Carbs 2 Flashcards

(89 cards)

1
Q

what can the hydroxyl groups of carbohydrates be converted into ?

A

they can be converted to esters or ethers. Also can be oxidized

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2
Q

what can the carbonyl groups be converted to and what can they react with ?

A

they can be oxidised or reduced and react with nucleophiles.

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3
Q

in a cyclic sugar what carbon is the most react and why ?

A

the anomeric carbon ( C1) as it has 2 c-0 bonds whereas all the others have one c-0 bond. The 2 oxygens have a withdrawing effect on the electrons so they become slighty negative while the C become slightly positive and as a result is prone to nucleophilic attack.

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4
Q

what is the cyclic form of monosaccharides ?

A

hemiacetals

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5
Q

what can the hemiacetals react with and what does this produce ?

A

react with alcohol and acids to form an acetal at the anomeric carbon.

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6
Q

what are these monosachharide acetals called ?

A

glycosides

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7
Q

what are glucose acetals called ?

A

glycosides

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8
Q

monnose acetal ?

A

mannosides

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9
Q

fructose acetals ?

A

fuctosides

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10
Q

what is produced when D glucose reacts with methanol and hydrochloric acid ?

A

methyl alpha - D- pyranoglucoside and methyl beta - D - glucopyranoside

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11
Q

do glycosides undergo hydrolysis with water and base ?

A

nope

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12
Q

what is required for a glycoside to undergo hydrolysis and what is produced ?

A

acid , it forms a hemiacetal sugar and alcohol ( aglycone) due to the presence of the 2 oxygens at the anomeric carbon

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13
Q

what will a reducing sugar contain and what do they react with ?

A
an OH group at the anomeric carbon react with oxidising agents such as 
hydrogen peroxide 
bromine water 
benedicts solution
tollens reagent
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14
Q

what occurs to the sugar and the reagent ?

A

the sugar is oxidised to an aldonic acid while the reagents are reduced . This is a redox reaction

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15
Q

what is tollen’s reagent ?

A

Oxidising agent. this is a solution of silver nitrate and ammonia , it is reduced to form a silver mirror

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16
Q

What is benedict’s solution ?

A

Oxidising agent. this is an aqueous solution containing copper ions. It is reduced to give a brick red percipitate as copper oxide is formed

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17
Q

what does a positive test to a benedict’s solution tell you ?

A

that the sugar is a reducing agent , this will have a hemiacetal group which is in equilibrium with the open chair form ( ketone or aldehyde)

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18
Q

what does it tell you if a sugar doest react with the chemical oxidising agents ?

A

then it is a non reducing sugar that has an acetal at the anomeric carbon ( glycoside)

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19
Q

what does the oxidation of the primary alcohol group in a aldose produce ?

A

a - uronic acid

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20
Q

what are oligosaccarides associated with ?

A

proteins (glycoproteins) and lipids ( glycolipids)

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21
Q

what’s the most common oligosachharide ?

A

disaccharide , 2 component monosaccaride

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22
Q

what forms between 2 sugars ?

A

a glycosidic link between the C1 and any hydroxyl group on the second sugar.

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23
Q

what occurs if the glycosidic link is different each time ?

A

then different proteins and DNA will be produced

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24
Q

what is starch hydrolysed to produced and what is needed for this to occur ?

A

Produces maltose and enzyme diastase is needed.

