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Ethyl α-l-sorboside.

Natsumi Nagayama¹, Norito Taniguchi¹, Mao Matsumoto¹

¹Department of Advanced Materials Science, Faculty of Engineering, Kagawa University, 2217-20 Hayashi-cho, Takamatsu, Kagawa 761-0396, Japan.

|November 7, 2022

Summary

This summary is machine-generated.

Ethyl l-sorboside, a derivative of the rare sugar l-sorbose, was synthesized and crystallized. Structural analysis revealed its α-pyran-ose form and a 3D hydrogen-bonded network, with a larger unit-cell volume compared to l-sorbose.

Keywords:

alkyl sorboside crystal structure hydrogen bonding rare sugar

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A Strategy for Sensitive, Large Scale Quantitative Metabolomics

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Published on: May 27, 2014

Area of Science:

Carbohydrate Chemistry
Crystallography
Structural Biology

Background:

L-sorbose is a rare sugar with limited industrial applications.
Understanding the structural properties of sugar derivatives can unlock new applications.
Ethyl l-sorboside is a novel derivative of l-sorbose.

Purpose of the Study:

To synthesize and crystallize ethyl l-sorboside.
To elucidate the structural characteristics of ethyl l-sorboside in its crystalline form.
To compare the unit-cell dimensions of ethyl l-sorboside with those of l-sorbose.

Main Methods:

Chemical synthesis of ethyl l-sorboside from l-sorbose.
Single crystal X-ray diffraction analysis.
Analysis of molecular conformation and intermolecular interactions (hydrogen bonding).

Main Results:

Ethyl l-sorboside was successfully prepared and crystallized.
The compound adopts an α-pyran-ose form with a 2C5 conformation.
A three-dimensional network formed by O-H⋯O hydrogen bonds was observed.
The unit-cell volume of ethyl l-sorboside (940.63 Å³) is significantly larger than that of l-sorbose (745.94 Å³).

Conclusions:

Ethyl l-sorboside exhibits distinct structural features compared to its parent sugar.
The observed crystal structure provides insights into the molecular packing and interactions of this sugar derivative.
The larger unit-cell volume suggests differences in molecular arrangement and potential implications for physical properties.