中文版 | English
Title

Design, synthesis and neurite outgrowth activity of novel ganglioside GM1 derivatives by remodeling of the fatty acid moiety

Author
Corresponding AuthorJiang,Faqin; Yang,Guangyu
Publication Years
2022-11-05
DOI
Source Title
ISSN
0223-5234
EISSN
1768-3254
Volume241
Abstract
Ganglioside GM1 is a glycosphingolipid found on mammalian cell membranes, and it is involved in ischemic encephalopathy, spinal cord injury and neurodegenerative diseases. Fatty acids, as a structure module of GM1, have been reported to affect its physiological function and neurite growth activity. Due to the limitation of preparation methods, the function of GM1 derivatives containing different fatty acids in nerve cells has not been systematically studied. To discover novel GM1 derivatives as nerve growth-promoting agents, we developed an efficient SA_SCDase enzymatic synthetic system of GM1 derivatives, yielding twenty GM1 derivatives with unsaturated fatty acid chains in high total yields (16–67%). Subsequently, the neurite outgrowth activities of GM1 derivatives were assessed on Neuro2a Cells. Among all the GM1 derivatives, GM1 (d18:1/C16:1) induced demonstrably neurite outgrowth activity. The subsequent RNA-sequencing (RNA-seq) and Western blot analysis was then performed and indicated that the mechanism of nerve cells growth involved cholesterol biosynthesis regulation by up-regulating SREBP2 expression or ERBB4 phosphorylation to activate the PI3K-mTOR pathway.
Keywords
URL[Source Record]
Indexed By
Language
English
SUSTech Authorship
Others
Funding Project
National Natural Science Foundation of China[32030063];
WOS Research Area
Pharmacology & Pharmacy
WOS Subject
Chemistry, Medicinal
WOS Accession No
WOS:000888443500004
Publisher
ESI Research Field
CHEMISTRY
Scopus EID
2-s2.0-85135699687
Data Source
Scopus
Citation statistics
Cited Times [WOS]:3
Document TypeJournal Article
Identifierhttp://kc.sustech.edu.cn/handle/2SGJ60CL/382321
DepartmentSchool of Medicine
Affiliation
1.State Key Laboratory of Microbial Metabolism,School of Life Sciences and Biotechnology,Shanghai Jiao Tong University,Shanghai,200240,China
2.School of Pharmacy,Shanghai Jiao Tong University,Shanghai,200240,China
3.Glycogene. LLC,Wuhan Precision Medicine Industrial Base,East Lake New Technology Development Zone,Wuhan,10th Floor, Building 3, Gaokeyuan Road,430074,China
4.School of Medicine,Southern University of Science and Technology,518055,China
Recommended Citation
GB/T 7714
Chen,Xiaohui,Jin,Xuefeng,Huang,Fengtao,et al. Design, synthesis and neurite outgrowth activity of novel ganglioside GM1 derivatives by remodeling of the fatty acid moiety[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,2022,241.
APA
Chen,Xiaohui.,Jin,Xuefeng.,Huang,Fengtao.,Wang,Juntao.,Cao,Xuefeng.,...&Yang,Guangyu.(2022).Design, synthesis and neurite outgrowth activity of novel ganglioside GM1 derivatives by remodeling of the fatty acid moiety.EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,241.
MLA
Chen,Xiaohui,et al."Design, synthesis and neurite outgrowth activity of novel ganglioside GM1 derivatives by remodeling of the fatty acid moiety".EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY 241(2022).
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