photochemistry of Pyruvic Acid at the Air-Water Interface.
Kappes KJ, Deal AM, Jespersen MF, Blair SL, Doussin JF, Cazaunau M, Pangui E, Hopper BN, Johnson MS, Vaida V. Kappes KJ, et al. J Phys Chem A. 2021 Feb 4;125(4):1036-1049. doi: 10.1021/acs.jpca.0c09096. Epub 2021 Jan 21. J Phys Chem A. 2021. PMID: 33475373 Free article.
The results show that surface chemistry leads to substantial oligomer formation. The sequence begins with the condensation of lactic acid (LA), formed at the surface, with itself and with pyruvic acid, and LA + LA - H(2)O and LA + PA - H(2)O are prominent among the …
The results show that surface chemistry leads to substantial oligomer formation. The sequence begins with the condensation of lactic acid …
Multiphase Photochemistry of Pyruvic Acid under Atmospheric Conditions.
Reed Harris AE, Pajunoja A, Cazaunau M, Gratien A, Pangui E, Monod A, Griffith EC, Virtanen A, Doussin JF, Vaida V. Reed Harris AE, et al. J Phys Chem A. 2017 May 11;121(18):3327-3339. doi: 10.1021/acs.jpca.7b01107. Epub 2017 Apr 17. J Phys Chem A. 2017. PMID: 28388049
Upon irradiation of nebulized pyruvic acid, acetic acid and carbon dioxide are rapidly generated, which is consistent with previous literature on the bulk phase photolysis reactions. Additionally, we identify a new C(6) product, zymonic acid, a species …
Upon irradiation of nebulized pyruvic acid, acetic acid and carbon dioxide are rapidly generated, which is consistent with pre …
Chemistry and Photochemistry of Pyruvic Acid Adsorbed on Oxide Surfaces.
Alves MR, Fang Y, Wall KJ, Vaida V, Grassian VH. Alves MR, et al. J Phys Chem A. 2019 Sep 5;123(35):7661-7671. doi: 10.1021/acs.jpca.9b06563. Epub 2019 Aug 22. J Phys Chem A. 2019. PMID: 31381344
Analysis of products extracted from the surface with mass spectrometry shows the formation of several new compounds. This includes zymonic acid, which is found to be present under both dark and light conditions, and other higher-molar-mass oligomeric species such as …
Analysis of products extracted from the surface with mass spectrometry shows the formation of several new compounds. This includes zymoni …
Size-Dependent Sigmoidal Reaction Kinetics for Pyruvic Acid Condensation at the Air-Water Interface in Aqueous Microdroplets.
Li M, Boothby C, Continetti RE, Grassian VH. Li M, et al. J Am Chem Soc. 2023 Oct 18;145(41):22317-22321. doi: 10.1021/jacs.3c08249. Epub 2023 Oct 3. J Am Chem Soc. 2023. PMID: 37787586 Free PMC article.
The chemistry of pyruvic acid (PA) under thermal dark conditions is limited in bulk solutions, but in microdroplets it is shown to readily occur. ...We found that PA undergoes a condensation reaction to yield mostly zymonic acid. Interestingly, the reaction f …
The chemistry of pyruvic acid (PA) under thermal dark conditions is limited in bulk solutions, but in microdroplets it is shown to re …
pH Dependence of T1 for 13 C-Labelled Small Molecules Commonly Used for Hyperpolarized Magnetic Resonance Imaging.
Hundshammer C, Grashei M, Greiner A, Glaser SJ, Schilling F. Hundshammer C, et al. Chemphyschem. 2019 Mar 18;20(6):798-802. doi: 10.1002/cphc.201801098. Epub 2019 Feb 21. Chemphyschem. 2019. PMID: 30790394
Here, we analyzed the pH-dependence of T(1) for commonly used HP (13) C-labelled small molecules such as acetate, alanine, fumarate, lactate, pyruvate, urea and zymonic acid. For instance, the T(1) of HP pyruvate is about 2.5 fold smaller at acidic pH (25 s, pH 1.7, …
Here, we analyzed the pH-dependence of T(1) for commonly used HP (13) C-labelled small molecules such as acetate, alanine, fumarate, lactate …
14 results