Lecture 14. The Structures of Carbohydrates Flashcards

1
Q

What is a simple carbohydrate in terms of structure ?

A

They are aldehydes or ketones with multiple hydroxyl groups

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2
Q

How can simple carbohydrates which are monosaccharides be described by ?

A

The number of carbon atoms in the structure and according to whether they are aldehyde sugars (aldoses) or ketones (ketoses)

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3
Q

What is glucose ?

A

Aldohexose, six carbon aldehyde sugar

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4
Q

What is fructose ?

A

A ketohexose, a six carbon ketone sugar

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5
Q

What is ribose ?

A

An aldopentose, a five carbon aldehyde sugar

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6
Q

What is D-glyceraldehyde ?

A

A natural enantiomer

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7
Q

How to draw a fischer projection ?

A
  1. Orient the carbonyl group towards the top of the page

2. Squash the structure down, with the carbon bakbone in a vertical line

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8
Q

What does each diastereomer theoretically exist as ?

A

A pair of enantiomers

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9
Q

How do many sugars exist predominantly as in water ?

A

Cyclic hemiacetals

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10
Q

What is a furanose ?

A

A five membered ring

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11
Q

What is a pyranose ?

A

A six membered ring

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12
Q

What does a wavy bond indicate ?

A

That both stereoisomers form

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13
Q

What are anomers ?

A

Cyclic monosaccharides or glycosides that are epimers

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14
Q

What is an anomeric centre ?

A

In the ring closed hemiacetal form it is the ex-carbonyl carbon

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15
Q

What does the D-glucose pyranose form exist as ?

A

A shape known as the chair conformation in which all bond angles are 109.5 degrees

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16
Q

What can atoms attached to six membered saturated rings exist in ?

A

Two distinct sites; axial and equatorial

17
Q

What is meant by axial ?

A

Pointing up and down

18
Q

What is meant by equatorial ?

A

Around the edges

19
Q

What generally occupies axial sites ?

A

Smaller atoms like hydrogen

20
Q

What do anomers result from ?

A

Attack on different prochiral faces of the aldehyde

21
Q

What is a furanose ?

A

A five membered hemiacetal