1. Carbohydrates Flashcards

(44 cards)

1
Q

what is a carbohydrate made up of and what is the ratio

A

contains: carbonyl (C=O) and hydroxyl groups
=aldehydes or ketones with 2 or more hydroxyl groups

ratio of C,H,O is 1:2:1

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2
Q

can carbohydrates be 2C

A

no at least 3C etc

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3
Q

major classes of carbohydrates (4)

A
  1. monosaccharide (simple sugars)
    -single aldehyde or ketone with hydroxyl
  2. disaccharide
    -2 units of monosaccharides
  3. oligosaccharide
    -short chains (3-10) monosaccharides
  4. polysaccharide
    -long chains/ more than 10 of monosaccharides
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4
Q

oligosaccharides may be linked to other macromolecules such as _____ and_____

A

glycoproteins & glycolipids

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5
Q

give 3 functions of carbohydrates

A

-store energy
-provide energy
-building blocks of macromolecules
-structural elements
-lipid metabolism

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6
Q

how to name monosaccharides based on number of carbons

A

sugar molecule –> “ose” at end of name

n=3 triose
n=4 tetrose
n=5 pentose
n=6 hexose
n=7 heptose

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7
Q

where do u start numbering carbons

A

end nearest the carbonyl group (C=O)

for ring: at carbonyl group

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8
Q

aldose vs ketose based on carbonyl

A

aldose = carbonyl on end (aldehyde)
ketose = carbonyl inside (ketone)

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9
Q

aldoses and ketoses are chiral?

A

YES - 4 different groups attached

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10
Q

what are constitutional isomers

A

same composition, different connectivity

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11
Q

how to get stereoisomers

A

2^power n

n=number of chiral centers

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12
Q

enantiomers vs diastereomers

A

enantiomers = non superimposable MIRROR images (must have AT LEAST one chiral center)

diastereomers = NOT mirror images ex.cis/trans

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13
Q

compare D and L enantiomers and how are they determined

A

D-sugars = OH group on the right
L-sugars = OH group on the left

-look at OH on whichever chiral carbon is farthest away from C=O

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14
Q

what is the penultimate carbon

A

highest numbered chiral carbon

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15
Q

where is carbon 1 drawn on a fischer projection

A

carbon #1 is always drawn ON TOP

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16
Q

what does it mean to be reduced

A

gain H (usually breaks C=O to become OH)

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17
Q

when could something no longer be distinguished as D or L sugars

A

if there is no longer a chiral carbon

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18
Q

what are epimers

A

-two sugars that differ only in the configuration around ONE CARBON

19
Q

what are hemiacetals and hemiketals and what is special about their formations

A

hemiacetals = aldehydes attacked by alcohols
hemiketals = ketones attacked by alcohols

  • new hemiacetal/hemiketal carbon becomes CHIRAL
20
Q

alpha-anomer vs Beta-anomer

A

alpha - OH opposite C6
beta - OH same as C6

21
Q

where is anomeric carbon

A

aldoses is C1
ketoses is C2

result of cyclization / on right side has OH / becomes chiral

22
Q

what is haworth projection and how to draw

A

cyclic ring structure

  • to the right in fischer projection = are on bottom of ring

-below attacking group (usually OH) = goes on top of ring

23
Q

what is a furanose vs a pyranose

A

furanose = 5 membered ring
pyranose = 6 membered ring

24
Q

which membered ring is more stable

A

6 membered ring = pyranose

25
what happens to pyranose at high temps
becomes furanose form ???
26
what are configurational isomers and example
interconvert thru BREAKING and re-forming covalent bonds ex.alpha or beta
27
what are conformational isomers and example
interconvert WITHOUT BREAKING of covalent bonds ex. endo or exo
28
what is meant by endo / exo
endo = same face (ex. both dash lines) - C2 is on same side as C5 exo = opposite faces (one dash one solid line) -C2 is on opposite side as C5
29
what is dehydration synthesis
monosaccharides linked by O-glycosidic bond and has removal of water
30
describe formation of glycosidic bond
AT LEAST ONE anomeric carbon is used for bond formation
31
what does it mean to be a reducing sugar
has a free anomeric carbon
32
are all monosaccharides and disaccharides reducing sugars?
monosaccharides - YES disaccharides - NO only if have free anomeric carbon
33
how to name if reducing or non reducing
reducing - "ose" nonreducing - "oside"
34
when to add "syl" to end of name of first molecule
if anomeric carbon is involved in glycosidic bond
35
could oligosaccharides have 1->1 linkages
no cuz has 3-10 monosaccharides linked and if had 1->1 then would not have a free anomeric carbon for 3rd to link to
36
homo vs heteropolysaccharide
homo - only one type of monosaccharide hetero - more than one type of monosaccharide
37
what is the function of alpha glycosidic bonds
energy storage
38
what is the function of beta glycosidic bonds
structure
39
what are glucan homopolymers
contain only alpha-D-glucopyranose starch glycogen cellulose
40
describe starch
energy storage for plants amylose - linear (a1->4) amylopectin - (a1->4 linkages and a1->6 branched linkages )
41
describe glycogen
energy storage in animals (a1->4 linkages and a1->6 branched linkages )
42
describe cellulose
structural component of cell wall BETA1->4 glycosidic bonds ! -linear -each monomer is turned 180 relative to neighbor
43
describe chitin
BETA 1->4 linkages -homopolysaccharide -found in exoskeleton
44
what is most stable conformation of cellulose
straight extended chain *hydrogen bonds between chains to promote sheets