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39 Cards in this Set
- Front
- Back
these are organized by their number of carbon atoms and functional groups |
carbohydrates |
|
3 carbon sugars |
trioses
|
|
4 carbon sugars |
tetroses |
|
sugars with aldehydes as their most oxidized group |
aldoses |
|
sugars with ketones as their most oxidized group |
ketoses |
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sugars with the highest numbered chiral carbon with the -OH group on the right in Fischer projections are ____ sugars |
D |
|
sugars with the highest numbered chiral carbon with the -OH group on the left in Fischer projections are ____ sugars |
L |
|
D and L forms of the same sugar
|
enantiomers |
|
nonsuperimposable configurations of molecules with similar connectivity
|
diastereomers |
|
a subtype of diastereomers that differ at exactly one chiral carbon |
epimers |
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a subtype of diastereomers that differ at the anomeric carbon |
anomers |
|
the ring formation of carbohydrates from their straight chain forms
|
cyclization |
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when rings form, the anomeric carbon can take on what 2 types of conformations?
|
alpha and beta |
|
the new chiral center formed in ring closure; it was the carbon containing the carbonyl in the straight chain form |
anomeric carbon |
|
these anomers have the -OH on the anomeric carbon trans to the free CH2OH group |
alpha anomers |
|
these anomers have the -OH anomeric carbon cis to the free CH2OH group |
beta anomers |
|
these provide a good way to represent 3 dimensional structure
|
Haworth projections |
|
when cyclic compounds shift from one anomeric form to another with the straight chain form as an intermediate
|
mutarotation |
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single carbohydrate units, with glucose as the most commonly observed monomer
|
monosaccharides
|
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What 3 main reactions can monosaccharides undergo? |
oxidation reduction, esterification, and glycoside formation |
|
Aldoses can be oxidized to __________ and reduced to ___________. |
aldonic acids, alditols |
|
sugars that can be oxidized |
reducing sugars |
|
sugars with an -H replacing an -OH group
|
deoxy sugars |
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when a sugar reacts with a carboxylic acid and their derivatives, forming esters
|
esterification
|
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the basis for building complex carbohydrates and requires the anomeric to link another sugar |
glycoside formation
|
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these form as a result of glycosidic bonding between 2 monosaccharide subunits
|
disaccharides
|
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list 3 common disaccharides |
sucrose, lactose, maltose
|
|
a polysaccharide that is the main structural component for plant cell walls and is a main source of fiber in the human diet
|
cellulose |
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these 2 starches function as a main energy storage form for plants |
amylose and amylopectin |
|
a polysaccharide that functions as a main energy storage for animals |
glycogen |
|
non-identical superimposable images of one another |
enantiomers
|
|
number of stereoisomers with common back bone = |
2^number of chiral carbons |
|
How do you determine the rotation (+ or -) of a sugar? |
experimentally
|
|
diastereomers that differ in configuration at exactly one chiral center
|
epimers
|
|
What is the most common electrophile on the MCAT?
|
carbonyl group |
|
Due to ring strain, the only cyclic molecules that are stable in solution are what? |
pyranose and furanose rings
|
|
ketose sugars are also __________________ and give positive Tollen's and Benedict's tests |
reducing sugars
|
|
the rearrangement of bonds in a compound, usually by moving a hydrogen forming a double bond |
tautomerization |
|
this reaction forms a phosphate ester
|
phosphorylation |