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STRUCTURE AND FUNCTIONS
OF GLYCOLIPIDS
- DAYANA.K
1. Cerebrosides (Glycospingosides)
Occurrence
 Cerebrosides occur in large amounts in the white matter of brain
and in myelin sheath of nerve.
 They are not found in embryonic brain but develops as
medullation progress.
 In smaller amount they appear to be widely distributed in animal
tissues.
 In medullated nerves the concentration of cerebrosides are much
higher than in non-medullated nerve fibres.
Structure of cerebrosides
 The structure of cerebrosides contain a high molecular weight fatty acid,
sphingosine, sugar usually galactose but sometimes glucose is attached.
 But it has no glycerol, no phosphoric acid and no nitrogeneous base. They have
electric charge since their polar head groups are neutral.
Ceramide
 The name ceramide is commonly used to designate the sphingosine and fatty
acid(or N-acylsphingosine) portion of the cerebrosides.
 Here the sphingosine carries the galactose by glycosidic linkage on primary
group and the fatty acid by an amide linkage.
Psychosin
 By prolonged hydrolysis of any cerebroside with Ba(OH)2, FA is removed and it
yields psychosin (sphingosine+ sugar).
 Psychosin can be further hydrolysed to yield sphingosine and galactose.
Types of cerebrosides
 Individual cerebrosides are differentiated on the basis of fatty acid component.
Four types of cerebrosides have been isolated.
(a) Kerasin- contains saturated C24 lignoceric acid.
(b)phrenosin(cerebron)- contain 2-hydroxyl derivative of lignoceric acid
called cerebronic acid.
(c)Nervon- contains an unsaturated homologue of lignoceric acid called
nervonic acid.
(d)Oxynervon- contains a 2-hydroxyl derivative nervonic acid called
acid.
Clinical aspect of cerebrosides
Gaucher’s Disease
 An inherited disorder of cerebrosides metabolism (lipidosis).
 Inheritance: It is autosomal recessive
 Enzyme defect: Deficiency of the enzyme beta gluco-
cerebrosidase.
 In absence of the enzyme the cerebroside cannot be degraded
in the body as a result large amount of glucocerebroside
accumulate in liver, spleen, bone marrow and brain.
2. Gangliosides
Occurrence
 In 1955, Klenk isolated a new type of glycolipid from brain tissue and named it as
ganglioside.
 These are found in ganglion cell of nervous tissue and in parenchymatous tissues
like spleen and erythrocytes.
 They make up about 6% of membrane lipids in the grey matter of the brain.
 They are also found in lesser amounts in membrane of non neural tissue.
 Gangliosides acts as receptor for toxic reagents like pathogens Vibrio cholera
influenza virus and tetanus toxin.
 It play a role in cell-cell interaction.
Structure of gangliosides
 The structure of ganglioside contain a ceramide (N-acylsphingosine) linked to 2
additional mole of carbohydrate, 1 mole of N-acetylgalactosamine and 1 to 5 mole
of N-acetylneuraminic acid (NANA).
Types of gangliosides:
 More than 15 different gangliosides have been determined. These are abbreviated
by the letter G with subscript M, D or T to designate they contain one, two or
sialic acid and NANA residues and a number or letter to distinguish different
members of a group from one another.
 In essence they consist of oligosaccharide chain attached to ceramide(N-
acylsphingosine by a sugar residue usually glucose. They lack phosphoric acid.
 Four important types are: GM-1, GM-2, GM-3 and GD-3.
Clinical aspect of Gangliosides
Tay-sachs Disease
 Inheritance: Autosomal recessive
 Enzyme defect: N-acetylgalactosaminidase
 Accumulation of gangliosides in brain and nervous system.
 The symptoms are mental retardation, difficulty in eating, Cherry
red spot in retina and blindness.
3. Sulfolipids
Occurrence
 Lipid material containing sulphur present in various tissue found in
liver, kidney, testes, brain and certain tumours.
 Most abundant in white matter of brain. Several types of sulphur
containing lipids have been isolated from brain and other tissues.
 This glycolipid is widely distributed in plants. It is localized in
chloroplast and also found in chromatophores of photosynthetic
bacteria.
Structure of sulfolipids
 The sulfur in this compound present as a sulfonic group in a hexose
molecule, this may be included under a class of compound called
sulfolipids.
4. Sulfatides
 A sulfate ester analogue of phrenosin. It is abundant in white matter
of brain.
 It is another sulphur - containing glycolipid.
 The sulfate is present in ester linkage at C3 of the galactose portion
of the molecule.
 Members of this group of cerebroside sulphuric esters have been
designated as sulfatides.
Functions of glycolipid
 It provides energy to the cells.
 It is an essential part of cell membranes.
 It helps in determining the blood group of an individual.
 It acts as receptors at the surface of the red blood cells.
 It also functions by assisting the immune system by destroying and
eliminating the pathogen from the body.
References
 Fundamentals of Biochemistry Book – J.L JAIN, SUNJAY JAIN, NITIN
JAIN
 Textbook of Medical Biochemistry – MN Chatterjea, Rana Shinde
Structure and Functions of Glycolipids

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Structure and Functions of Glycolipids

  • 1. STRUCTURE AND FUNCTIONS OF GLYCOLIPIDS - DAYANA.K
  • 2.
