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Facile Chemoselective Strategy toward Capturing Sphingoid Bases by a Unique Glutaraldehyde-Functionalized Resin
Siddabasave Gowda B Gowda1, Atsufumi Nakahashi1, Keiko Yamane1
1Graduate School of Life Science and Frontier Research Center for Advanced Material and Life Science, Faculty of Advanced Life Science, Hokkaido University, Kita 21 Nishi 11, Sapporo 001-0021, Japan.
ACS Omega
|July 20, 2018
Summary
Researchers developed a stable glutaraldehyde resin for extracting sphingoid bases, crucial components of sphingolipids. This method enables selective isolation from complex samples like human serum and mushrooms for sensitive analysis.
Area of Science:
- Biochemistry
- Organic Chemistry
- Analytical Chemistry
Background:
- Sphingoid bases are fundamental to sphingolipids and show potential bioactivities and dietary interest.
- Research on sphingoid bases is limited due to their low abundance and handling difficulties.
Purpose of the Study:
- To develop a stable and selective method for extracting sphingoid bases.
- To overcome the challenges associated with the amphiphilic nature and low abundance of sphingoid bases.
Main Methods:
- Organic synthesis of a glutaraldehyde-immobilized resin from trans-p-coumaric acid in eight steps.
- Utilizing the resin's cyclic double hemiacetal function for stability and resistance to oxidation.
- Applying the resin for solid-phase extraction of sphingosine from human serum and golden oyster mushrooms.
Main Results:
- The developed glutaraldehyde resin demonstrated high selectivity in capturing sphingoid bases.
- The resin remained stable for up to one year of incubation.
- Successful extraction of sphingosine from human serum (280 nM) and selective capture from mushroom extracts.
Conclusions:
- The glutaraldehyde resin method is a highly selective technique for sphingoid base extraction.
- Combining this method with o-phthaldialdehyde HPLC provides an efficient and sensitive analytical approach for biological samples.
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