Carbohydrates I Flashcards

1
Q

What is the L- configuration?

A

L- Configuration: OH on left on penultimate Carbon

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2
Q

What is the D- configuration?

A

D-Configuration: OH on right on penultimate Carbon

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3
Q

What are enantiomers?

A

The L structure of glucose is the mirror image of D-glucose.

L form of named sugar is the mirror image of the same sugar, these are enantiomers

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4
Q

What are Diastereomers?

A

Same chemical type, size, but are non-mirror image

EX. D-glucose and D-Gulose

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5
Q

What are Epimers?

A

Diastereomers differing in configuration of one carbon only.

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6
Q

What carbons can be in close proximity in the cyclization of glucose?

A

Carbon 4 and Carbon 5 can be in close proximity of carbon 1

When this happens you make a ring structure.

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7
Q

What is an anomeric carbon?

A

The new Asymmetric carbon is called the anomeric carbon

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8
Q

What carbon is the new asymmetric carbon when cyclization occurs in sugars?

A

This will always be the carbon that was the carbonyl carbon

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9
Q

What carbons can be in close proximity in the cyclization of Fructose? and why is this different from glucose?

A

Carbon 5 and Carbon 6 can be in close proximity of carbon 2. This is because the carbonyl carbon is on Carbon 2. You can form a 5 or 6 member ring

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10
Q

What does the new asymmetric carbon acquire in cyclization of sugars?

A

The new asymmetric carbon has a new hydroxyl group

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11
Q

How do you know when the hydroxyl group is in alpha formation or beta formation?

A

If the hydroxyl group is down it’s in the alpha form

If the hydroxyl is up it’s in the beta form

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12
Q

What are anomers?

A

2 sugars that different only in the configuration of their anomeric carbon. (The anomeric carbon was the carbonyl carbon before so the –OH will be different for anomers)

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13
Q

What is the most common form of ribose? And why?

A

Beta-D-Ribofuranose

Most common form of ribose because that’s the form founds in ribonucleotides.

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14
Q

what is a 6 member ring called?

A

The 6 member ring is called pyranose

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15
Q

what is a 6 member ring called?

A

This is called furanose

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16
Q

What is a Galactosamine modified sugar?

A

Amine group added to C2

17
Q

What is a N-acdetylglucosamine modified sugar?

A

Amine with acetyl group to C2

18
Q

What is a Mannose-6-phosphate

modified sugar?

A

C6 with added Phosphate

19
Q

What is a Fructose-1,6 bisphophate modified sugar?

A

C1 and C6 with added phosphate

20
Q

What is a Glucuronic acid

modified sugar?

A

Oxidation of CH2OH to COO-

More polar and used to make things soluble.

21
Q

What are glycosides?

A

Modified sugars that affect the hydroxyl in the anomeric carbon.

Ex. The anomeric carbon has a hydroxyl in the alpha position and the hydrogen is replaced by a methyl group. This prevents it from being linear.

22
Q

What occurs when you modify a hydroxyl of an anomeric carbon.

A

Once you modify that hydroxyl in the anomeric carbon it gets stuck in the configuration its in.

23
Q

What is Sorbitol (Glucitol)?

A

A Sugar Alcohol

-The aldehyde is reduced to an alcohol

24
Q

What is the artificial sweetener sucralose?

A

Modified disaccharide

2 Sugar units

On right side Chloride on the C1 and C6

25
Q

What does the disaccharide sucrose contain?

A

Sucrose (Glucose+ Fructose)

26
Q

What does the disaccharide lactose contain?

A

Lactose (Glucose+ Galactose)

27
Q

What does the disaccharide Maltose contain?

A

Maltose (Glucose+ Glucose)