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07/03/22 07/03/22 1 Lipids Lipids Fats and Oils Fats and Oils Steroids Steroids Phospholipids Phospholipids

Lipids

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Page 1: Lipids

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LipidsLipids

Fats and Oils Fats and Oils

SteroidsSteroids

PhospholipidsPhospholipids

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LipidsLipids

Nonpolar - mostly C, H – like hydrocarbonsNonpolar - mostly C, H – like hydrocarbons

Hydrophobic – don’t dissolve in waterHydrophobic – don’t dissolve in water

Feel slippery/oilyFeel slippery/oily

Some fatty acids are Some fatty acids are ESSENTIALESSENTIAL11

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Fats and Oils are Triglycerides:Fats and Oils are Triglycerides:They are built out of glycerol and fatty acidsThey are built out of glycerol and fatty acids

glycerolglycerol

fatty acid (note hydrocarbon chain fatty acid (note hydrocarbon chain

and functional group –COOH and functional group –COOH

= carboxyl or acid group)= carboxyl or acid group)

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A Monoglyceride FormsA Monoglyceride Forms

glycerol + 1 fatty acid glycerol + 1 fatty acid monoglyceride + water monoglyceride + water

What type of chemical reaction?What type of chemical reaction? Dehydration synthesisDehydration synthesis

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A Triglyceride FormsA Triglyceride Forms

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TriglyceridesTriglyceridesTypes of Fatty AcidsTypes of Fatty Acids

Fatty acid one is?Fatty acid one is? SaturatedSaturated

Fatty acids 2 and 3 are?Fatty acids 2 and 3 are? UnsaturatedUnsaturated

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TriglyceridesTriglyceridesMUFAs and PUFAsMUFAs and PUFAs

Fatty acid 2 is?Fatty acid 2 is? Monounsaturated Monounsaturated

(MUFA)(MUFA)

Fatty acid 3 is? Fatty acid 3 is? Polyunsaturated Polyunsaturated

(PUFA)(PUFA)

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Trans-Fats are UnhealthyTrans-Fats are Unhealthy

• Trans-fats form when unsaturated fats are partially hydrogenated• They are found in many processed foods• They should be avoided

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Saturated vs. UnsaturatedSaturated vs. Unsaturated

More dense, harderMore dense, harder Butter, tallow, palm & Butter, tallow, palm &

coconut oil, e.g.coconut oil, e.g.

More liquid, less denseMore liquid, less dense Canola, flax, fish oils, Canola, flax, fish oils,

e.g.e.g.

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Essential Fatty Acids…Essential Fatty Acids…

… …are always are always polyunsaturatedpolyunsaturated

… …are are linoleiclinoleic and and linolenic acidlinolenic acid

… …were first found in were first found in linlin (= (= flaxflax) seed oil) seed oil

Flax or lin is the plant that Flax or lin is the plant that supplies us with the fibers supplies us with the fibers for for linenlinen

Flax – The Blue Flower Flax – The Blue Flower of Romanticismof Romanticism

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Essential Fatty AcidsEssential Fatty Acids

polyunsaturatedpolyunsaturated found in:found in:

plant oils plant oils (especially flax seed (especially flax seed (lin), (lin), canola, soycanola, soy

fish oilsfish oils

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Fatty Acid Composition of Oils and Fatty Acid Composition of Oils and FatsFats

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Lipids FunctionLipids Function

In Living ThingsIn Living Things

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Function of LipidsFunction of Lipids

Energy storage, insulation, Energy storage, insulation, shock absorptionshock absorption fats, oilsfats, oils

Protection Protection oils, waxesoils, waxes

Component of cell Component of cell membranes membranes phospholipids, phospholipids,

cholesterolcholesterol

Hormones Hormones sex hormonessex hormones other steroid hormonesother steroid hormones

CarriersCarriers for fat-soluble vitaminsfor fat-soluble vitamins

Provide Flavor Provide Flavor to foodsto foods

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Function of Lipids – Energy Storage Function of Lipids – Energy Storage and Insulationand Insulation

Energy storage Energy storage InsulationInsulation

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Function of Lipids – Shock Function of Lipids – Shock AbsorptionAbsorption

Shock absorptionShock absorption Fat cushions inner Fat cushions inner

organs like kidneysorgans like kidneys When body fat gets too When body fat gets too

low, they are at risklow, they are at risk

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Waxes For Building and CoatingWaxes For Building and Coating

Bee hiveBee hive They also They also

coat (shiny) coat (shiny) leaves, to leaves, to prevent prevent evaporationevaporation

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Cell MembranesCell Membranes

Fatty acids are used to make: Fatty acids are used to make: Phospholipids and CholesterolPhospholipids and Cholesterol

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Phospholipids Build Cell Phospholipids Build Cell MembranesMembranes

Phospholipids build themPhospholipids build them Cholesterol stabilizesCholesterol stabilizes

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PhospholipidsPhospholipids

Depending on Depending on the fatty acids in the fatty acids in the the phospholipids, phospholipids, cell membranes cell membranes will have will have different different properties properties (fluidity e.g.)(fluidity e.g.)

