Cholesterol, a steroid alcohol, can
be “free” or “unesterified” (“UC” as we say, which stands for unesterified
cholesterol) which is its active form, or it can exist in its “esterified”
or storage form which we call a cholesterol ester (“CE”). The diagram
below shows a free (i.e., UC) molecule of cholesterol. An esterified
variant (i.e., CE) would have an “attachment” where the arrow is pointing to
the hydroxyl group on carbon #3, aptly named the “esterification site.”
Cholesterol is an unusual substance. Waxy and
fat-like, it's classed as a steroid, a lipid (lipids are water
insoluble hydrocarbons, like fat) and as an alcohol (normally water
soluble). Curiously, it's almost completely resistant to water's solvent
charms.
This moisture-proof characteristic is one of the
many properties that make it such an important component of our cellular
environment. Let's look at a few of the roles it plays in our bodies before we
examine how it got such a bad rap.
It's present in all of our cell walls, providing
watertight integrity and structural support, and is especially essential to
electrically conductive nerve and brain cells- we can't have moisture and
wayward ions seeping in and short-circuiting things.
This might explain why the nervous system is such
a large repository of cholesterol, and why a diet that includes adequate
amounts of it is a must for infants and small children with growing brains.
Luckily, both human and bovine (cow's) milk contain plenty of it for just this
purpose.
Mood and behavior are also apparently linked to
proper blood levels. Studies have shown a decrease in the number of serotonin
receptors as cholesterol levels lower. Serotonin is a key neurotransmitter
which figures heavily in depression, among other things.
Our digestive system relies heavily on bile salts
to help emulsify and digest fats. The liver makes about a quart of these a day
(just under a liter) with cholesterol as a major ingredient, storing a
concentrated version in the gall bladder for controlled release as foods
(especially fatty ones) enter the small intestine.
Through a complex system of
hormonal checks and balances, our bodies know when to make more cholesterol,
and when to back off as dietary supply meets daily needs.
Forming the backbone for numerous steroid
hormones manufactured in the ovaries, testicles and adrenal glands, cholesterol
plays a critical role in controlling the body's stress response, defense
system, sexual development, and numerous other metabolic functions.
(At right, sex hormone testosterone. Notice four ring structure typical of all steroids).
(At right, sex hormone testosterone. Notice four ring structure typical of all steroids).
How can cholesterol can act as a lipid and alcohol at the same time meanwhile the two substances have the difference solubility in water ?
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