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US 2025/0154096 A1Published application
Sphingolipid production
AssigneeCataya Bio (Shanghai) Co., Ltd.
InventorsGyula DEKANI, Györgyi OSZTROVSZKY, Ferenc HORVATH
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Abstract
The present invention relates to a novel and efficient method for the production of sphingolipids via the N-acylation of lysosphingolipids such as D-eritro-sphingosine or 6-hydroxy D-eritro-sphingosine, analogues thereof, or salts thereof. The method comprises the use of esters as acylating agents and is especially suitable for the production of ceramides.
Claims21
Method for the production of a sphingolipid of formula (1):
- wherein
- W is H or a glycosyl moiety,
- R1 is H, aryl, or a C1-50 alkyl, preferably a C1-15 alkyl, more preferably a C10-15 alkyl, which may be saturated or contain one or more double and/or triple bonds, and/or which may contain one or more functional groups, the functional group being preferably selected from the group consisting of a hydroxyl group, an alkoxy group, an acyloxy group, an acylamido group, a thiol, a thioether or a phosphorus-containing functional group,
- R2 is H, a substituted or unsubstituted C1-6 alkyl, or a substituted or unsubstituted C1-6 acyl,
- R3 is selected from a substituted or unsubstituted aryl, a heteroalkyl, a substituted or unsubstituted C1-31 alkyl which may be saturated or unsaturated, preferably a substituted or unsubstituted C9-31 alkyl which may be saturated or unsaturated;
- from a lysosphingolipid of formula (2), or a salt thereof:
- wherein
- W, R1, and R2 are as defined as for the sphingolipid of formula (1), and
- the method comprising reacting the lysosphingolipid salt of formula (2), or the salt thereof with an ester of formula (3):
- wherein
- R3 is as defined as for the sphingolipid of formula (1), and
- R4 is a C1-C4 alkyl, preferably selected from methyl, ethyl, propyl, isopropyl, butyl, or isobutyl, more preferably selected from methyl, or ethyl:
- in the presence of a base, in an alcohol solvent.
10 more elements
(canceled)
Dependencies are inferred from the claim text.