A comprehensive nomenclature system for cyclodextrins

carbohydrates, education,

Have you read our most recent paper about naming CDs?

Just the line-up of authors might be worth a look:
Cyclarity Therapeutics: Amelia Anderson, Matthew “Oki” O’Connor
Ligand Pharmaceuticals: J. D. Pipkin
CarboHyde: Milo Malanga, Tamas Sohajda
Oculis: Thorsteinn Loftsson
Cyclolab R&D Ltd.: Lajos Szente
MD.USE Innovative Solutions S.L.: Rebeca Garcia-Fandino, Angel Piñeiro

By introducing this standardized nomenclature, we aim to enhance molecular design, improve reproducibility, and streamline both experimental and computational research in the CD field.

A comprehensive nomenclature system for cyclodextrins – ScienceDirect

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Preparation of 6-Monohalo-β-cyclodextrin Derivatives with Selectively Methylated Rims via Diazonium Salts

carbohydrates,

Great cyclodextrin chemistry by Konstantin Lebedinskii and Jindřich Jindřich preparing a series of 6-monohalo (Cl, Br, and I) β-cyclodextrin derivatives with various types of methylations. This new method opens the way for preparing poorly investigated monofunctionalized selectively methylated cyclodextrins.

Preparation of 6-Monohalo-β-cyclodextrin Derivatives with Selectively Methylated Rims via Diazonium Salts | ACS Omega

Can ChatGPT pass Glycobiology?

carbohydrates,

Can ChatGPT pass Glycobiology?
Devin Ormsby Williams and Elisa Fadda we were interested in testing the boundaries of the LLM ChatGPT (www.openai.com) in areas of complex scientific writing tasks and exam-type questions in Carbohydrate Chemistry and Glycobiology. The results of this project allowed to gain insight on,
1) the strengths and limitations of the ChatGPT model to provide relevant and (most importantly) correct scientific information, and
2) the format(s) and complexity of the query required to obtain the desired output.
Ultimately, with the support of practical examples the aim is to inspire educators on how to successfully integrate ChatGPT in teaching, learning and assessment in higher education.

See the article here

Functional group polarity-modulated formation of liquid crystals of amphiphilic cyclodextrins

Today's cyclodextrin, ,

Today’s cyclodextrin:
At CarboHyde, we also deal with amphiphilic CDs; this application from this Canadian collaboration caught my attention.
Pseudo-face-to-face symmetry in the native CDs represents a distinctive advantage to designing amphiphilic materials capable of self-assembly into liquid crystals. In this work, a new family of amphiphilic β-CD derivatives possessing 14 stearoyl chains (non-polar) and 7 functionalized tetraethylene glycols were synthesized using an improved design and more efficient chemistry, and the synthetic targets showed excellent ability to form stable hexagonal columnar mesophases. Studies of a lithium composite revealed fast local Li-ion exchange processes with very low activation energies, suggesting the benefit of using these materials as potential electrolytes for high ionic conductions. The results from this work can guide the design of future generations of CD-based LC materials for ion conduction.

University of Calgary – Austin Che, Simon Trudel-Lachance, Jayar Espejo, Chang-Chun Ling
University of Alberta – Diganta Sarkar, Vladimir Michaelis
Simon Fraser University – Carson Zellman, Vance Williams

See the full article here: Functional group polarity-modulated formation of liquid crystals of amphiphilic cyclodextrins

Cyclodextrin polymers functionalized with histidine and carcinine as chelating therapeutics for copper dyshomeostasis

carbohydrates,

Fascinating breaking application of cyclodextrin polymer proposed by Noemi Bognanni, Francesco Bellia and Graziella Vecchio from Università di Catania. Based on the features of cyclodextrins, they derivatized cross-linked cyclodextrin polymers with histidine or carcinine moieties and found that amylase enzymes do not hydrolyze cyclodextrin polymers. The new polymers can form copper(II) complexes and may act as nanochelators to counteract copper(II) dyshomeostasis-related diseases. Furthermore, the copper(II) complexes show superoxide dismutase activity, similar to free carcinine and histidine complexes. The antioxidant biological activity of the copper(II) complex formed in situ may protect cells from oxidative damage related to #copper dyshomeostasis.

See the full article here


Influence of Sugar Modifications on the Nucleoside Conformation and Oligonucleotide Stability: A Critical Review

carbohydrates, ,

Ribofuranose sugar conformation plays an important role in the structure and dynamics of functional nucleic acids such as siRNAs, AONs, aptamers, miRNAs, etc. Several chemical modifications have been introduced into sugar moiety to improve their therapeutic potential over the years. The stability of the oligonucleotide duplexes as well as the formation of stable and functional protein-oligonucleotide complexes are dictated by the conformation and dynamics of the sugar moiety. In this review, Gourav Das Harikrishna and Kiran Gore systematically categorize various ribofuranose sugar modifications employed in DNAs and RNAs so far. We discuss different stereoelectronic effects imparted by different substituents on the sugar ring and how these effects control sugar puckering. Using this data, it would be possible to predict the precise use of chemical modifications and design novel sugar-modified nucleosides for therapeutic oligonucleotides that can improve their physicochemical properties.

See the full article here: Influence of Sugar Modifications on the Nucleoside Conformation and Oligonucleotide Stability: A Critical Review

Design, Synthesis, and Characterization of Stapled Oligosaccharides

carbohydrates, , ,

From peptides to sugars: Design, Synthesis, and Characterization of Stapled Oligosaccharides. Oligosaccharide stapling increases enzymatic stability and cell penetration, opening new opportunities for using glycans in medicinal chemistry. – Max Planck Institute Manuel Garcia Ricardo, Emelie Ellen Reuber, Ling Yao, José Angel Danglad-Flores, Martina Delbianco, Peter Seeberger
Wonderful chemistry and insightful new possibilities.

See the full article here