Goal
To know and characterize the structure / function relationships of lipids and
membranes.
Be sure to answer the questions about Lorenzo's Oil and the disease
Adrenoleukodystrophy (ALD).
- see below
Objectives:
Students will be able to...
write the structure of a fatty acid at physiological pH, given its symbol
notation, such as 18:2D9,12
- see Table 7.2.
write the symbol notation for a fatty acid, given its
structure.
identify, given the structure or symbol notation of a
fatty acid, whether it is saturated, monounsaturated, or polyunsaturated.
identify whether an unsaturated fatty acid, given its
structure or symbol notation, is w-3,
w-6, or
w-9. (w
is the Greek letter omega).
identify, given the structure of an unsaturated fatty
acid, whether a double bond is "cis" or "trans".
recognize that the "cis" configuration occurs in
naturally occurring fatty acids and that the "trans" configuration results
from industrial partial hydrogenation of vegetable oil, as in the preparation
of margarines.
know that trans fatty acids in the diet correlates with
higher serum levels of low density lipoprotein (LDL) cholesterol (so-called
"bad" cholesterol) and that this is correlated with increased risk of
cardiovascular disease (CVD) - see p. 203 textbook.
explain why 18:2D9,11
is an example of a fatty acid containing conjugated double bonds.
explain the structure of a micelle (p.36, textbook) and
the role of hydrophobic interaction.
explain, based on chemical structure, why some
triglycerides are oils (liquids) at room temperature and why others are fats
(solids).
Use the linked article on "Lorenzo's Oil" to respond to the following study
questions:
Adrenoleukodystrophy (ALD) is due to higher-than-normal levels of
very long chain saturated fatty acids,
or VLCSFA's. These elevated levels of VLCSFA's, in a mechanism that is
unknown, lead to a breakdown in the myelin sheath of CNS (Central Nervous
System) cells. [Sounds a little bit like MS, doesn't it? ALD, however, is
not associated with arg to cit conversion in myelin basic protein.]
How many carbon atoms are found in VLCSFA's? Do these fatty acids have
double bonds?
ALD results from a defect in a transport protein. In which part of the
cell is this transporter protein found? Why does the defect in the transport
protein lead to ALD? In other words, can you explain why the defect leads to
an increase in VLCSFA levels in CNS cells? (These elevated levels of
VLCSFA's spill into the blood plasma of ALD patients. This is the usual
clinical marker for the disease.)
How would you classify the transport protein that is linked to ALD? Is
it an example of a "pump" protein - one that requires ATP -, or does it just
facilitate diffusion?
An oil was used in the movie "Lorenzo's oil" to treat ALD. What is the
composition of Lorenzo's oil?
Is Lorenzo's oil an effective treatment for ALD? Click
here for an answer.
The following links are FYI only. Exam 4 will not test you on this
material.
Click
here to
learn more about Lorenzo and his parents.
Adrenoleukodystrophy.
A web site on peroxisomal defects from the lab of Stephen Gould at John
Hopkins University of Medicine.
Lipoproteins.
by Dr. Michael King at Indiana University School of Medicine.
Hyperlipidemia - means too much lipid.
from the Department of Medicinal Chemistry at Virginia Commonwealth
University in Richmond, VA. This site has diagrams for a lipoprotein and for
lipid transport.