Solvent-Assisted Tyrosine-Based Dipeptide Forms Low-Molecular Weight Gel: Preparation and Its Potential Use in Dye Removal and Oil Spillage Separation from Water.

ACS Omega

Organic and Medicinal Chemistry Division, Academy of Science and Industrial Research, and Structural Biology and Bioinformatics Division, CSIR-Indian Institute of Chemical Biology, Jadavpur, Kolkata 700032, India.

Published: September 2019

Low-molecular weight gelators (supramolecular, or simply molecular gels) are highly important molecular frameworks because of their potential application in drug delivery, catalysis, pollutant removal, sensing materials, and so forth. Herein, a small dipeptide composed of -(-butoxycarbonyl)pentafluoro-l-phenylalanine and O-benzyl-l-tyrosine methyl ester was synthesized, and its gelation ability was investigated in different solvent systems. It was found that the dipeptide was unable to form gel with a single solvent, but a mixture of solvent systems was found to be suitable for the gelation of this dipeptide. Interestingly, water was found to be essential for gelation with the polar protic solvent, and long-chain hydrocarbon units such as, petroleum ether, kerosene, and diesel, were important for gelation with aromatic solvents. The structural insights of these gels were characterized by field-emission scanning electronic microscopy, atomic force microscopy, Fourier transform infrared analysis, and X-ray diffraction studies, and their mechanical strengths were characterized by rheological experiments. Both of the gels obtained from these two solvent systems were thermoreversible in nature, and these translucent gels had potential application for the treatment of waste water. The gel obtained from dipeptides with methanol-water was used to remove toxic dyes (crystal violet, Eriochrome Black T, and rhodamine B) from water. Furthermore, the gel obtained from dipeptide with assistance from toluene-petroleum ether was used as a phase-selective gelator for oil-spill recovery.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6739715PMC
http://dx.doi.org/10.1021/acsomega.9b01301DOI Listing

Publication Analysis

Top Keywords

solvent systems
12
low-molecular weight
8
potential application
8
water gel
8
dipeptide
5
solvent
5
solvent-assisted tyrosine-based
4
tyrosine-based dipeptide
4
dipeptide forms
4
forms low-molecular
4

Similar Publications

Purpose: This study aimed to develop a solid self-nanoemulsifying drug delivery system (SNEDDS) and surface-coated microspheres to improve the oral bioavailability of niclosamide.

Methods: A solubility screening study showed that liquid SNEDDS, prepared using an optimized volume ratio of corn oil, Cremophor RH40, and Tween 80 (20:24:56), formed nanoemulsions with the smallest droplet size. Niclosamide was incorporated into this liquid SNEDDS and spray-dried with calcium silicate to produce solid SNEDDS.

View Article and Find Full Text PDF

Rationalizing the role of chemical interactions in the precursor solutions on the structure, morphology, and performance of thin-film CuZnSn(S,Se) (CZTSSe) is key for the development of bifacial and other photovoltaic (PV) device architectures designed by scalable solution-based methods. In this study, we uncover the impact of dimethylformamide (DMF) and isopropanol (IPA) solvent mixtures on cation complexation and rheology of the precursor solution, as well as the corresponding morphology, composition, and PV performance of CZTSSe thin-film grown on fluorine-doped tin oxide (FTO). We find that increasing the proportion of IPA leads to a nonlinear increase in dynamic viscosity due to the strong repulsion between DMF and IPA, which is characterized by an interaction cohesion parameter of 3.

View Article and Find Full Text PDF

Study on the formation mechanism and effective manipulation of polymorphs and solvates in Osimertinib-Caffeic acid multi-component crystal with distinct properties.

Int J Pharm

December 2024

Guangdong Provincial Key Lab of Green Chemical Product Technology, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, China. Electronic address:

Investigating the formation mechanism and effective manipulation of multi-component crystal polymorphs is crucial for facilitating industrial drug development. Herein, five novel Osimertinib-caffeic acid forms were first strategically tailored by varying solvent selection. Theoretical analysis demonstrated this polymorphism is correlated with multiple hydrogen bond donors-acceptors within multi-component system, which provides manipulation space for reconfiguration of intermolecular interactions and structural competition, while solvent further induced or involved in hydrogen-bonded rearrangements.

View Article and Find Full Text PDF

Influence of deep-eutectic and organic solvents on the recovery, molecular mass, and functional properties of dextran: Application using dextran film.

Int J Biol Macromol

December 2024

Bioprocess Engineering Laboratory, School of Chemical and Biotechnology, Centre for Bioenergy, SASTRA Deemed to be University, India. Electronic address:

The novelty of this study is to examine the impact of different solvent systems, namely organic and deep eutectic solvents, on recovery yield, antioxidant activity, poly-dispersity index, and functional properties of microbial dextran. The optimized conditions for maximum dextran recovery were obtained using organic solvent found to be: supernatant: organic solvent - 1:4 v/v; organic solvents: ethanol, isopropanol, and acetone; temperature: 0 °C; and time: 16 h. Though a similar structure was obtained for dextran recovered using various solvents, the degree of branching varied, with DES-precipitated dextran having the highest branching of 20 % α-(1,3) linkages.

View Article and Find Full Text PDF

The objective of this study was to produce new and renewable bio-based plasticizers from used soybean cooking oil (USCO). First, USCO was completely converted into free fatty acids (FFAs) using lipase from Candida rugosa. Next, these FFAs were enzymatically esterified with benzyl alcohol in solvent-free systems.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!