Carbohydrates & Glycobiology Flashcards
Functions of Carbohydrates (4)
- Energy source
- Energy storage
- Structural component of cell walls and exoskeletons
- Informational molecules in cell - cell signalling (regulates cell - cell communication)
Carbohydrate formula
Cn(H2O)n
What is an aldose
A carbohydrate with aldehyde functionality
What is a ketose
A carbohydrate with ketone functionality
What are enantiomers
Stereoisomers that are non superimposable mirror images
What are diasteromers
Two sugars that have identical molecular formulas, different arrangement of atoms and are not enantimers (mirror images)
What are epimers
Sugars that differ in stereochemistry at only one chiral center. They are not mirror images and are not enantiomers.
What carbohydrate structure predominates under normal physiological conditions and why?
Cyclic/ ring structure. Because they are lower in energy and are more stable than open chain structures.
Alpha anomer of glucose structure
The OH group (hydroxyl grp) is facing the opposite direction than the CH2OH group
Beta anomer of glucose structure
OH (hydroxyl) group is facing the same direction as the CH2OH group.
How is the cyclic structure formed?
The nucleophilic alcohol attacks the electrophilic carbonyl carbon, allowing formation of a hemiacetal. This results in the linear carbohydrate forming a ring structure. The carbonyl carbon is reduced to an alcohol.
After the cyclisation of monosaccharides what does the former carbonyl carbon become?
It becomes a new chiral center, called the anomeric carbon at C1 of an aldose & C2 of a ketose.
What is a pyranose
Six membered oxygen containing ring
What is a furanose
Five membered oxygen containing ring
What occurs to form amino sugars
An NH2 group replaces one of the OH groups in the hexose.
What occurs to form deoxy sugars
Substitution of H for OH produces a deoxy sugar
What occurs to form acidic sugars
Made by oxidation of carbonyl carbon or hydroxyl carbon or both.
What is the O-glycosidic bond formed between
An anomeric carbon and a hydroxyl carbon
Which part of the molecule is reducing
The second molecule, with the hemiacetal is reducing