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Phospholipids form Membrane Phospholipids form Membrane BilayersBilayers

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Cell MembraneCell Membrane

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All cell membranesAll cell membranes in all cells in all cells

and around and around all cell organellesall cell organelles are are

made from made from phospholipidsphospholipids

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Sidebar: LiposomesSidebar: Liposomes

Sources:Sources: www.happi.com/special/ jan011.htm

www.gilead.com/wt/tert/ liposome_tech

Liposomes are spherical envelopes created by mixing phospholipids and cholesterol.

Liposomes can be used for targeted delivery of drugs and cosmetics to cells

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Carriers for Fat-Soluble VitaminsCarriers for Fat-Soluble Vitamins

Fat-soluble vitamins (A, D, E, K) can only be absorbed when Fat-soluble vitamins (A, D, E, K) can only be absorbed when consumed with fats/oils.consumed with fats/oils.

These vitamins from salads are significantly better absorbed These vitamins from salads are significantly better absorbed when the dressing contains oil.when the dressing contains oil. Salad dressings can contain the fats we need, in their best form: rawSalad dressings can contain the fats we need, in their best form: raw Conclusion: Fat-free dressings are a stupid inventionConclusion: Fat-free dressings are a stupid invention If you are getting too many calories it is better to cut calories If you are getting too many calories it is better to cut calories

elsewhere.elsewhere.

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Which is the fattiest Which is the fattiest organ of your body?organ of your body?

Your brain!Your brain!

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The Brain Is Your Fattiest OrganThe Brain Is Your Fattiest Organ It is ~60% fatIt is ~60% fat DHA (ω 3) = 1/3 of the DHA (ω 3) = 1/3 of the

brain’s gray matter (that’s brain’s gray matter (that’s what you think with), what you think with), needed for:needed for: nervous system nervous system retina ( eyes)retina ( eyes)

DHA links: DHA links: plant oils, , fish oil,

Fatty membrane layers(phospholipids), long, flat cells wrapped around axon

Neurons – nerve cells

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Essential Fatty AcidsEssential Fatty Acids

Many preemies, fed on Many preemies, fed on formula, ended up with formula, ended up with visual problems, until we visual problems, until we discovered this:discovered this:

DHA (docosahexaenoic acid DHA (docosahexaenoic acid - ω 3) and- ω 3) and

ARA (arachidonic acid - ω ARA (arachidonic acid - ω 6) are essential fatty acids 6) are essential fatty acids necessary for proper brain necessary for proper brain and eye development of 3and eye development of 3rdrd trimester infantstrimester infants

See also : Formula Additives Boost Small Children's Intelligence In Study

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Lipid Hormones Lipid Hormones

Sex and other hormonesSex and other hormones

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Sex Hormones are LipidsSex Hormones are Lipids

50+ steroid hormones are made from 50+ steroid hormones are made from cholesterolcholesterol

Not all areNot all are

sex hormonessex hormones

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““Male” and “Female” Sex HormonesMale” and “Female” Sex Hormones

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Hormone Production Pathways • “In the body, testosterone and

some other steroids are made from cholesterol (not always a bad guy) through a sequence of chemical reactions.

• The chemical names next to the arrows are enzymes that catalyze the indicated reaction.

• Note that testosterone is produced from one female hormone (progesterone) and is the precursor to another (estradiol).”

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Sex HormonesSex Hormones

Fat cells produce the enzyme aromatase, Fat cells produce the enzyme aromatase, which converts testosterone to estrogen:which converts testosterone to estrogen:

testosterone testosterone aromatase aromatase estrogen estrogen This may have a feminizing effect on fat men.This may have a feminizing effect on fat men. Some of these men actually grow breasts that Some of these men actually grow breasts that

produce milk.produce milk.

