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1 Chapter 15 Carbohydrates 15.2 Fischer Projections of Monosaccharides General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.
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2 Fischer Projections A Fischer projection is used to represent carbohydrates places the most oxidized group at the top shows chiral carbons as the intersection of vertical and horizontal lines General, Organic, and Biological Chemistry
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3 D and L Notations In a Fischer projection, the —OH group on the chiral carbon farthest from the carbonyl group determines an L or D isomer left is assigned the letter L for the L -isomer right is assigned the letter D for the D -isomer General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.
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4 Examples of D and L Isomers of Monosaccharides General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.
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5 Learning Check Identify each as the D or L isomer. A.B. C. __-Ribose __-Threose __-Fructose General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.
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6 Solution Identify each as the D or L isomer. A. B. C. L -Ribose L -Threose D -Fructose General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.
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7 D -Glucose D -Glucose is found in fruits, corn syrup, and honey an aldohexose with the formula C 6 H 12 O 6 known as blood sugar in the body the monosaccharide in polymers of starch, cellulose, and glycogen General, Organic, and Biological Chemistry
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8 Blood Glucose Level In the human body, glucose has a normal blood level of 70–90 mg/dL a glucose tolerance test measures blood glucose for several hours after ingesting glucose General, Organic, and Biological Chemistry
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9 D -Fructose is a ketohexose with the formula C 6 H 12 O 6 is the sweetest carbohydrate is found in fruit juices and honey is converted to glucose in the body General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.
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10 D -Galactose D -Galactose is an aldohexose with the formula C 6 H 12 O 6 not found free in nature obtained from lactose, a disaccharide a similar structure to glucose except for the —OH on C4 General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.
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11 Learning Check Draw the Fischer projection of D -fructose. General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.
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12 Solution Draw the Fischer projection of D -fructose. General, Organic, and Biological Chemistry Copyright © 2010 Pearson Education, Inc.
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