A convergent strategy for the synthesis of beta-cyclodextrin analogues is reported, utilizing preferential cyclodimerization of an azido-alkyne trisaccharide via Cu(I)-catalyzed [3 + 2] dipolar cycloaddition of the alkyne and azide functional groups. The resultant oligosaccharide macrocycle retains the binding propensity of cyclodextrins, as demonstrated by the similar ANS association constants measured for macrocycle 1 and beta-cyclodextrin. This new synthetic strategy opens up new avenues for modular preparation of functionally diverse cyclodextrin analogues that are otherwise inaccessible.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/ja039374t | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
α-Cyclodextrin supplementation improves endurance exercise performance and reduces post-exercise fatigue in human males: a randomized, double-blind, placebo-controlled, parallel-group study.
Biosci Microbiota Food Health
September 2024
Core Technology Laboratories, Asahi Quality & Innovations, Ltd., 1-1-21 Midori, Moriya-shi, Ibaraki 302-0106, Japan.
α-Cyclodextrin (αCD), a cyclic hexasaccharide composed of six glucose units, is not digested in the small intestine but is completely fermented by gut microbes. Recently, we have reported that αCD supplementation for nonathlete men improved their 10 km biking times. However, the beneficial effects of αCD on exercise are not yet fully understood.
View Article and Find Full Text PDFSignificantly improving the solubility and anti-inflammatory activity of fenofibric acid with native and methyl-substituted beta-cyclodextrins via complexation.
Sci Rep
January 2025
School of Chemical Engineering, Yeungnam University, Gyeongsan, 38541, Republic of Korea.
The solubility of commonly used anti-inflammatory drugs has become a significant concern in contemporary medicine. Furthermore, inflammatory arthritis stands out as the most prevalent chronic inflammatory disease globally. The disease's pathology is characterized by heightened inflammation and oxidative stress, culminating in chronic pain and the loss of joint functionality.
View Article and Find Full Text PDFPreparation and Evaluation of Complexed Ubiquinone (Coenzyme Q10) Antiaging Hyaluronic Acid-Vitamin C Serum for Skin Care.
J Cosmet Dermatol
January 2025
Queen's Medical Research Institute, Centre for Cardiovascular Science, University of Edinburgh, Edinburgh, UK.
Background: Coenzyme Q10 (CoQ10) is widely recognized for its powerful antioxidant properties, sparking considerable interest in its application within skincare treatments. However, its inherently poor water solubility has posed a major challenge in formulating effective skincare products.
Methods: This research aimed to develop and evaluate a water-soluble CoQ10 serum by forming a complex with hydroxypropyl β-cyclodextrin (HPβCD).
Evaluation of Subetadex-α-methyl, a Polyanionic Cyclodextrin Scaffold, as a Medical Countermeasure against Fentanyl and Related Opioids.
ACS Cent Sci
December 2024
Physical and Life Sciences Directorate, Biosciences and Biotechnology Division, Global Security Directorate, Forensic Science Center, and Materials Science Division, Lawrence Livermore National Laboratory, Livermore, California 94550, United States.
Subetadex-α-methyl (SBX-Me), a modified, polyanionic cyclodextrin scaffold, has been evaluated for its utilization as a medical countermeasure (MCM) to neutralize the effects of fentanyl and related opioids. Initial toxicity assays demonstrate that SBX-Me has a nontoxic profile, comparable to the FDA-approved cyclodextrin-based drug Sugammadex. Pharmacokinetic analysis showed rapid clearance of SBX-Me with an elimination half-life of ∼7.
View Article and Find Full Text PDFβ-cyclodextrin imprinted film embedded with methylene blue: A host-guest sensitive electrochemical strategy for PFAS detection.
J Hazard Mater
December 2024
State Key Laboratory of Pollution Control and Resources Reuse (Tongji University), College of Environmental Science and Engineering, Tongji University, Shanghai 200092, China; Shanghai Institute of Pollution Control and Ecological Security, Shanghai 200092, China. Electronic address:
Article Synopsis
- PFAS pose significant detection challenges in water, prompting the development of a new sensor using a molecularly imprinted polymer with enhanced antifouling properties.
- The sensor, constructed with β-cyclodextrin and methylene blue, allows for sensitive and selective detection of perfluorooctanoic acid (PFOA) in real water samples, achieving a detection limit as low as 1.57 pg/mL.
- This innovative platform demonstrates a high selectivity for PFOA compared to other similar substances and could facilitate ongoing monitoring of PFAS in aquatic environments.
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!