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Cholesterol Cholesterol Vitamin D Vitamin D

in skin cells

UV

With enough sun exposure, vitamin D becomes non-essentialWith enough sun exposure, vitamin D becomes non-essential

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Sidebar: Bone DensitySidebar: Bone Density

50% out of 100,000 50% out of 100,000 women with hip women with hip fractures due to fractures due to osteoporosis never get osteoporosis never get back on their feetback on their feet

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OsteoporosisOsteoporosis

Source and more info:http://www.mrc-hnr.cam.ac.uk/research/bone_health/bone_health.html

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When is the Best Time to Increase When is the Best Time to Increase Peak Bone Mass?Peak Bone Mass?

____________risk zone

See See which sport which sport enhances bone enhances bone density in which density in which part of the body:part of the body:

This is a is a great site on great site on bone healthbone health

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Factors in Bone DensityFactors in Bone Density

NutritionalNutritional calcium (take Ca: Mg in 2:1 calcium (take Ca: Mg in 2:1

ratio)ratio) vitamin D (sun exposure)vitamin D (sun exposure) vitamin Kvitamin K2 (2 (menaquinone))

vitamin C vitamin C boron (?)boron (?) silica (?)silica (?) essential fatty acidsessential fatty acids

OtherOther exercise (weight bearing)exercise (weight bearing) sun exposuresun exposure estrogen (requires proper estrogen (requires proper

essential fatty acid intake)essential fatty acid intake)

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Bone HealthBone Health

See which sport enhances bone density in See which sport enhances bone density in which part of the bodywhich part of the body

This is a great site on bone health is a great site on bone health

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Sources of Calcium and Vitamin KSources of Calcium and Vitamin K

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Lipid RequirementsLipid Requirements

Which lipids do we need?Which lipids do we need? Essential, unsaturated fatty Essential, unsaturated fatty

acidsacids

How much should we get?How much should we get? 20 -35 % of total calories 20 -35 % of total calories

consumed should be from consumed should be from fatsfats

Max. 1/3 of total fat calories Max. 1/3 of total fat calories (=1/10 of total calories) (=1/10 of total calories) from saturated FAsfrom saturated FAs

2/3 from unsaturated fats 2/3 from unsaturated fats (MUFA and PUFA)(MUFA and PUFA)

5 MUFA : 1 PUFA5 MUFA : 1 PUFA 4 4 ωω ((omega)omega)6 : 1 6 : 1 ωω33

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Fish Oils and HealthFish Oils and Health

For a meat-eating man, replacing 1 For a meat-eating man, replacing 1 meat meal a week with a fish meal meat meal a week with a fish meal

reduces his chance of stroke by 20%reduces his chance of stroke by 20%

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Should You Eat Fish Caught in the Should You Eat Fish Caught in the Waters Around New York City?Waters Around New York City?

See next page or click here for Dept. of Health InfoSee next page or click here for Dept. of Health Info

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Wave of Fish Advisories Wave of Fish Advisories New figures released by the U.S. EPA show that New figures released by the U.S. EPA show that 35% of lake35% of lake

acreage in the United States and acreage in the United States and 24% of river24% of river miles miles contain contain enough pollution to warrant consumption advisories for enough pollution to warrant consumption advisories for fishfish caught in those waters. caught in those waters.

The advisories cover some The advisories cover some 40 different substances40 different substances; 98% of ; 98% of them involve them involve PCBs, chlordane, dioxins, DDT, or mercuryPCBs, chlordane, dioxins, DDT, or mercury. .

Though the number of advisories rose from 2,814 in 2002 to Though the number of advisories rose from 2,814 in 2002 to 3,094 in 2003, EPA administrator Mike Leavitt attributed that 3,094 in 2003, EPA administrator Mike Leavitt attributed that increase to more monitoring rather than an increase in increase to more monitoring rather than an increase in pollution. ..pollution. ..11

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2003 –Advisories for 86 Water 2003 –Advisories for 86 Water BodiesBodies

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SamplSample Pagee Page

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Sad - The Skinny On The Fish OilSad - The Skinny On The Fish Oil11

What the Government Recommends for Fish What the Government Recommends for Fish You CatchYou Catch

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Should You Still Eat Fish? Should You Still Eat Fish?

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Find Fish that Are Safe to EatFind Fish that Are Safe to Eat

Click here for lists of mercury contents in fishClick here for lists of mercury contents in fish The figures on these lists apply to wild The figures on these lists apply to wild

salmon. Also, tuna has since been added to the salmon. Also, tuna has since been added to the high mercury list.high mercury list.

