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Biosynthesis of
glycerides,
phospholipids and
cholesterol
-BY KRISHITA MUKHERJEE
P20CND1014
1ST M. SC., 2ND SEMESTER
PERIYAR UNIVERSITY.
TO BEGIN WITH THE FIRST QUESTION THAT
HOPS ONTO OUR MIND!
GLYCERIDES CONSTITUTE THE
MAJORITY OF LIPIDS IN THE BODY.
ALONG WITH WAXES, THEY ARE THE
LIPIDS WHICH HAVE AN ESTER AS
THE MAJOR FUNCTIONAL GROUP
AND INCLUDE: WAXES,
TRIGLYCERIDES, AND
PHOSPHOLIPIDS. IN SIMPLER
TERMS, GLYCERIDES ARE ESTERS OF
GLYCEROL AND FATTY ACIDS.
BASED ON THE NUMBER OF FATTY
ACIDS ATTACHED TO THE GLYCEROL
GROUPS, GLYCERIDES CAN BE
CLASSIFIED AS
·MONOGLYCERIDES,
·DIGLYCERIDES,
·TRIGLYCERIDES.
GLYCERIDES.
PHOSPHOLIPIDS ARE THE MAIN
CONSTITUENT OF BIOLOGICAL
MEMBRANES. THE SIZE, SHAPE,
CHARGE, AND CHEMICAL COMPOSITION
OF DIFFERENT PHOSPHOLIPID CLASSES
PLAY A ROLE IN THE FORMATION AND
MAINTENANCE OF THE PLASMA
MEMBRANE BILAYER OF CELLS, AS WELL
AS MEMBRANES SURROUNDING
SUBCELLULAR ORGANELLES AND
VESICLES.
THEY ARE CLASS OF LIPIDS THAT
CONSIST OF TWO FATTY ACYL
MOLECULES ESTERIFIED AT THE SN-1
AND SN-2 POSITIONS OF GLYCEROL,
AND CONTAIN A HEAD GROUP LINKED
BY A PHOSPHATE RESIDUE AT THE SN-3
POSITION.
PHOSPHOLIPIDS.
CHOLESTEROL IS A WAXY, FAT-LIKE
SUBSTANCE THAT YOUR BODY
NEEDS FOR GOOD HEALTH, BUT IN
THE RIGHT AMOUNTS. UNHEALTHY
LEVELS OF CHOLESTEROL CAN LEAD
TO A CONDITION CALLED HIGH
BLOOD CHOLESTEROL.
CHOLESTEROL IN YOUR BLOOD IS
CARRIED ON LIPOPROTEINS:
·LOW-DENSITY LIPOPROTEIN (LDL),
SOMETIMES CALLED “BAD”
CHOLESTEROL
·HIGH-DENSITY LIPOPROTEIN (HDL),
SOMETIMES CALLED “GOOD”
CHOLESTEROL.
CHOLESTEROL.
BIOSYNTHESIS
OF
GLYCERIDES!
BUT WAIT! WHAT IS BIOSYNTHESIS?
GLYCERIDES - ALSO KNOWN AS
ACYLGLYCEROLS - ARE MOSTLY
SYNTHESIZED BY ENZYMES OF THE
SMOOTH ENDOPLASMIC RETICULUM (ER)
OF LIVER, ADIPOSE TISSUES, LACTATING
MAMMARY GLANDS, INTESTINAL MUCOSA
AND MUSCLES. SMALLER AMOUNTS ARE
SYNTHESIZED IN THE MITOCHONDRIA.
TRIACYLGLYCEROL IS THE
MOST COMMON TYPE OF
ACYLGLYCEROL FOUND IN
THE HUMAN BODY, AND
HENCE WE WOULD
DISCUSS IT IN DETAIL!
AS FAR AS MONOACYLGLYCEROLS - OR
MONOGLYCERIDES - ARE CONCERNED,
THEY ARE BIOSYNTHESIZED BY THE
- ENZYMATIC HYDROLYSIS OF
TRIGLYCERIDES BY LIPOPROTEIN
LIPASE,
-ENZYMATIC HYDROLYSIS OF
DIACYLGLYCEROLS BY
DIACYLGLYCEROL LIPASE
-INTERMEDIATE IN THE
ALKANOYLATION OF GLYCEROL TO
FORM FATS.
BIOSYNTHESIS
OF
PHOSPHOLIPIDS!
Phospholipids are synthesized by
enzymes of smooth ER of mainly the liver,
intestinal mucosa, adipose tissue and
nerve tissue.
The commonly seen phospholipids are phosphatidic acid,
phosphatidylcholines, phosphatidylethanolamines,
phosphatidylserines, phosphatidylinositols and
phosphatidylglycerols.
BIOSYNTHESIS
OF
CHOLESTEROL!
