Skip to main content
Ch.13 Carbohydrates
Timberlake - Chemistry: An Introduction to General, Organic, and Biological Chemistry 13th Edition
Timberlake13th EditionChemistry: An Introduction to General, Organic, and Biological ChemistryISBN: 9780134421353당신이 사용하는 게 아니라요?교과서 변경
모든 교과서Timberlake 13th EditionCh.13 Carbohydrates문제 75
13장, 문제 75

α−Cellobiose is a disaccharide obtained from the hydrolysis of cellulose. It is quite similar to maltose except it has a β(1→4)−glycosidic bond. Draw the Haworth structure for α−cellobiose.

검증된 단계별 안내
1
Understand the structure of α-cellobiose: α-cellobiose is a disaccharide composed of two glucose units linked by a β(1→4)-glycosidic bond. This means the bond connects the anomeric carbon (C1) of one glucose molecule in the β-configuration to the C4 carbon of the second glucose molecule.
Recall the Haworth projection: The Haworth structure is a way to represent cyclic sugars. Glucose in its cyclic form is a six-membered ring (pyranose form). The α-anomer indicates that the hydroxyl group (-OH) on the anomeric carbon (C1) of the first glucose is pointing downward in the Haworth projection.
Draw the first glucose unit: Start by drawing a six-membered ring for the first glucose molecule. Place the -OH group on the anomeric carbon (C1) pointing downward (α-configuration). Arrange the other hydroxyl groups on C2, C3, and C4 according to the D-glucose configuration (C2 -OH down, C3 -OH up, C4 -OH down).
Draw the second glucose unit: Draw another six-membered ring for the second glucose molecule. This glucose is linked to the first glucose via a β(1→4)-glycosidic bond. The -OH group on the anomeric carbon (C1) of the second glucose is in the β-configuration (pointing upward). Arrange the other hydroxyl groups on C2, C3, and C4 as in the D-glucose configuration.
Connect the two glucose units: Link the C1 of the first glucose (in the α-configuration) to the C4 of the second glucose (in the β-configuration) via an oxygen atom to form the β(1→4)-glycosidic bond. Ensure the orientation of the rings and hydroxyl groups is consistent with the Haworth projection.

비슷한 문제에 대한 검증된 영상 답변:

이 영상 해법은 위 문제에 도움이 된다고 튜터들이 추천한 것입니다.
영상 길이:
2m

주요 개념

질문에 올바르게 답하기 위해 반드시 이해해야 하는 핵심 개념들은 다음과 같습니다.

Disaccharides

Disaccharides are carbohydrates formed by the condensation of two monosaccharide units, linked by a glycosidic bond. They play a crucial role in energy storage and supply in living organisms. Understanding the structure and function of disaccharides, such as α-cellobiose and maltose, is essential for studying carbohydrate chemistry.
추천 영상:
가이드 코스
3:39
Types of Disaccharides Concept 1

Glycosidic Bonds

Glycosidic bonds are covalent linkages that connect monosaccharides to form disaccharides and polysaccharides. The type of glycosidic bond, such as α(1→4) or β(1→4), determines the properties and digestibility of the carbohydrate. In the case of α-cellobiose, the β(1→4) bond influences its structural characteristics and biological functions.
추천 영상:
가이드 코스
1:44
Glycosidic Linkage Formation Concept 1

Haworth Structure

The Haworth structure is a cyclic representation of monosaccharides and disaccharides that illustrates their ring forms. This model helps visualize the orientation of hydroxyl groups and the anomeric carbon, which is crucial for understanding the reactivity and properties of sugars. Drawing the Haworth structure for α-cellobiose will clarify its molecular configuration and functional groups.
추천 영상:
가이드 코스
2:18
Intro to Haworth Projections Concept 1
관련 실천
교과서 질문

Gentiobiose is found in saffron.

b. Is gentiobiose a reducing sugar? Explain.

1343
views
교과서 질문

If α−galactose is dissolved in water, β−galactose is eventually present. Explain how this occurs.

694
views
교과서 질문

Use the Fischer projection for D-gulose in problem 13.69 to answer each of the following:

b. Draw the Fischer projection and name the product formed by the oxidation of D-gulose.

456
views
교과서 질문

D-Erythritol is 70% as sweet as sucrose and contains only hydroxyl functional groups. When d-erythritol is oxidized it forms D-erythrose. Draw the Fischer projection for D-erythritol.

640
views
교과서 질문

The disaccharide trehalose found in mushrooms is composed of two α-D-glucose molecules joined by an α(1→1)−glycosidic bond. Draw the Haworth structure for trehalose.

1043
views