D-Proline ethyl ester hydrochloride
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D-Proline ethyl ester hydrochloride

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Cyclic Amino Acids
Catalog number
CAS number
Molecular Formula
Molecular Weight
D-Proline ethyl ester hydrochloride
ethyl (2R)-pyrrolidine-2-carboxylate;hydrochloride
D-Pro-OEt HCl; (R)-Pyrrolidine-2-carboxylic acid ethyl ester hydrochloride; (R)-Ethyl pyrrolidine-2-carboxylate hydrochloride
White powder
≥ 97%
Store at 2-8 °C
InChI Key
Canonical SMILES
1. Ionic coupling of hyaluronic acid with ethyl N-lauroyl l-arginate (LAE): Structure, properties and biocide activity of complexes
Ana Gamarra, Beatriz Missagia, Lourdes Urpí, Jordi Morató, Sebastián Muñoz-Guerra Carbohydr Polym. 2018 Oct 1;197:109-116. doi: 10.1016/j.carbpol.2018.05.057. Epub 2018 May 18.
Ethyl αN-lauroyl l-arginate hydrochloride (LAE) was coupled with hyaluronic acid (HyA) to form ionic complexes with LAE to HyA ratios of 1:1 and 1:2. The complexes were extensively characterized by FTIR and NMR spectroscopies and their thermal properties evaluated by thermogravimetry and calorimetry. Thin films prepared from these complexes by casting displayed a smectic-like structure based on an ordered arrangement of LAE and HyA layers with a nanometric periodicity of 3.8-3.9 nm. Films immersed in water at pH 7.4 and 5.5 dissociated to deliver free LAE to the environment and reaching the equilibrium in few hours. The biocide activity of these films against both Gram-positive and Gram-negative bacteria was preliminary assessed by the liquid medium method, and shown to be notable in both cases. The antibacterial property of the complexes was found to increase with the content of LAE and to be particularly efficient against Gram-negative S. enterica bacteria.
2. Antimicrobial activity of lauric arginate-coated polylactic acid films against Listeria monocytogenes and Salmonella typhimurium on cooked sliced ham
Pornpun Theinsathid, Wonnop Visessanguan, Jittiporn Kruenate, Yutthana Kingcha, Suwimon Keeratipibul J Food Sci. 2012 Feb;77(2):M142-9. doi: 10.1111/j.1750-3841.2011.02526.x. Epub 2012 Feb 6.
A novel type of environmentally friendly packaging with antibacterial activity was developed from lauric arginate (LAE)-coating of polylactic acid (PLA) films after surface activation using a corona discharge. Scanning electron microscopy (SEM)-based analysis of the LAE/PLA films confirmed the successful coating of LAE on the PLA surface. The mechanical properties of the LAE/PLA films with different levels of LAE-coating (0% to 2.6%[w/w]) were essentially the same as those of the neat PLA film. The antibacterial activity of the LAE/PLA films against Listeria monocytogenes and Salmonella enterica Serovar Typhimurium (S. Typhimurium) was confirmed by a qualitative modified agar diffusion assay and quantitative JIS Z 2801:2000 method. Using the LAE/PLA film as a food-contact antimicrobial packaging for cooked cured ham, as a model system, suggested a potential application to inhibit L. monocytogenes and S. Typhimurium on ham with a 0.07% (w/w) LAE coating on the PLA when high transparency is required, as evidenced from the 2 to 3 log CFU/tested film lower pathogen growth after 7 d storage but even greater antibacterial activity is obtained with a LAE coating level of 2.6% (w/w) but at the cost of a reduced transparency of the finished product. This article shows how we can simply develop functional green packaging of PLA for food with effective and efficient antimicrobial activity by use of LAE coating on the surface via corona discharge. Practical application: The effectiveness of an innovative antimicrobial LAE-coated PLA film against foodborne pathogens was demonstrated. Importantly, the application of the LAE to form the LAE-coated PLA film can be customized within current film manufacturing lines.
3. Evaluation of synthesized biosurfactants as promising corrosion inhibitors and alternative antibacterial and antidermatophytes agents
Ahmed Fawzy, Areej Al Bahir, Nada Alqarni, Arafat Toghan, Manal Khider, Ibrahim M Ibrahim, Hussein Hasan Abulreesh, Khaled Elbanna Sci Rep. 2023 Feb 14;13(1):2585. doi: 10.1038/s41598-023-29715-5.
This study investigated different amino acid-based surfactants (AASs), also known as biosurfactants, including sodium N-dodecyl asparagine (AS), sodium N-dodecyl tryptophan (TS), and sodium N-dodecyl histidine (HS) for their potential anticorrosion, antibacterial, and antidermatophyte properties. The chemical and electrochemical techniques were employed to examine the copper corrosion inhibition efficacy in H2SO4 (1.0 M) solution at 298 K. The results indicated their promising corrosion inhibition efficiencies (% IEs), which varied with the biosurfactant structures and concentrations, and the concentrations of corrosive medium. Higher % IEs values were attributed to the surfactant adsorption on the copper surface and the production of a protective film. The adsorption was in agreement with Langmuir adsorption isotherm. The kinetics and mechanisms of copper corrosion and its inhibition by the examined AASs were illuminated. The surfactants behaved as mixed-kind inhibitors with minor anodic priority. The values of % IEs gained from weight loss technique at a 500 ppm of the tested surfactants were set to be 81, 83 and 88 for AS, HS and TS, respectively. The values of % IEs acquired from all the applied techniques were almost consistent which were increased in the order: TS > HS ≥ AS, establishing the validity of this study. These surfactants also exhibited strong broad-spectrum activities against pathogenic Gram-negative and Gram-positive bacteria and dermatophytes. HS exhibited the highest antimicrobial activity followed by TS, and AS. The sensitivity of pathogenic bacteria varied against tested AASs. Shigella dysenteriae and Trichophyton mantigrophytes were found to be the most sensitive pathogens. HS exhibited the highest antibacterial activity against Shigella dysenteriae, Bacillus cereus, E. coli, K. pneumoniae, and S. aureus through the formation of clear zones of 70, 50, 40, 39, and 35 mm diameters, respectively. AASs also exhibited strong antifungal activity against all the tested dermatophyte molds and fungi. HS caused the inhibition zones of 62, 57, 56, 48, and 36 mm diameters against Trichophyton mantigrophytes, Trichophyton rubrum, Candida albicans, Trichosporon cataneum, and Cryptococcus neoformans, respectively. AASs minimal lethal concentrations ranged between 16 to 128 µg/ml. HS presented the lowest value (16 µg/ml) against tested pathogens followed by TS (64 µg/ml), and AS (128 µg/ml). Therefore, AASs, especially HS, could serve as an effective alternative antimicrobial agent against food-borne pathogenic bacteria and skin infections-associated dermatophyte fungi.
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