In a day, around 500mg
of choloesterol is
normally synthesized by
the cytosolic and
microsomal enzymes.
Liver and intestinal
mucosa synthesize
250mg and 75mg
respectively. The rest is
largely formed in the
skin; and to some extent
in the adrenal cortex
and gonads.
FIRST STEP
FORMATION OF MAVALONATE
The malavonate formed is
phosphorylated
sequentially by ATP and
after decarboxylation, the
active isoprenoid unit -
isopentanyl diphosphate
is formed.
SECOND STEP
FORMATION OF ISOPRENOID UNITS
The isopentenyl diphosphate is
isomerised by the shift of a double
bond to generate dimethylallyl
diphosphate which condenses with
another molecule of isopentenyl
diphosphate forming a 10 –
carbon intermediate, geranyl
diphosphate, which further
condenses with isopentenyl
diphosphate forming farnecyl
diphosphate. 2 such molecules of
FD condense to form squalene.
THIRD STEP
FORMATION OF SQUALENE FROM 6
ISOPRENOIDS
Squalene can fold into a structure
which resembles the steroid
nucleus. Squalene epoxidase
catalyses the conversion of
squalene – 2.3 – epoxide. Methyl
group transfer occurs as a
cyclization takes place catalysed
by the enzyme oxido
squalene:lanosterol cyclase.
FOURTH STEP
FORMATION OF LANOSTERONE
In the membranes of endothelium
reticulum, the formation of
cholesterol from lanosterol takes
place, involving changes in the
steroid nucleus and side chains.
This involves a complex 19 steps
to generate cholesterol with the
intermediate formation of
desmosterol.
FIFTH STEP
FORMATION OF CHOLESTEROL
In the membranes of endothelium
reticulum, the formation of
cholesterol from lanosterol takes
place, involving changes in the
steroid nucleus and side chains.
This involves a complex 19 steps
to generate cholesterol with the
intermediate formation of
desmosterol.
FIFTH STEP
FORMATION OF CHOLESTEROL
THE PROCESS
REFERENCES
The references for the above produced
content have been taken from the
following sources
·HARPER’S ILLUSTRATED BIOCHEMISTRY; 28TH EDITION.
ROBERT K. MURRAY, DAVID A BENDER, KATHLEEN M. BOTHAM , PETER J. KENNELLY, VICTOR W. RODWELL, P. ANTHONY WEIL.
MCGRAWHILL PUBLICATIONS.
·WWW.LIPIDLIBRARY.AOCS.ORG
·WWW.SCIENCEDIRECT.COM
Biosynthesis of glycerides, phospholipids and cholesterol

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Biosynthesis of glycerides, phospholipids and cholesterol

  • 1. Biosynthesis of glycerides, phospholipids and cholesterol -BY KRISHITA MUKHERJEE P20CND1014 1ST M. SC., 2ND SEMESTER PERIYAR UNIVERSITY.
  • 2. TO BEGIN WITH THE FIRST QUESTION THAT HOPS ONTO OUR MIND!
  • 3. GLYCERIDES CONSTITUTE THE MAJORITY OF LIPIDS IN THE BODY. ALONG WITH WAXES, THEY ARE THE LIPIDS WHICH HAVE AN ESTER AS THE MAJOR FUNCTIONAL GROUP AND INCLUDE: WAXES, TRIGLYCERIDES, AND PHOSPHOLIPIDS. IN SIMPLER TERMS, GLYCERIDES ARE ESTERS OF GLYCEROL AND FATTY ACIDS. BASED ON THE NUMBER OF FATTY ACIDS ATTACHED TO THE GLYCEROL GROUPS, GLYCERIDES CAN BE CLASSIFIED AS ·MONOGLYCERIDES, ·DIGLYCERIDES, ·TRIGLYCERIDES. GLYCERIDES.
  • 4. PHOSPHOLIPIDS ARE THE MAIN CONSTITUENT OF BIOLOGICAL MEMBRANES. THE SIZE, SHAPE, CHARGE, AND CHEMICAL COMPOSITION OF DIFFERENT PHOSPHOLIPID CLASSES PLAY A ROLE IN THE FORMATION AND MAINTENANCE OF THE PLASMA MEMBRANE BILAYER OF CELLS, AS WELL AS MEMBRANES SURROUNDING SUBCELLULAR ORGANELLES AND VESICLES. THEY ARE CLASS OF LIPIDS THAT CONSIST OF TWO FATTY ACYL MOLECULES ESTERIFIED AT THE SN-1 AND SN-2 POSITIONS OF GLYCEROL, AND CONTAIN A HEAD GROUP LINKED BY A PHOSPHATE RESIDUE AT THE SN-3 POSITION. PHOSPHOLIPIDS.
