Chemoenzymatic Synthesis and Facile Purification of Gangliosides

Gangliosides are biologically important sialic acid-containing glycolipids found commonly in human and other vertebrates. Isolation of pure gangliosides from cells or tissues is difficult, and chemical synthesis of gangliosides usually involves numerous steps with low synthetic yields. We report her...

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Bibliographic Details
Main Authors: Bai, Y. (Author), Chen, X. (Author), Yu, H. (Author)
Format: Article
Language:English
Published: Blackwell Publishing Inc. 2021
Subjects:
Online Access:View Fulltext in Publisher
LEADER 02412nam a2200541Ia 4500
001 10.1002-cpz1.91
008 220427s2021 CNT 000 0 und d
020 |a 26911299 (ISSN) 
245 1 0 |a Chemoenzymatic Synthesis and Facile Purification of Gangliosides 
260 0 |b Blackwell Publishing Inc.  |c 2021 
856 |z View Fulltext in Publisher  |u https://doi.org/10.1002/cpz1.91 
520 3 |a Gangliosides are biologically important sialic acid-containing glycolipids found commonly in human and other vertebrates. Isolation of pure gangliosides from cells or tissues is difficult, and chemical synthesis of gangliosides usually involves numerous steps with low synthetic yields. We report here a chemoenzymatic synthesis and purification protocol for two ganglioside cancer antigens, GM3 and GD3. One-pot multienzyme glycosylation reactions are used to sequentially prepare GM3 and GD3 sphingosines from chemically synthesized lactosyl sphingosine. A facile C18-cartridge purification procedure after each glycosylation reaction provides the desired pure glycosyl sphingosine product, which is readily acylated to form the target ganglioside. © 2021 Wiley Periodicals LLC. Basic Protocol: Chemoenzymatic synthesis and purification of GM3 and GD3 gangliosides. Support Protocol: Monitoring reactions by thin-layer chromatography. © 2021 Wiley Periodicals LLC 
650 0 4 |a acylation 
650 0 4 |a animal 
650 0 4 |a Animals 
650 0 4 |a Article 
650 0 4 |a carbohydrate 
650 0 4 |a chemoenzymatic synthesis 
650 0 4 |a Chromatography, Thin Layer 
650 0 4 |a enzyme synthesis 
650 0 4 |a ganglioside 
650 0 4 |a ganglioside 
650 0 4 |a ganglioside 
650 0 4 |a Gangliosides 
650 0 4 |a GD3 antigen 
650 0 4 |a glycolipid 
650 0 4 |a glycosphingolipid 
650 0 4 |a glycosylation 
650 0 4 |a Glycosylation 
650 0 4 |a GM3 antigen 
650 0 4 |a human 
650 0 4 |a Humans 
650 0 4 |a lactosyl sphingosine 
650 0 4 |a nonhuman 
650 0 4 |a one pot synthesis 
650 0 4 |a priority journal 
650 0 4 |a purification 
650 0 4 |a sialic acid 
650 0 4 |a sphingosine 
650 0 4 |a sphingosine 
650 0 4 |a Sphingosine 
650 0 4 |a thin layer chromatography 
650 0 4 |a tumor antigen 
650 0 4 |a unclassified drug 
700 1 |a Bai, Y.  |e author 
700 1 |a Chen, X.  |e author 
700 1 |a Yu, H.  |e author 
773 |t Current Protocols