Carbohydrates Flashcards
Functions
Energy storage,
Structural
Provides O2 from oxidation of H2O and organic compounds from reduction of CO2
What is a carbohydrate
A polyhydroxyaldehyde or polyhydroxyketone, or a substance that gives these compounds on hydrolysis
Formula
CnH2nOn
Monosaccharide
Oligosaccharide
Polysaccharide
Aldose
Ketose
A carbohydrate that cannot be hydrolysed into a simpler carbohydrate under mild conditions
Usually 2 to 10 simple sugar residues: monosaccharides linked by glycosidic bonds (Covalent bonds between the anomeric hydroxyl of a cyclic sugar and the hydroxyl of a second sugar)
Polymers of simple sugars
A monosaccharide containing an aldehyde group
A monosaccharide containing a ketone group
Number of carbons: 3 4 5 6
3- Triose
4- Tetrose
5- Pentose
6- Hexose
Optically active
Optically inactive
Dextrotatory
Levorotatory
the ability to rotate plane-polarised light
does not rotate plane-polarised light
rotates plane-polarised light in a clockwise direction
rotates plane-polarised light in an anticlockwise direction
D (biological form)
L
hydroxyl group is on the right
hydroxyl group is on the left
Numbering carbons
The numbering of the carbons
in carbohydrates proceeds from the carbonyl carbon, for aldoses, or the carbon nearest the carbonyl, for ketoses.
𝛼
β
means that the -OH on the anomeric carbon is on the side of the ring opposite from the terminal -CH2OH.
means that the -OH on the anomeric carbon is on the same side of the ring as the terminal -CH2OH.
Pyranose
Furanose
six-membered hemiacetal ring
five-membered hemiacetal ring
Sugar alcohol
Deoxy sugar
Amino
Sugar Phosphates
CH2OH instead of CHO
1+ hydroxyl groups replaced by hydrogens: 2-Deoxy-D-ribose is a constituent of DNA
amino group at C-2
phosphate esters of glucose, fructose, and other monosaccharides are important metabolic intermediates: The ribose moiety of nucleotides such as ATP is phosphorylated at the 5’-position.
Identifying the anomeric carbon
Identify anomeric carbon by looking for carbon bonded to 2 oxygens
Bacterial cell walls
Composed of 1 or 2 lipid bilayers and peptidoglycan shell
Gram-positive : One lipid bilayer and thick peptidoglycan outer shell
Gram-negative: Two bilayers with thin peptidoglycan shell in between
Glycoproteins
Conjugated proteins that contain one or more saccharides lacking a serial repeat unit and bound covalently to a peptide chain
Eukaryotic cells are covered with carbohydrates: diversity of glycoproteins and proteoglycans , glycocalyx
Glycosylation is the most abundant form of modification to proteins, Almost all the plasma protein of humans, except albumin are
glycoproteins
o-linked serine, threonine
n-linked asparagine
physical: Oligosaccharide structures, especially the ones with multiple outer branches, are bulky and hydrophilic