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Carbohydrates Carbohydrates are aldehydes or ketones with –OH groups on the carbons that make up the chain. Classified based on Length of the carbon chain Location of the C=O aldehyde=aldo ketone=keto Family ending ose. Example: aldo (from aldehyde)
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Carbohydrates Carbohydrates are aldehydes or ketones with –OH groups on the carbons that make up the chain. Classified based on Length of the carbon chain Location of the C=O aldehyde=aldo ketone=keto Family ending ose
Example: aldo (from aldehyde) pent (from 5 carbons) ose (family name) ALDOPENTOSE
Example • keto (from ketone) • hex (from 6 carbons) • ose (family name) KETOHEXOSE
CLASSIFICATIONS 1 sugar unit 2 sugar units 3-10 sugar units More than 10 sugar units
Chiral- compounds or objects that can not be superimposed on their mirror image. Object is different from its mirror image • Achiral- compounds or objects that can be superimposed on their mirror image. Object is the same as its mirror image
A chiral carbon is one that has four different groups attached to it.
If a molecule is chiral, there are at least 2 forms (isomers) of the molecule. • Enantiomers- molecule and its mirror image
Thalidomide * *
Carvone * *
Cyclic Monosaccharides Monosaccharides with 5 or more carbons exist as rings → → Haworth projection ALDOSE
→ → Haworth projection Fischer projection KETOSE
Important Monosaccharides • Glucose • Aldohexose • Most nutritionally important monosaccharide • Sometimes called dextrose or blood sugar
Galactose • A component of lactose (milk sugar) • Aldohexose
Fructose • Ketohexose • Sometimes called fruit sugar • Component of sucrose
Disaccharides • Two monosaccharide units linked together Glycosidic Linkage (1→4) Glucose Glucose Maltose
Important Disaccharides • Maltose • Glucose + Glucose • Malt sugar • Found in fermenting grains
BEER C6H12O6 => 2CO2 + 2C2H5OH
Lactose • Glucose + Galactose • Milk sugar
Lactose Intolerance • Enzyme Lactase low or absent • Lactose fermented in the intestine • Nausea, cramps, bloating, gas, and diarrhea
Sucrose • Fructose + Glucose (1→2) • Found in many plants (especially sugar cane, sugar beets) • Table sugar glucose fructose
Polysaccharides • More than 10 monosaccharides linked together Glycosidic linkage
Important Polysaccharides • Starch • Polymer of 30 to 1000 glucose units • Storage form of glucose in plants • Cereal grains (wheat, rice, corn, oats, barley) as well as tubers such as potatoes are rich in starch • Two forms: Amylose and Amylopectin
Glycogen • Polymer of glucose units • Storage form of glucose in animals • Can have up to 600,000 glucose units • Mainly in liver and muscles • Structurally similar to amylopectin (1→4 and 1→6 links)
Cellulose • Polymer of glucose units • Found in plant cell walls • Linear polymer like amylose, but has (14)glycosidic linkages. • Not easily digested, a constituent of dietary fiber.