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25
what does partial hydrolysis of cellulose produce ?
cellobiose which is an isomer of maltose
26
what is maltose and cellobiose composed of ?
2 glucose units linked by a 1 - 4 glycosidic link
27
what anomer of glucose is maltose ?
A anomer
28
what anomer of glucose is cellobiose ?
b anomer
29
what determines if the oligosaccaride is digestable ?
the position of the glycosidic link , whether its an a or b anomer
30
what is lactose composed of ?
two different monosaccarides , D - glucose and D - galactose
31
whats the difference between glucose and galactose ?
They are epimers and only differ in orientation of hydroxyl at C-4.
32
why are some people lactose intolerant ?
they lack the enzyme lactase ( galactosidase) to hydrolyse the glycosidic bond between the 2 monnosaccarides
33
what is sucrose ?
the most abundant natural type of disaccharide
34
is sucrose a reducing sugar and does it undergo mutarotation ?
not a reducing sugar and no
35
what does sucrose produce when hydrolysed ?
Mixture of glucose and fructose called invert sugars
36
what enzymes catalyses the hydrolyses of sucrose ?
B -D- fructofuranoside
37
what can polysaccarides also be called ?
glycans
38
what are heteropolysaccarides composed of ?
more than one type of monosaccaride unit
39
what are homopolysaccarides composed of ?
one type of monosaccride unit
40
what are glucose homopolysaccarides called ?
glucans
41
what are galactose homopolysaccarides called ?
galactans
42
describe the primary structuure of polysacarides ?
this is the monomer building blocks
43
give an example of a primary structure , linear polysaccaride.
cellulose
44
can we digest cellulose and what is it composed of ?
nope composed of glucose molecules joines by a 1 - 4 glycosidic link
45
what is cellulase required for ?
its an enzyme that is required to hydrolyse the glycosidic bonds between the glucose molecules in cellulose
46
where are these enzymes normally found ?
in the digestive tract
47
whats the 2 groups that starch can be divided into ?
amylose and amylopectin
48
describe amylose
insoluble in cold water
49
describe amylopectin
soluble in cold water
50
when starch is eaten what is it hydrolysed by ?
an enzyme called glycosidase
51
what glycosidic link does glycosidases hydrolyse ?
A not b
52
why is D glucose stored as a polymer than monomer units ?
to avoid large osmotic pressure
53
what would occur in plants if glucose was stored in monomeric units rather then polymer ?
the membrane would rupture due to large osmotic pressure
54
describe the structure of amylopectin ?
it is a glucan polymer
55
what is glycogen a polysaccaride of ?
glucose
56
whats is more heavily brachned , glycogen or amylopectin ?
glycogen
57
what has high glycogen stores and why ?
skeletal muscles and the liver so that this allows quick release of energy
58
what is needed to convert glycogen to glucose ?
glycogen phosphorylase
59
where does glycogen phorphorolase work and what occurs ?
at the non reducing end of the glycogen unit and it works one glucose molecule at a time
60
whats the limit to how glycogen phosphorlayse works ?
it cannot cleave glycosidic linkages that are closer than 4 glucose unit from a branch
61
what is 75% of the carbohydrtaes consumed by ?
the brain as glucose
62
what is most of the carbohydrates intake in the form of ?
starch with some glycogen
63
can the body use starch and glycogen directly ?
nope must be broken down to glucose
64
what is the secondary structure detail ?
the way the backbone is folded to give 3D shape
65
what does secondary structure result from ?
the local conformational variety , which is due to rotations around the bonds involved in glycosidic linkages
66
what does the favourable bond rotation around a link produce ?
helix
67
what does the favourable bond rotations around b link form ?
zig zag
68
what is an arrangement associated with cellulose ?
ribbons
69
what is tertiary structure concerned with ?
the way the polysaccaride backbone is arranged in 3D space.
70
what is quaternanry polysaccaride structure associated with ?
The way the polysaccaride interacts with other chains
71
what is the chain packing and folded dictated by ?
the non covalent , long range interactions between the functional groups present on the monosacaride units
72
explain what makes up a ribbon structure ?
this is when the b linked glucose units ( cellulose) or units in chitin are described as b linked ribbons. In both molecules there is a uniform distribution of hyroxyl groups on the outside of each chain. , so when 2 or more cellulose or chitin chains make contact the OH groups are ideally arranged to make hydrogen bonds
73
what is the roatation of each glucose unit in cellulose at ?
180 relative to the next glucose unit
74
what is the resulting ribbon stabilised by ?
intramolecular hydrogen bonds between OH groups on adjacent glucose units
75
where is cellulose found and is it soluble in water ?
Found in cells walls and it is insoluble in water
76
what type of glycosidic bonds do amylose and amylopectin have and what does this result in ?
they have a glycosidic bonds and as a resuly the chains have a wide hollow helix that is stabilised by hydrogen bonds
77
if small molecules are accomidated into the central cavities of the helix what forms ?
An inclusion complex
78
what does the iodine starch tests result in the blue - violet colour ?
because the aqueous solution of the iodine and ions forms an inclusion complex with the starch. The tri iodide anions fit in the middle of the cavity
79
when are buckled ribbons formed ?
this is when the polysaccaride chain packs but leaves a cavity
80
what can these cavities be filled with and how is this beneficial ?
can be filled with water or metal ions to give extra stability to the polysaccharide
81
give an example of an acid that forms a buckled ribbon
pectic acid
82
what are cyclodextrins ?
this is when there is natural occurring macrocycles composed of sugar units
83
how are cyclodextrins obtained ?
due to the enzymatic degradation of starch
84
whats the interior and exterior of cyclodextrins?
the inside is hydrophobic but outside is hydrophyllic
85
what is the interior ideal for ?
apolar guests such as drug molecules
86
whats the exterior being hydrophilic mean ?
that any molecule that complexes with the cyclodextrin is soluble in water which means the drug can be transported to their receptors
87
what is rocuronium ?
this is a muscle relaxant used as part of the anaesthesia during surgery
88
what is used to reverse the action of rocuronium and what is it ?
sugammadex which is a a cyclodextrin
89
how does sugammedex work ?
it binds the rocoronium within its hydrophobic inteiror