  • 5. CHOLESTEROL IS A WAXY, FAT-LIKE SUBSTANCE THAT YOUR BODY NEEDS FOR GOOD HEALTH, BUT IN THE RIGHT AMOUNTS. UNHEALTHY LEVELS OF CHOLESTEROL CAN LEAD TO A CONDITION CALLED HIGH BLOOD CHOLESTEROL. CHOLESTEROL IN YOUR BLOOD IS CARRIED ON LIPOPROTEINS: ·LOW-DENSITY LIPOPROTEIN (LDL), SOMETIMES CALLED “BAD” CHOLESTEROL ·HIGH-DENSITY LIPOPROTEIN (HDL), SOMETIMES CALLED “GOOD” CHOLESTEROL. CHOLESTEROL.
  • 7. GLYCERIDES - ALSO KNOWN AS ACYLGLYCEROLS - ARE MOSTLY SYNTHESIZED BY ENZYMES OF THE SMOOTH ENDOPLASMIC RETICULUM (ER) OF LIVER, ADIPOSE TISSUES, LACTATING MAMMARY GLANDS, INTESTINAL MUCOSA AND MUSCLES. SMALLER AMOUNTS ARE SYNTHESIZED IN THE MITOCHONDRIA. TRIACYLGLYCEROL IS THE MOST COMMON TYPE OF ACYLGLYCEROL FOUND IN THE HUMAN BODY, AND HENCE WE WOULD DISCUSS IT IN DETAIL!
  • 8.
  • 9. AS FAR AS MONOACYLGLYCEROLS - OR MONOGLYCERIDES - ARE CONCERNED, THEY ARE BIOSYNTHESIZED BY THE - ENZYMATIC HYDROLYSIS OF TRIGLYCERIDES BY LIPOPROTEIN LIPASE, -ENZYMATIC HYDROLYSIS OF DIACYLGLYCEROLS BY DIACYLGLYCEROL LIPASE -INTERMEDIATE IN THE ALKANOYLATION OF GLYCEROL TO FORM FATS.
  • 10. BIOSYNTHESIS OF PHOSPHOLIPIDS! Phospholipids are synthesized by enzymes of smooth ER of mainly the liver, intestinal mucosa, adipose tissue and nerve tissue. The commonly seen phospholipids are phosphatidic acid, phosphatidylcholines, phosphatidylethanolamines, phosphatidylserines, phosphatidylinositols and phosphatidylglycerols.
  • 11.
  • 12. BIOSYNTHESIS OF CHOLESTEROL! In a day, around 500mg of choloesterol is normally synthesized by the cytosolic and microsomal enzymes. Liver and intestinal mucosa synthesize 250mg and 75mg respectively. The rest is largely formed in the skin; and to some extent in the adrenal cortex and gonads.
  • 14. The malavonate formed is phosphorylated sequentially by ATP and after decarboxylation, the active isoprenoid unit - isopentanyl diphosphate is formed. SECOND STEP FORMATION OF ISOPRENOID UNITS
  • 15. The isopentenyl diphosphate is isomerised by the shift of a double bond to generate dimethylallyl diphosphate which condenses with another molecule of isopentenyl diphosphate forming a 10 – carbon intermediate, geranyl diphosphate, which further condenses with isopentenyl diphosphate forming farnecyl diphosphate. 2 such molecules of FD condense to form squalene. THIRD STEP FORMATION OF SQUALENE FROM 6 ISOPRENOIDS
  • 16. Squalene can fold into a structure which resembles the steroid nucleus. Squalene epoxidase catalyses the conversion of squalene – 2.3 – epoxide. Methyl group transfer occurs as a cyclization takes place catalysed by the enzyme oxido squalene:lanosterol cyclase. FOURTH STEP FORMATION OF LANOSTERONE
  • 17. In the membranes of endothelium reticulum, the formation of cholesterol from lanosterol takes place, involving changes in the steroid nucleus and side chains. This involves a complex 19 steps to generate cholesterol with the intermediate formation of desmosterol. FIFTH STEP FORMATION OF CHOLESTEROL
  • 18. In the membranes of endothelium reticulum, the formation of cholesterol from lanosterol takes place, involving changes in the steroid nucleus and side chains. This involves a complex 19 steps to generate cholesterol with the intermediate formation of desmosterol. FIFTH STEP FORMATION OF CHOLESTEROL
  • 20. REFERENCES The references for the above produced content have been taken from the following sources ·HARPER’S ILLUSTRATED BIOCHEMISTRY; 28TH EDITION. ROBERT K. MURRAY, DAVID A BENDER, KATHLEEN M. BOTHAM , PETER J. KENNELLY, VICTOR W. RODWELL, P. ANTHONY WEIL. MCGRAWHILL PUBLICATIONS. ·WWW.LIPIDLIBRARY.AOCS.ORG ·WWW.SCIENCEDIRECT.COM