Method of synthesizing lipids and cosmetic composition comprising them
AssigneeElizabeth Arden Co., Division of Conopco, Inc.
InventorsJohn Casey, Peter S. Cheetham, Peter C. Harries, Della Hyliands, John T. Mitchell, Anthony V. Rawlings
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Abstract
An efficient method of producing phytosphingosine-containing ceramide one comprising: (a) obtaining a phytosphingosine base from tetraacetylphytosphingosine (TAPS) by a deacetylation reaction wherein the TAPS is produced by fermentation of cells of the F-60-10 mating type strain of Hansenula ciferrii using a fed-batch mode and a non-fermentable carbon source; and (b) coupling together the phytosphingosine base and a fatty acid/.omega.-hydroxy fatty acid component wherein the .omega.-hydroxy fatty acid component is prepared by a process which includes Kolbe synthesis.
Claims7
A method of producing a phytosphingosine-containing ceramide one having the general structure (1):
- ##STR10## where R represents a linear or branched, saturated or unsaturated, hydroxylated or non-hydroxylated aliphatic hydrocarbon having from 8 to 28 carbon atoms;
- R.sub.1 represents H, a phosphate residue, a sulphate residue or a sugar residue
- Z is --OH or an epoxy oxygen
- a is an integer of from 7 to 50
- b is an integer of from 10 to 100
- m is 0 or 1
- x is an integer of from 12 to 20;
- y is an integer of from 20 to 40
- z is 0 or an integer of from 1 to 4
- comprising:
- (a) obtaining a phytoshingosine base from tetraacetylphytosphingosine by a deacetylation reaction wherein the tetraacetylphytosphingosine is produced by fermentation of cells of the F-60-10 mating type strain of Hansenula ciferrii using a fed-batch mode and a non-fermentable carbon source;
- and
- (b) coupling together the phytosphingosine base and a fatty acid/.omega.-hydroxy fatty acid component having the general structure (2) via an amide linkage:
- ##STR11## where Z is --OH or an epoxy oxygen
- a is an integer of from 7 to 50
- b is an integer of from 10 to 100
- m is 0 or 1
- x is an integer of from 12 to 20
- y is an integer of from 20 to 40
- z is 0 or an integer of from 1 to 4
- wherein the fatty acid/.omega.-hydroxy fatty acid component having the general structure (2) is prepared by linking together an .omega.-hydroxy fatty acid having the structure (3):
- OH--(C.sub.a H.sub.b)--(CHOH).sub.m --COOH (3)
- and a fatty acid having the general structure (4) ##STR12##
Dependencies are inferred from the claim text.