carbs 1 Flashcards

(77 cards)

1
Q

what is energy from the sun stored as in chemical energy ?

A

carbohydrates

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2
Q

what are carbohydrates metabolic precursors for ?

A

most biomolecules

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3
Q

what does the breakdown of carbohydrates result in ?

A

it provides the energy that sustains animal life

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4
Q

how come carbohydrates have a structural function ?

A

ribose and deoxyribose are vital components of RNA and DNA.

Also the polysaccarides ( carbohydrates) are the major structural protein of cell walls for plants and bacteria.

Cellulose is also found in plant cell walls and gives stability as we cannot digest it.

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5
Q

what is chitin a main structural component of ?

A

the exoskeletons found on crustaceans , insects and spiders

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6
Q

what are hyaluronates important for ?

A

important for the vitreous humour of eyes ( transparent lining ) , as well as synovial fluid and cartilage

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7
Q

where are chondroitans and collagen found ?

A

in tendons , cartlidge and connective tissue

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8
Q

what is dermatan sulfate a component of ?

A

the extracellular skin matrix

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9
Q

what are glycoproteins ?

A

these are proteins that have a carbohydrate covalently attached.

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10
Q

why are glycoproteins important ?

A

they are used in cell recognition and cel adhesion.

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11
Q

how come the carbohydrate part of a glycoprotein is vital for infection of a cell ?

A

the virus uses it to bind to the cell

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12
Q

what is a carbohydrate made up of and what is it formula ?

A

glucose C6H1206

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13
Q

How many carbons must the simplest carbohydrate have ?

A

3

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14
Q

what 2 molecules can be descried as being a carbohydrate ?

A

polyhyroxyl ketone

polyhydroxyl aldehyde

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15
Q

what is an aldehyde and what is produced if it is oxidised ?

A

this is a hydrocarbon that has a carbonyl at the end ,the carbonyl group is bonded to at least one hydrogen. it is oxidised to produce an acid

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16
Q

what is a ketone ?

A

this is a hydrocarbon that has a carbonyl group in the middle which is bonded to 2 carbon atoms

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17
Q

what are simple carbohydrates and give examples ?

A

this is when the monomers cannot be hydrolysed to produced smaller carbohydrates as they are sugars , i.e ribose , glucose , fructose.

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18
Q

what are these simple carbohydrates called ?

A

monosaccarides

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19
Q

how do you name these simple monosaccharides ?

A

they are given the suffix -ose
the prefic aldo or keto is used
the prefix describes the number of carbons

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20
Q

what are complex carbohydrates ?

A

these consist of 2 or more monosaccarides that are joined by a covalent bond ( glycosidic linkage)

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21
Q

disaccarides hydrolyse to produce ?

A

2 monosachharodes

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22
Q

trisaccardies hydrolyse to produce ?

A

3 monosachharides

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23
Q

how many monosaccharides do oligosaccharides contain ?

A

between 2-10

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24
Q

how many monosaccharides do polysaccharides contain ?

