D-Allose and D-glucose are stereoisomers. In the open chain form, hexose sugars have four chiral centres. Glucose and allose differ in the stereochemistry only at carbon three and are hence called C3 epimers. Concept introduction: When D-glucose is treated with nitric acid, oxidation of D-glucose takes place. The aldehyde and alcohol group of glucose are oxidized to carboxylic acids forming D-glucaric acid and similarly Allose oxidised to D-Allose acid on treatment with dilute nitric acid.

Question

Draw the product of the mutarotation of the monosaccharide shown below. ОН CH₂OH ОН ОН H3O+ ОН of в

Answer 1

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 25.6, Problem 19P

Interpretation Introduction

Interpretation:

D-Allose and D-glucose are stereoisomers. In the open chain form, hexose sugars have four chiral centres. Glucose and allose differ in the stereochemistry only at carbon three and are hence called C3 epimers.

Concept introduction:

When D-glucose is treated with nitric acid, oxidation of D-glucose takes place. The aldehyde and alcohol group of glucose are oxidized to carboxylic acids forming D-glucaric acid and similarly Allose oxidised to D-Allose acid on treatment with dilute nitric acid.

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Draw the product of the mutarotation of the monosaccharide shown below. ОН CH₂OH ОН ОН H3O+ ОН of в

A D-aldohexose A is formed from an aldopentose B by the Kiliani–Fischer synthesis. Reduction of A with NaBH4 forms an optically inactive alditol. Oxidation of B forms an optically active aldaric acid. What are the structures of A and B?

Raffinose is a trisaccharide (C18H32O16) isolated from cottonseed meal. Raffinose doesnot reduce Tollens reagent, and it does not mutarotate. Complete hydrolysis of raffinosegives d-glucose, d-fructose, and d-galactose. When raffinose is treated with invertase,the products are d-fructose and a reducing disaccharide called melibiose. Raffinose isunaffected by treatment with a b@galactosidase, but an a@galactosidase hydrolyzes itto d-galactose and sucrose. When raffinose is treated with dimethyl sulfate and basefollowed by hydrolysis, the products are 2,3,4-tri-O-methylglucose, 1,3,4,6-tetraO-methylfructose, and 2,3,4,6-tetra-O-methylgalactose. Determine the completestructures of raffinose and melibiose, and give a systematic name for melibiose.

Answer 2

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 25.6, Problem 19P

Interpretation Introduction

Interpretation:

D-Allose and D-glucose are stereoisomers. In the open chain form, hexose sugars have four chiral centres. Glucose and allose differ in the stereochemistry only at carbon three and are hence called C3 epimers.

Concept introduction:

When D-glucose is treated with nitric acid, oxidation of D-glucose takes place. The aldehyde and alcohol group of glucose are oxidized to carboxylic acids forming D-glucaric acid and similarly Allose oxidised to D-Allose acid on treatment with dilute nitric acid.

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Answer 3

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 25.6, Problem 19P

Interpretation Introduction

Interpretation:

D-Allose and D-glucose are stereoisomers. In the open chain form, hexose sugars have four chiral centres. Glucose and allose differ in the stereochemistry only at carbon three and are hence called C3 epimers.

Concept introduction:

When D-glucose is treated with nitric acid, oxidation of D-glucose takes place. The aldehyde and alcohol group of glucose are oxidized to carboxylic acids forming D-glucaric acid and similarly Allose oxidised to D-Allose acid on treatment with dilute nitric acid.

Expert Solution & Answer

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See solution

Check out sample textbook solution

Answer 4

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 25.6, Problem 19P

Interpretation Introduction