The authors of one study on contaminants in farmed salmon The authors of one study on contaminants in farmed salmon conclude that, because of chemical contaminants, farmed conclude that, because of chemical contaminants, farmed salmon should not be eaten more often than 0.25 to 1 times per salmon should not be eaten more often than 0.25 to 1 times per month, but see next pagemonth, but see next page

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Mercury in FishMercury in Fish What Women Should Know About Mercury In Fish What Women Should Know About Mercury In Fish

Avoid If PregnantAvoid If Pregnant SharkShark

SwordfishSwordfishKing mackerelKing mackerelTilefishTilefishTuna steaksTuna steaksCanned tunaCanned tunaSea bassSea bassGulf Coast OystersGulf Coast OystersMarlinMarlinHalibutHalibutPikePikeWalleyeWalleyeWhite croakerWhite croakerLargemouth bass Largemouth bass

Data From The 1970s Show High ConcentrationsData From The 1970s Show High Concentrations (No Recent Data Available)(No Recent Data Available)

PorgyPorgyOrange RoughyOrange RoughySnapperSnapperLake TroutLake TroutBluefishBluefishBonitoBonitoRockfish Rockfish

Eat No More Than One Serving From This List Per Eat No More Than One Serving From This List Per MonthMonth

Mahi mahiMahi mahiBlue musselBlue musselEastern oysterEastern oysterCodCodPollockPollockGreat Lakes salmonGreat Lakes salmonGulf Coast blue crabGulf Coast blue crabChannel catfish (wild)Channel catfish (wild)Lake whitefish Lake whitefish

Lowest In MercuryLowest In Mercury Blue crab (mid-Atlantic)Blue crab (mid-Atlantic)

CroakerCroakerFish SticksFish SticksFlounder (summer)Flounder (summer)HaddockHaddockTrout (farmed)Trout (farmed)Salmon (wild Pacific)Salmon (wild Pacific)Shrimp * Shrimp *

* * Shrimp fishing and farming practices have raised Shrimp fishing and farming practices have raised serious environmental concerns.serious environmental concerns.** ** Farmed catfish have low mercury levels but may Farmed catfish have low mercury levels but may contain PCBs in amounts of concern for pregnant contain PCBs in amounts of concern for pregnant women.women.

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The Environmental Working The Environmental Working Group’sGroup’s

Tuna CalculatorTuna Calculator

Click here to find out how much tuna a week Click here to find out how much tuna a week you can safely eatyou can safely eat

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Risk-Benefit Analysis of Eating Risk-Benefit Analysis of Eating Farmed SalmonFarmed Salmon

The effects were estimated for the European Economic Area countries The effects were estimated for the European Economic Area countries (population 387 million). (population 387 million).

Here are the estimates:Here are the estimates:

In a population of 387 million (Europe) In a population of 387 million (Europe) Estimated Resulting Estimated Resulting Change in Deaths per Change in Deaths per Year Year

Excess cancer mortality due to pollutants in Excess cancer mortality due to pollutants in farmed salmonfarmed salmon

+ 210+ 210

The number of cancer deaths that could be The number of cancer deaths that could be prevented by the restrictive recommendation on prevented by the restrictive recommendation on farmed salmon use to 1 meal/monthfarmed salmon use to 1 meal/month

+ 40+ 40

Lost net health effect (cancer and cardiac deaths Lost net health effect (cancer and cardiac deaths combined) of unrestricted salmon consumptioncombined) of unrestricted salmon consumption

- 5200- 5200

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Yes !!! But …Yes !!! But …

The EPA’s advisories for pregnant and The EPA’s advisories for pregnant and breastfeeding womenbreastfeeding women

This site has lots of info regarding breast-feeding, go to the This site has lots of info regarding breast-feeding, go to the reference articles on the bottomreference articles on the bottom

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ωω 3 fatty acids (EPA, DHA) vs. 3 fatty acids (EPA, DHA) vs.

methylmercury (MeHg) contents in fishmethylmercury (MeHg) contents in fish

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Last Not Least - ???Last Not Least - ???

The major changes in The major changes in the essential fatty acid the essential fatty acid composition of the food composition of the food supply, including supply, including increased availability of increased availability of the omega-6 linoleic the omega-6 linoleic acid, may be correlated acid, may be correlated not only with increased not only with increased risks of homicide, but risks of homicide, but also increased risks of also increased risks of suicide and suboptimal suicide and suboptimal social cohesion.social cohesion.

04/12/2304/12/23 5656

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BioaccumulationBioaccumulationsee also see also Ecology Ecology

Toxic mud:Toxic mud: The Hudson River, a The Hudson River, a

Superfund SiteSuperfund Site

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The EndThe End

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