(S)-a-Benzylmalic acid
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| Category | Enzyme inhibitors |
| Catalog number | BBF-00294 |
| CAS | 51692-93-4 |
| Molecular Weight | 224.21 |
| Molecular Formula | C11H12O5 |
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Description
(S)-a-Benzylmalic acid is produced by the strain of Penicillum sp. It can be used to inhibit carboxylpeptidase A and slightly inhibit carboxylpeptidase B.
Specification
| Synonyms | (s)-a-benzylmalic acid; (S)-2-Benzyl-2-hydroxybutanedioic acid |
| IUPAC Name | (2S)-2-benzyl-2-hydroxybutanedioic acid |
| Canonical SMILES | C1=CC=C(C=C1)CC(CC(=O)O)(C(=O)O)O |
| InChI | InChI=1S/C11H12O5/c12-9(13)7-11(16,10(14)15)6-8-4-2-1-3-5-8/h1-5,16H,6-7H2,(H,12,13)(H,14,15)/t11-/m0/s1 |
| InChI Key | ZNAJIKYTBCGAQQ-NSHDSACASA-N |
Properties
| Appearance | White Powder |
| Melting Point | 153-155 °C |
Reference Reading
1. Recovery of Hydrochloric Acid from Industrial Wastewater by Diffusion Dialysis Using a Spiral-Wound Module
Arthur Merkel, Ladislav Čopák, Daniil Golubenko, Lukáš Dvořák, Matej Vavro, Andrey Yaroslavtsev, Libor Šeda Int J Mol Sci. 2022 Jun 1;23(11):6212. doi: 10.3390/ijms23116212.
In the present study, the possibility of using a spiral-wound diffusion dialysis module was studied for the separation of hydrochloric acid and Zn2+, Ni2+, Cr3+, and Fe2+ salts. Diffusion dialysis recovered 68% of free HCl from the spent pickling solution contaminated with heavy-metal-ion salts. A higher volumetric flowrate of the stripping medium recovered a more significant portion of free acid, namely, 77%. Transition metals (Fe, Ni, Cr) apart from Zn were rejected by >85%. Low retention of Zn (35%) relates to the diffusion of negatively charged chloro complexes through the anion-exchange membrane. The mechanical and transport properties of dialysis FAD-PET membrane under accelerated degradation conditions was investigated. Long-term tests coupled with the economic study have verified that diffusion dialysis is a suitable method for the treatment of spent acids, the salts of which are well soluble in water. Calculations predict significant annual OPEX savings, approximately up to 58%, favouring diffusion dialysis for implementation into wastewater management.
2. Fluorescent probes for monitoring myeloperoxidase-derived hypochlorous acid: a comparative study
Karolina Pierzchała, Marlena Pięta, Monika Rola, Małgorzata Świerczyńska, Angelika Artelska, Karolina Dębowska, Radosław Podsiadły, Jakub Pięta, Jacek Zielonka, Adam Sikora, Andrzej Marcinek, Radosław Michalski Sci Rep. 2022 Jun 3;12(1):9314. doi: 10.1038/s41598-022-13317-8.
MPO-derived oxidants including HOCl contribute to tissue damage and the initiation and propagation of inflammatory diseases. The search for small molecule inhibitors of myeloperoxidase, as molecular tools and potential drugs, requires the application of high throughput screening assays based on monitoring the activity of myeloperoxidase. In this study, we have compared three classes of fluorescent probes for monitoring myeloperoxidase-derived hypochlorous acid, including boronate-, aminophenyl- and thiol-based fluorogenic probes and we show that all three classes of probes are suitable for this purpose. However, probes based on the coumarin fluorophore turned out to be not reliable indicators of the inhibitors' potency. We have also determined the rate constants of the reaction between HOCl and the probes and they are equal to 1.8 × 104 M-1s-1 for coumarin boronic acid (CBA), 1.1 × 104 M-1s-1 for fluorescein based boronic acid (FLBA), 3.1 × 104 M-1s-1 for 7-(p-aminophenyl)-coumarin (APC), 1.6 × 104 M-1s-1 for 3'-(p-aminophenyl)-fluorescein (APF), and 1 × 107 M-1s-1 for 4-thiomorpholino-7-nitrobenz-2-oxa-1,3-diazole (NBD-TM). The high reaction rate constant of NBD-TM with HOCl makes this probe the most reliable tool to monitor HOCl formation in the presence of compounds showing HOCl-scavenging activity.
3. Dietary acid load and esophageal cancer risk: A case-control study
Alvaro Luis Ronco, Wilner Martínez-López, Juan M Calderón, Maximilian Andreas Storz Thorac Cancer. 2022 Oct;13(19):2759-2766. doi: 10.1111/1759-7714.14612. Epub 2022 Aug 21.
Background: A high dietary acid load (DAL) can produce metabolic acidosis, which is linked to cancer development through mechanisms of inflammation and cell transformation. There is limited epidemiological evidence linking DAL and cancer risk; however, none of the published studies focused on DAL and esophageal cancer (EC) risk in particular. Therefore, we sought to explore this association in the present study. Methods: A case-control study was performed in 1295 male patients (185 squamous cell EC cases and 1110 age-frequency and urban/rural residence matched controls) through a multitopic inquiry, including a food frequency questionnaire. Food-derived nutrients were calculated from available databases. The DAL was calculated based on two validated measures: Potential renal acid load (PRAL) score and net endogenous acid production (NEAP) score. Odds ratios (OR) and their 95% confidence intervals (95% CI) were estimated by unconditional logistic regression, adjusting for confounders. Results: We found direct, significant associations between dietary acid load and EC risk: (OR = 2.28, 95% CI: 1.44-3.61, ptrend <0.0001) and (OR = 2.17, 95% CI: 1.38-3.41, ptrend <0.0001) for highest PRAL and NEAP tertiles, respectively. Our data raise the possibility that a high DAL may contribute to EC development. Both acid load scores were directly associated with animal-based foods (mainly meat) and inversely associated with the intake of plant-based foods. Conclusion: To the best of our knowledge, this is the first epidemiological case-control study analyzing associations of DAL and squamous cell EC risk. Further research is warranted to confirm our findings.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
