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Carbohydrates & metabolic pathways
N/a
49
Biochemistry
Undergraduate 4
11/14/2013

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Term
What are carbohydrates?
Definition
a direct link between solar energy and the chemical bond energy of living organisms
Term
How are carbohydrates formed?
Definition
photosynthesis
Term
What is the ratio of carbon, hydrogen, and oxygen in most carbohydrates?
Definition
CHO2
Term
What are the 4 functions of carbohydrates?
Definition
1. source of energy
2. structural roles
3. communication
-intermediates of many metabolic pathways
4. components/precursors of many other biomolecules
Term
How are carbohydrates classified?
Definition
according to the number of simple sugar units they contain
Term
What are glycoconjugates?
Definition
protein and lipid molecules with covalently linked carbohydrate groups
Term
What are aldoses?
Definition
monosaccharides with an aldehyde functional group
Term
What are ketoses?
Definition
monosaccharides with a ketone functional group
Term
What are the simplest aldose and ketoses?
Definition
glyceraldehyde and dihydroxyacetone
Term
How are sugars classified?
Definition
according to the number of carbon atoms they contain
Term
What are the 2 most abundant monosaccharides found in living cells?
Definition
pentoses and hexoses
Term
What is glucose also referred to as?
Definition
aldohexose
Term
What happens when the number of chiral carbon atoms increases in optically active compounds?
Definition
the number of possible optical isomers also increases
Term
What is van't Hoff's rule?
Definition
A compound with n chiral carbon atoms has a maximum of 2^n possible stereoisomers
-when n is 4, there are 16 stereoisomers
Term
In optical isomers, what is the reference carbon?
Definition
the asymmetric carbon that is most remote from the carbonyl carbon
Term
What configuration are almost all naturally occurring sugars found as?
Definition
D-configuration
Term
What are the D-configurations derived from?
Definition
aldoses: triose D-glyceraldehyde
ketoses: nonchiral triose dihydroxyacetone
Term
What are diastereoisomers?
Definition
Stereoisomers that are not enantiomers (mirror-images of eachother)
Term
What kind of relationship do D-ribos and D-arabinose have?
Definition
they are diasteroisomers
Term
What are epimers?
Definition
Diastereoisomers that differ in the configuration at a single asymmetric carbon atom
Term
What kind of relationship do D-glucose and D-galactose have?
Definition
They are epimers
Term
are D-mannose and D-galactose epimers?
Definition
No
Term
What are hemiacetals/hemiketals?
Definition
the ring formation that occurs in aqueous solution because the functional group reacts reversibly with hydroxyl (alcohol) groups present in the sugar
-these are unstable
Term
what are the most stable hemiacetals/hemiketals?
Definition
rings containing 5 or 6 atoms
Term
What is the anomeric carbon atom?
Definition
the carbonyl carbon that becomes a new chiral center when the cyclization occurs
Term
What are anomers?
Definition
the two possible diastereomers that may form during the cyclization reaction
Term
What are the two stereoisomers that can form because the anomeric carbon is chiral?
Definition
alpha and beta anomer
Term
What side does the hydroxyl of the alpha and beta anomer appear in fisher projections of the D-configuration?
Definition
alpha=right
beta=left
Term
Haworth structures
Definition
the ring shape from o-chem with groups pointing up and down
Term
For D sugars, what form is the structure in when the hydroxyl is down?
Definition
alpha anomeric form
Term
For D sugars, what form is the structure in when the hydroxyl group is up?
Definition
beta anomeric form
Term
What are furanoses?
Definition
five-membered hemiacetal rings
ex: fructofuranose
Term
What are pyranoses?
Definition
Six membered rings
Term
What do conformational formulas show?
Definition
the puckered nature of sugar rings
-uses X-ray and bond angle analysis
Term
What are space-filling models?
Definition
these have dimensions that are proportional to the van-der-waals radius of atoms
Term
What is mutarotation?
Definition
when the alpha and beta forms of monosaccharides are readily interconverted when placed in water
-produces an equilibrium of the two in both furanose and pyranose
Term
What is glucoses mixture during mutarotation?
Definition
38% alpha pyranose
62% beta pyranose
Term
What is fructoses mixture during mutarotation?
Definition
alpha and beta furanose
Term
What kind of reaction can the open chain formed during mutarotation participate in?
Definition
oxidation-reduction
Term
Where does the hydroxyl group on hemiacetal occur?
Definition
carbon 1
Term
What are haworth structures?
Definition
these more accurately depict bond angle and length in ring structures than the original fisher projections do
Term
What is the cyclic form of fructose?
Definition
fructofuranose
Term
What is the cyclic form of pyranose?
Definition
glucopyranose
Term
What kind of process is glycolysis?
Definition
an anaerobic process
Term
What are the two stages of glycolysis?
Definition
energy investment and energy producing
Term
What is the glycolytic pathway?
Definition
D-glucose + 2 ADP + 2 Pi + 2 NAD+ --> 2 pyruvate + 2 ATP + 2 NADH + 2H+ + H20
Term
What are the 4 things that the rate of the glycolytic pathway in a cell is controlled by?
Definition
1. kinetic properties of hexokinase isoenzzymes
2. the allosteric enzymes
3. hormonal regulation
4. AMPK
Term
What are the 3 allosteric enzymes?
Definition
Hexokinases I, II, and III
Term
What is the net result of glycolysis?
Definition
2 ATP and 2 NADH
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