organic solvent H2OH2O lipids everything else lipids everything else = = "nonhydrolyzable lipids"

27

Transcript of organic solvent H2OH2O lipids everything else lipids everything else = = "nonhydrolyzable lipids"

organic solvent

H2O

lipids

everything else

lipids

everything else

HO

H

H

H

cholesterol

pinene

O

OH

HO

O

NN

H2N

N N

adenosine triphosphate (ATP)

PO

O O

PO

O

O

POH

O O

O

O

OH

HO

OHHO

H

glucose

Na Cl

all salts

=O

OO

O

ON

H3C

CH3

CH2

=O

OH

arachidonic acid

"nonhydrolyzable lipids""nonhydrolyzable lipids"

lipids

everything else

Na Cl

all salts O

OH

HO

O

NN

H2N

N N

adenosine triphosphate (ATP)

PO

O O

PO

O

O

POH

O O

O

O

OH

HO

OHHO

H

glucose

=

=O

OO

O

ON

H3C

CH3

CH2

"hydrolyzable lipids""hydrolyzable lipids"

O

O

O

O

O

O

"hydrolyzable lipids""hydrolyzable lipids"

O

O

Na

O

ONa

O

O

Na

O

O

O

H

H

H

+

soapsoap glycerolglycerol

O

O

O

O

O

O

triglyceridetriglyceride

Na OH

"Home made" soap"Home made" soap

1. Na OH

soap soap solutionsolution

2. Na Cl

lyelye

home home made lye made lye soapsoap

saltsalt

Some functions of hydrolyzable lipids in biologySome functions of hydrolyzable lipids in biology

O

O

O

O

O

O

OO22

triglyceridetriglyceride

O

O

leaf coatingsleaf coatingsbees bees waxwax

Some functions of hydrolyzable lipids in biologySome functions of hydrolyzable lipids in biology

waxeswaxes

HO

O

fatty acidsfatty acids

linoleoic acid

HO

O

OH

O

omega-3-omega-3-fatty acidsfatty acids

HO

O

fatty acids propertiesfatty acids properties

linoleoic acid

melting pointmelting point

O

OH

stearic acid

oleic acid

HO

O

-5 °C

13 °C

70 °C

fatty acids propertiesfatty acids properties

stearic acid

mp = 70 °C

fatty acids propertiesfatty acids properties

mp = 13 °Coleic acid

fatty acids propertiesfatty acids properties

mp = -5 °C

fatty acids propertiesfatty acids properties

melting pointmelting point

-5 °C

13 °C

70 °C

fatty acids propertiesfatty acids properties

fatty acids propertiesfatty acids properties

O

O

O

O

O

O

O

O

O

O

O

O

H-Hcatalyst

H-Hcatalyst

liquidliquid

solidsolid

fatty acids fatty acids prostaglandinsprostaglandins

arachidonic acid

OH

O

O2H

CO2HO

O

H

H

PGG2

OH

CO2H

H

H

O

HO

Prostaglandin E2

O2

aspirin and aspirin and ibuprofen ibuprofen inhibit this inhibit this stepstep

SteroidsSteroidsC C

H

H

H

O

OH

OP

O

OO

P

O

OO

squalene

SteroidsSteroids

squalene

SteroidsSteroids

HO

H

H

H

O2

SteroidsSteroids

O

O

H

H

H

progesterone

O

OH

H

H

H

testosterone

HO

OH

H

H

H

estradiolO

O OH

OHHO

H

H

H

cortisol

R

HO

H

H

H

Cholesterol and Cardiovascular DiseaseCholesterol and Cardiovascular Disease

liverliver

R

HO

H

H

H

cholesterolcholesterol

LDLLDL

HDLHDL

R

HO

H

H

H

cholesterolcholesterol

Structure of LDL

Hydrophobic CoreHydrophobic Core of Triglyceride of Triglyceride and Cholesteryl and Cholesteryl EstersEsters

apoBapoB

Surface Surface Monolayer of Monolayer of Phospholipids Phospholipids and Free and Free CholesterolCholesterol

Structure of HDL

Rye KA et al. Atherosclerosis 1999;145:227-238.

Hydrophobic Core

of Triglyceride and Cholesteryl

Esters

apoA-II

Surface Monolayer of Phospholipids

and Free CholesterolapoA-I

Cholesterol and Cardiovascular DiseaseCholesterol and Cardiovascular Disease

liverliver

R

HO

H

H

H

cholesterolcholesterol

LDLLDL

HDLHDL

R

HO

H

H

H

cholesterolcholesterol

XX

Cholesterol and Cardiovascular DiseaseCholesterol and Cardiovascular Disease

Steroid Steroid biosynthesisbiosynthesis C C

H

H

H

O

OHO

P

O

OO

P

O

OO

squalene

HO

H

H

H

O

O

O

HOH

O

H3C

H

H

CH3

H

lovastatinlovastatin