Sulfonamide as amide isostere for fine-tuning the gelation properties of physical gels, Alegre-Requena, J. V.; Grijalvo, S.; Sampedro, D.; Mayr, J.; Saldías, C.; Marrero-Tellado, J. J.; Eritja, R.; Herrera, R. P.; Díaz, D. D. RSC Adv. 2020, 10, 11481-11492.
Abstract. (S)-2-Stearamidopentanedioic acid (C18-Glu) is a known LMW gelator that forms supramolecular gels in a variety of solvents. In this work, we have carried out the isosteric substitution of the amide group by a sulfonamide moiety yielding the new isosteric gelator (S)-2-(octadecylsulfonamido)pentanedioic acid (Sulfo-Glu). The gelation ability and the key properties of the corresponding gels were compared in terms of gelation concentration, gel-to-sol transition temperature, mechanical properties, morphology, and gelation kinetics in several organic solvents and water. This comparison was also extended to (S)-2-(4-hexadecyl-1H-1,2,3-triazol-4-yl)pentanedioic acid (Click-Glu), which also constitutes an isostere of C18-Glu. The stabilizing interactions were explored through computational calculations. In general, Sulfo-Glu enabled the formation of non-toxic gels at lower concentrations, faster, and with higher thermal-mechanical stabilities than those obtained with the other isosteres in most solvents. Furthermore, the amide-sulfonamide isosteric substitution also influenced the morphology of the gel networks as well as the release rate of an embedded antibiotic (vancomycin) leading to antibacterial activity in vitro against Staphylococcus aureus.
One more year… and getting younger!
Sara, Maru, Esther, Guillermo, Raquel, Conchita, Fer, Sandra, Fanny and Jacopo.
… both are compatible and necessary to enjoy life 😉
Very nice and instructive seminar by Fer…
and delicious Mexican food!
Asymmetric organocatalyzed aza‐Henry reaction of hydrazones: experimental and computational studies, Sonsona, I. G.; Alegre-Requena, J. V.; Marqués-López, E.; Gimeno, M. C.; Herrera, R. P. Chem. Eur. J. 2020, DOI: 10.1002/chem.202000232
Dr. Juan Mangas-Sanchez, visited us and gave an interesting talk about New enzymes for the preparation of amines. Discovery, directed evolution and synthetic applications.
Juan is currently working as a Post-Doctoral Research Assistant at the Manchester Institute of Biotechnology, integrated in Turner Lab. He will be incorporated at ISQCH very soon, after being appointed as an ARAID researcher. Then, Juan will be an HOCA member and we will work together with Gimenos’s Group, looking for convergence, synergies and much more, between ORGANOCATALYSIS, BIOCATALYSIS and METAL CATALYSIS.
Thank you for your visit and welcome to Zaragoza!!
Maru, Juan, Raquel and Conchita (Faculty of Science, UZ – 23/02/2020).
… with Dr. Santiago Uriel.
Thank you and congratulations!
Simple iodoalkyne-based organocatalysts for the activation of carbonyl compounds, Alegre-Requena, J. V.; Valero-Tena, A.; Sonsona, I. G.; Uriel, S.; Herrera, R. P. Org. Biomol. Chem. 2020, DOI: 10.1039/c9ob02688f
Abstract. A novel approach for the formation of bisindolylmethane derivatives (BIMs) is described as a proof of concept to evaluate the catalytic capacity of iodoalkynes. The use of these derivatives is reported as an example of simple halogen bond-based organocatalyst. This kind of activation has not been used before for the synthesis of bisindolylmethane derivatives 3. Interestingly, the preparation of 3-(1H-indol-3-yl)-1-phenylbutan-1-one (8) has been also achieved for the first time with an iodoalkyne derivative. We prove the efficiency of this family of new catalysts by developing a simple and easy operational methodology, opening the door to the development of alternative catalysts in the area of halogen bond-based organocatalysts.
Renso Visbal, Raquel P. Herrera* and M. Concepción Gimeno*
Chem. Eur. J. 2019, 25, 15837–15845.
We said hello to Christmas and goodbye to Manel and Athar.
Thank you for coming to work with us. Safe trip back home and good luck!
Merry Christmas everyone!
True to its commitment to scientific dissemination, last week, Raquel told to a general public, both, adults (December 12): Ámbito cultural (El Corte Inglés), and young people (December 13): IES Goya (Zaragoza), about the different properties that can show the two enantiomers of drugs containing quaternary carbons.
Everybody enjoyed once more the Raquel’s natural communicative skills!
