Carbohydrates of Physiological Significance Flashcards
Monosaccharides (1)
Sugars that cannot be hydrolyzed into simpler sugars
Triose, tetrose, pentose, hexoses, heptoses, aldoses
Used in sugar alcohols
Ex: Glucose, fructose, galactose
Disaccharides (2)
Condensation of two monosaccharide units
Ex: Lactose, Maltose, Isomaltose, Sucrose, Trehalsoe
Oligosaccharides (3-10)
Condensation products of 3-10 monosaccharides.
Mostly indigestible by human enzymes.
Polysaccharides (>10)
Condensations of more than 10 monosaccharides
Ex: Starches, dextrins, cellulose, inulin
D&L Isomerism of Glucose
Determined by orientation of -H and -OH groups around carbon 5
- OH on right = D isomer
-OH on left = L isomer
D are most naturally occuring
Optical Isomerism of Glucose
Independent of D/L isomer
Dextrorotary (+) = Light Rotates Right
Levorotary (-) = Light Rotates Left
Application: In solution, glucose is dextrorotary –> glucose
Isomerisms of Glucose (6)
D/L
Optical
Pyranose & Furanose
Alpha & Beta
Epimers
Aldose-Ketose
Pyranose & Furanose Ring
Pyran = 6 Carbon (most common)
Furan = 5 Carbon (6th carbon outside ring)
Alpha & Beta Isomerism of Glucose
Alpha (a) = Carbon 1 UP
Beta (β) = Carbon 1 DOWN
Epimer Isomerism of Glucose
Determined by configuration of -OH and -H carbons on 2,3,4
Aldose-Ketose Isomerism of Glucose
Glucose = Aldehyde group on carbon 1
Fructose = Keto group on carbon 2
Amylose
Glucose breakdown linear chain of glucose molecules
α-1,4 glycosidic bonds
13-20% of starch
Amylopectin
Glucose breakdown branched chain of glucose molecules
α-1,4 and a-1,6 glycosidic bonds
80-87% of starch
Polysaccharide functions
- Structural or mechanical protection.
- Energy storage.
- Binding water to resist dehydration.
Starch
i. Homopolymer (glucose is the one monosaccharide) of glucose featuring a-glycosidic bonds.
ii. Forms α-glucosidic chain called a glucosan or glucan
iii. Most important dietary carbohydrate in cereals, potatoes, legumes, vegetables
Amylose and Amylopectin are constituents of starch
_____ are part of
Apoproteins needed to distinguish lipoprotein
Glycogen
i. Storage polysaccharide in animals, branched
ii. More branched than amylopectin
iii. 12-15 α-D-glucopyranose residues
iv. α-1,4 and α -1,6 glycosidic bonds
Inulin
Fructosan (fructose) found in tubers and roots
ii. Water soluble
iii. Not hydrolyzed = no nutritional value, we cannot digest it
iv. Application: Used to determine GFR
Dextrins
i. Intermediates of starch hydrolysis
Cellulose
i. Plant cell walls, insoluble
ii. β-1,4 glycosidic bonds
iii. Bacterial metabolism in the colon
iv. Application: Humans lack enzymes capable of hydrolyzing β-1,4 glycosidic bonds, so we are unable to digest cellulose (AKA fiber AKA receive energy from)
Chitin
Provides structure for exoskeleton of crustaceans and insects.
ii. β-1,4 glycosidic bonds, indigestible
Pectin
Starch constituent found in fruit
Glycosaminoglycans
i. Amino sugars + uronic proteoglycan
ii. Component of connective tissue
iii. Application: Chondroitin Sulfate = Tx for osteoarthritis
Heparin = Anticoagulant Drug
Hyaluronic Acid = Wrinkle Creams
a. Binds water, retains moisture
Carbohydrates are present within
Blood, Glycogen, Cell Membranes