chem lab - lipids Flashcards
hydrophobic isoprenoids
A, D, E, K
are PUFAs
-must be provided in our diet because EFAs cannot be biosynthesized
EFAs
- Fatty-acid related :
fatty acid/prostaglandins, fatty acid esters, sterol esters, lipoconjugates
- Hydrolyzable/saponifiable:
fatty acid esters, sterol esters, lipoconjugates
-aliphatic, acyclic, unbranched
fatty acids
fatty acid synthesis in humans:
liver and lactating mammary glands
most naturally occurring FA contain odd or even no. of C atoms
EVEN
- no C=C
- CnH2n+1 COOH
- ___anoic acid
saturated
- CnH2n-1COOH
- ____enoic acid
unsaturated
– natural configuration of C=C
Cis configuration
- introduces a kink, allowing a bend
- bend disrupts alignment of lipid → semi-fluid
Cis configuration
2 EFAs to humans
- Linoleic acid –
2. Linolenic acid
precursor of arachidonic acid
linoleic
– precursor of PGs
-becomes essential if linoleic acid is missing
Arachidonic acid
– alkali salts of Fa
- formed by saponification
- amphipathic
- nonpolar + dirt, polar + water (micelle)
- Soaps
- Halogens add to C=C via
AE
– resistant to oxidation outside the body
saturated FA
slowly but spontaneously oxidized by oxygen in air
-becomes rancid (formation of short chain aldehydes)
USFA-
-derived from linoleic acid (or arachidonic acids) forming eicosanoids
PROSTAGLANDINS
-cyclopentane ring, 2 side chains, carboxyl group in one side chain
PROSTAGLANDINS
-participate in wound-healing process
PROSTAGLANDINS
PAIN MEDIATORS
PROSTAGLANDINS
-esters formed between a fatty acid (CA) and glycerol (trihydric alcohol)
Acyglycerols or glycerides
-3 Fatty acids + glycerol
TRIGLYCERIDES
-neutral fats or neutral oils
TRIGLYCERIDES
-most widespread
TRIGLYCERIDES
-most abundant lipids in animals (function: food store)
TRIGLYCERIDES
Hydrolysis of tripalmitin or 1,2,3-tripalmitoyl-sn-glycerol
- 1 mole of glycerol
* 3 moles of palmitic acid
Hydrolysis of palmitostearoolein or 1-palmitoyl-2-stearoyl-3-oleoyl-sn-glycerol
- 1 mole glycerol
- 1 mole palmitic acid
- 1 mole stearic acid
- 1 mole oleic acid
Hardening of oils is due to what reaction
-hydrogenation of C=C → saturated compounds
Drying oils s due to what reaction
-action of O2 in air forms hydroperoxides
-composed of an alcohol + diacylgycerol or sphingosine
phospholipids
-phospholipids with glycerol
phosphoglycerides/glycerophosphatides/phosphoacylglycerol
all phosphoglycerides contain
phosphatidic acid
backbone of phosphoglycerides
phosphatidic acid
– alcohol-soluble, acetone-insoluble
lecithin
-most abundant phosphoglyceride
lecithin
- white waxy substance
- used as an emulsifier
- predominantly phosphatidyl choline
lecithin
4nry amine alcohol
Choline-
Hydrolysis of lecithin
- 2 moles FA
- 1 mole phosphoric acid
- 1 mole choline
- 1 mole glycerol
– alcohol-insoluble, acetone-insoluble
- abundant in nerve and brain tissues
- mixture of phosphatidyl ethanolamine (predominant) or phosphatidyl serine
Cephalin