2.03 Carbohydrates Flashcards
Monomers or building blocks for all other classes of carbohydrates
Monososacharide
General formula of carbohydrate
Cn(H2o)n
Consisting of at least 3 carbons, each with a hydroxyl group except for one with carbonyl carbon
Monosaccharide
Produced by joining two simple sugars by dehydration synthesis forming covalent bond
Disaccharide
Produced by joining many monosaccharides together by many dehydration synthesis reactions forming a polymer molecules
Polysaccharides
Used to measure blood glucose levels
Needs a few microliter of blood
Glucometer
Most important monosaccharide in the biological system
Main source of energy
Glucose
Very low glucose level
Hypoglycemia
Very high glucose level
Hyperglycemia
Two dimensional representation for showing the configuration of a stererocenter
Fischer projection
Named after English chemist Sir Walter Haworth
Ring is drawn flat and viewed through its edge with the anomeric carbon on the right and the oxygen atom to the rear
Haworth Projection
Cannot be hydrolyzed to a simpler compound
Monosaccharide
Only two trioses
Found in glycolysis as breakdown products from fructose-1,6-bisphosphate
D-glyceraldehyde
Dihydroxyacetone
With an aldehyde group at one end
Aldose
Keto group found at nonterminal carbons
Ketose
Two major forms have the same atomic composition but differ only in the position of the hydrogen and double bonds
Tautomer
Carbon atoms that carry 4 different substituents or entities
Chiral or asymmetric carbon
Molecules that have the same formula and the same structure, but have their atoms arranged in different ways in 3D space
Stereoisomers or isomers
Isomers that are mirror images of one another but are non-superimposable on one another
Enantiomers
Enantiomer designation
Right hand side
Dextrorotatory
D-isomers
Constituent of ribonucleic acid
D-ribose
Enantiomer designation
Left hand side
Levorototary
D-isomers
Constituent of deoxyribonucleic acid
D-deoxyribose
D-isomers
Milk
D-galactose
D-isomers
Major energy source
D-glucose
D-isomers
Intermediate in glycolysis
D-fructose
Isomers that are not mirror images of each other but with the same chemical composition
Diastereomers
Diastereomers that differ from each other in their configuration around one chiral c atom only
Epimers
Isomers that differ in configuration at the anomeric carbon
Anomers
Molecules with the same stereochemical configuration, but differing in 3-dimensional conformation
Conformational isomers
More stable conformation because of hydroxyl of carbon 1 and 2 are further removed and thus have less steric interference with the carbons 3,4 and 5
Chair conformation
How many stereoisomers does a 5-C aldose have?
8 (4 D-sugars and 4 L-sugars)
Pentose and hexose can cyclize as the ketone and aldehyde reacts with a distal OH forming either _______ or ________
Furanose
Pyrannose
Derivatives of carbohydrates
Reducing sugar Sugar alcohol Amino sugar Phosphorylation derivatives Glycosides
With free anomeric carbons
Undergoing redox reactions with the agents (peroxide, ferricyanide and some metals)
Reducing sugars
Lacks an aldehyde or ketone
Reducing the carbonyl group of a sugar
Sugar alcohol
D-mannitol
Sugar alcohol
Sorbitol, sweetener
Sugar alcohol
An amino group substitutes for a hydroxyl
Amino sugar
Glucosamine
Amino sugar
May be esterifying a phosphate group to one of the hydroxyls
Phosphorylated derivatives
Formed by elimination of water between the anomeric hydroxyl of a cyclic monosaccharide and the hydroxyl group f another compound
Glycosides
Ouabain
Amygdalin
Glycosides
Composed of two monosaccharides joined together by glycosidic bonds
Disaccharide
4 features that distinguish disaccharides from each other
Specific sugar monomer, stereoconfiguration
Carbons involved in the linkage/glycosidic bond
Order of the monomeric units
Anomeric configuration of the hydroxyl group in carbon 1 of each residue
Glucose + glucose
Alpha (1->4) glycosidic linkage
Maltose
Glucose + fructose
Alpha (1->2) glycosidic bond
Sucrose