A

a large number , thousands

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25
what is a stereocentre and do carbohydrates contain them ?
yes all carbs contain them , this is a carbon atom that has 4 different groups attached so there is no plane of symmetry
26
what are stereoisomer ?
this is when molecules have the same molecular formula and bond conifuragation but they differ in the position of atoms.
27
if you are converting between 2 configurations then what does this require ?
covalent bonds to be broken and reformed | can also be achieved by rotation
28
what are stereoisomer either ?
an enantiomer or diastereoisomer
29
what are enantiomers ?
pairs of molecules that are non super imposable mirror images. they have identical physical and chemical properties but differ in biological properties
30
how do enantiomers interact with plane polarised light?
they rotate it in opposite directions in equal amounts
31
what is thalidomide a good example of ?
how enantiomers have different biological properties. The R form of thalidomide helps reduce morning sickness however the S form causes birth defects. The R and S describe stereocentres.
32
if a molecule is chiral can it be superimposed ?
nope
33
what does optically active mean ?
if a molecule rotates plane polarised light in opposite directions. Therefore enantiomers are optically active.
34
what is the specific rotation [a]D a quantitive measure of ?
optical activity
35
from this what can the molecules be grouped as ?
dextroroatory ( +) | levorotatory ( -)
36
what are diastereoisomers ?
theses are pair of molecules that are not mirror images , they have different physical properties and different but similar chemical properties
37
what method is the standard to show the stereocentres in 2D?
fisher projections
38
how do you differentiate between L and D fischer projections ?
if OH on highest numbered stereocentre is on left then L but if oH on right then D
39
whats the most abundant monnosacharide ?
D-
40
how do you work out the possible number of stereoisomers ?
2*(N-2) where N is the number of carbons
41
what is the most common aldose ?
hexose
42
what is an epimer ?
this is when a pair of sugars differ in configuration at only one carbon
43
whats most common aldoses or ketoses ?
aldoses
44
what does cyclisation of glucose result in ?
this creates a cyclic hemiacetal. there is 2 forms as a new stereocentre is created at C1 . Theres a a-D-glucopyranose ( OH below) and a B-D-glucopyranose (OH above)
45
what are the 2 cyclic forms called and are they diastereoisomers or enantomers ?
they are both anomers and are diastereoisomer ( not mirror images)
46
Why does glucose have unexpected properties ?
the formation of cyclic hemiacetal resulted in there being no free aldehyde group
47
what does glucose normally exist as ?
a six membered cyclic hemiacetal
48
what are the 6 membered sugar rings called ?
pyranoses
49
pyranose rings can adopt a boat or chair form. These forms are not flat ( planar) , so how are they described ?
they are puckered
50
between the boat and the chair form , what has the lowest energy arrangement ?
The chair form
51
what determines the stability of each confirmation ?
the hydrogen atoms
52
how are cyclic hemiacetals often drawn ?
as haworth projections
53
what is the ether oxygen ?
the oxygen in the upper right
54
what is the anomeric carbon ?
the carbon on the right vertex
55
on converting a fisher projection to a haworth , how are the OH on the right drawn ?
OH are down in haworth
56
OH on left in fischer , how in haworth ?
OH face up in haworth
57
what is the CH2OH group in haworth for D monosaccharides?
they face up
58
what are furanoses ?
theses are 5 membered sugar rings
59
what mainly gives pyranose forms ?
aldohexoses and aldopentoses
60
what does ketohexoses mainly form ?
a mixture of pyransoes and furanoses
61
what rings are the most stable and why ?
5 and 6 membered rings as they have the strongest bonding.
62
what is mutarotation and why does it occur ?
this is when there is a change in the optical rotation because there is a change in the equilibrium between the 2 anomers. Caused by a reversible ring opening of cyclic hemiacetal to an open chain which then recloses.
63
what is mutaroation accelerated by ?
acids and bases
64
why does the boat form have the highest energy ?
it is a result of the hydrogen - hydrogen repulsions
65
are cyclohexane rings rigid and what does this lead to ?
no they can flip between 2 chair forms which is called ring flipping
66
what occurs during ring flipping ?
the equatorial positions become axial and the axial positions become equatorial
67
during ring flipping is there a lot of bonds breaking and reforming ?
no just a lot of rotating of atoms
68
the 2 chair forms exist in equilibrium however , what will exist in the greatest amount ?
the form with the lowest energy
69
what repulsions are most significant ?
repulsions between axial substituents
70
what chair form is said to be most stable ?
the chair form with the fewest bulky axial substituents
71
what conformation of b-D- glucopyranose is said to be most stable ?
the conformation with the all equatorial
72
between a-D-glucopyranose and B-D-glucopyranoses what one is most abundant and why ?
B -D-glucopyranose as it is most stable
73
what is the anomeric effect ?
this is the preference for the A anomer. It is a stabilizing electronic effect as the oxygen lone pair is trans coplanar to a C-X bond.
74
what can the anomeric effect often result in ?
electronegative substituents forming axial e.g a halogen
75
what is the arrangment of the furanose ring ?
it is also puckered as it isnt flat. It takes an evelope conformation as the four atoms are coplanar while the fifth atom is out of the ring plane.
76
the ribose rings in nucleic acids are puckered , why is this ?
it relieves the ring strain caused by the 5 atoms being in the same plane . By having C3 . out the plan it reduces the strain
77
are the ribose rings furanoses or pyransoes
furanoses