Chapter 7: 7.1 Carbohydrates Flashcards
What are carbohydrates involved in?
- Postranslational modifications
- Cell recognition
What are carbohydrates also referred to as?
Sugars
Define:
Monosaccharides
The simplest carbohydrate
* Has the formula: (CH2O)n
How are carbohydrates named as?
Named based on the number of carbons they have
* E.x. triose, tetrose, pentose, hexose, heptose…
What are aldoses? What are ketoses?
- Aldoses: Carbohydrates have an aldehyde at C1
- Ketoses: Carbohydrates have a ketone at C2
- E.x. Ketohexose, aldotriose…
In Fischer Projections:
What do L and D represent?
L and D are in reference to the different enantiomers of the sugar structure (asymmetry)
In Fischer Projections:
What do enantiomers depend on?
Dependent on the chiral carbon furthest from the carbonyl group
In Fischer Projections:
What does it mean that enantiomers are optically active?
Rotate polarized light either to:
* The right (+, D)
* The left (-, L)
In Fischer Projections:
What determines the possible number of stereoisomers? State the formula
The number of chiral carbons (x)
* Possible number of stereoisomers = 2^x
Describe:
Carbohydrate Cyclization
The hydroxyl group nycleophilically attacks the aldehyde or the ketone (very reactive) forming the ring
In carbohydrate cyclization:
What types of rings are formed?
- Furan (5 membered ring)
- Pryan (6 membered ring)
What types of bonds can be formed in carbohydrate cyclization?
- Hemiacetal (from aldehyde)
- Hemiketal (from ketone)
In carbohydrate cyclization:
It result in — possible ——-
- Two
- Anomers
What are the two possible anomers resulting from carbohydrate cyclization?
- α (E.x. α-D-Glucose)
- β (E.x. β-D-Glucose)
In carbohydrate cyclization:
Which anomer is more stable?
β
Define:
Isomers
Same formula, different structures
What types of stereoisomers are there?
- Enantiomers
- Diastereoisomers
Define:
Enantiomers
Mirror images (not superimposable)
Define:
Diastereoisomers
Not mirror images (superimposable)
Define:
Anomers
Differs at a new asymmetric carbon in the ring conformation
True or False:
Anomers are a type of diastereoisomer
True
Define:
Reducing Sugars
Sugars able to act as a reducing agent due to a free aldehyde or free ketone group (all monosaccharides)