  • 3.
  • 4.
  • 5.
  • 6. 1. Cerebrosides (Glycospingosides) Occurrence  Cerebrosides occur in large amounts in the white matter of brain and in myelin sheath of nerve.  They are not found in embryonic brain but develops as medullation progress.  In smaller amount they appear to be widely distributed in animal tissues.  In medullated nerves the concentration of cerebrosides are much higher than in non-medullated nerve fibres.
  • 7. Structure of cerebrosides  The structure of cerebrosides contain a high molecular weight fatty acid, sphingosine, sugar usually galactose but sometimes glucose is attached.  But it has no glycerol, no phosphoric acid and no nitrogeneous base. They have electric charge since their polar head groups are neutral.
  • 8. Ceramide  The name ceramide is commonly used to designate the sphingosine and fatty acid(or N-acylsphingosine) portion of the cerebrosides.  Here the sphingosine carries the galactose by glycosidic linkage on primary group and the fatty acid by an amide linkage. Psychosin  By prolonged hydrolysis of any cerebroside with Ba(OH)2, FA is removed and it yields psychosin (sphingosine+ sugar).  Psychosin can be further hydrolysed to yield sphingosine and galactose.
  • 9. Types of cerebrosides  Individual cerebrosides are differentiated on the basis of fatty acid component. Four types of cerebrosides have been isolated. (a) Kerasin- contains saturated C24 lignoceric acid. (b)phrenosin(cerebron)- contain 2-hydroxyl derivative of lignoceric acid called cerebronic acid. (c)Nervon- contains an unsaturated homologue of lignoceric acid called nervonic acid. (d)Oxynervon- contains a 2-hydroxyl derivative nervonic acid called acid.
  • 10. Clinical aspect of cerebrosides Gaucher’s Disease  An inherited disorder of cerebrosides metabolism (lipidosis).  Inheritance: It is autosomal recessive  Enzyme defect: Deficiency of the enzyme beta gluco- cerebrosidase.  In absence of the enzyme the cerebroside cannot be degraded in the body as a result large amount of glucocerebroside accumulate in liver, spleen, bone marrow and brain.
  • 11.
  • 12. 2. Gangliosides Occurrence  In 1955, Klenk isolated a new type of glycolipid from brain tissue and named it as ganglioside.  These are found in ganglion cell of nervous tissue and in parenchymatous tissues like spleen and erythrocytes.  They make up about 6% of membrane lipids in the grey matter of the brain.  They are also found in lesser amounts in membrane of non neural tissue.  Gangliosides acts as receptor for toxic reagents like pathogens Vibrio cholera influenza virus and tetanus toxin.  It play a role in cell-cell interaction.
  • 13. Structure of gangliosides  The structure of ganglioside contain a ceramide (N-acylsphingosine) linked to 2 additional mole of carbohydrate, 1 mole of N-acetylgalactosamine and 1 to 5 mole of N-acetylneuraminic acid (NANA). Types of gangliosides:  More than 15 different gangliosides have been determined. These are abbreviated by the letter G with subscript M, D or T to designate they contain one, two or sialic acid and NANA residues and a number or letter to distinguish different members of a group from one another.  In essence they consist of oligosaccharide chain attached to ceramide(N- acylsphingosine by a sugar residue usually glucose. They lack phosphoric acid.  Four important types are: GM-1, GM-2, GM-3 and GD-3.
  • 14.
  • 15. Clinical aspect of Gangliosides Tay-sachs Disease  Inheritance: Autosomal recessive  Enzyme defect: N-acetylgalactosaminidase  Accumulation of gangliosides in brain and nervous system.  The symptoms are mental retardation, difficulty in eating, Cherry red spot in retina and blindness.
  • 16. 3. Sulfolipids Occurrence  Lipid material containing sulphur present in various tissue found in liver, kidney, testes, brain and certain tumours.  Most abundant in white matter of brain. Several types of sulphur containing lipids have been isolated from brain and other tissues.  This glycolipid is widely distributed in plants. It is localized in chloroplast and also found in chromatophores of photosynthetic bacteria.
  • 17. Structure of sulfolipids  The sulfur in this compound present as a sulfonic group in a hexose molecule, this may be included under a class of compound called sulfolipids.
  • 18. 4. Sulfatides  A sulfate ester analogue of phrenosin. It is abundant in white matter of brain.  It is another sulphur - containing glycolipid.  The sulfate is present in ester linkage at C3 of the galactose portion of the molecule.  Members of this group of cerebroside sulphuric esters have been designated as sulfatides.
  • 19. Functions of glycolipid  It provides energy to the cells.  It is an essential part of cell membranes.  It helps in determining the blood group of an individual.  It acts as receptors at the surface of the red blood cells.  It also functions by assisting the immune system by destroying and eliminating the pathogen from the body.
  • 20. References  Fundamentals of Biochemistry Book – J.L JAIN, SUNJAY JAIN, NITIN JAIN  Textbook of Medical Biochemistry – MN Chatterjea, Rana Shinde