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A study of ceramides and related compounds.

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George, Edwin Ernest (1978) A study of ceramides and related compounds. PhD thesis, University of Tasmania.

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Abstract

1. The thesis describes the synthesis of new compounds including
both N- and 0-acyl sphingoids, N- and 0-acyl β-hydroxyaminoacids,
related oxazolines, and aminoacid esters and amides of lipids.
2. Some minor lipids chromatographed with ceramides from commercial
and fresh biological sources were identified as partially oxidised
cerebrosides and monoglycerides respectively.
3. Chromatographic methods (TLC and GLC) were elaborated for the
study of sphingolipids with special reference to the study of
a) acyl migration;
b) ageing;
c) stereochemistry.
4. Resolution of groups of erythro and threo sphingoids by TLC and
separation of individual diastereoisomers by GLC permitted the
assignment of erythro configuration to natural sphingoids of brain.
5. It was shown that synthetic oxazolines derived from sphingoids and
containing 0¹ and 0³ in the ring were predominantly of the former
kind if derived from erythro sphingoids, and of the latter kind if
derived from threo sphingoids.
6. All oxazolines, except those derived from erythro sphingenine and
containing 0³ in the ring, underwent acid hydrolysis without change
of configuration.
7. Synthetic 0-acyl sphingoids readily changed to ceramides in neutral
or alkaline media but the conversion of ceramides to 0-acyl isomers
could not be brought about by acid; oxazoline intermediates were
not found.
8. Neither oxazolines nor 0-acyl sphingoids have been found in fresh or
aged ceramide solutions. Changes of ceramides on ageing are
ascribed to photo-oxidation.
9. The fatty acid composition of sphingolipids from the milk of Friesian
cows was surveyed.
10. The neutral lipids of 68 workers exposed to lead were assayed.
11. Studies of aminoacids in neutral lipid fractions suggest the presence
of some covalently bound aminoacid-lipid combinations.

Item Type: Thesis (PhD)
Keywords: Ceramides
Copyright Holders: The Author
Copyright Information:

Copyright 1978 the Author - The University is continuing to endeavour to trace the copyright
owner(s) and in the meantime this item has been reproduced here in good faith. We
would be pleased to hear from the copyright owner(s).

Additional Information:

Bibliography: 1.121-128. Thesis (Ph.D.)--University of Tasmania, 1979

Date Deposited: 08 Dec 2014 23:53
Last Modified: 22 Aug 2016 01:04
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