3. Below are abbreviated Haworth projections of 4 sugars. Label the sugars as a or ß. Which sugars are anomers of one another? Are these sugars furanoses or pyranoses? Are they hemiacetals or full acetals? What is the difference between hemiacetals and full acetals? ОН 5 ОН 3 ОН A 2 1 ОН ОН 4 ОН В ОН 5 ОН 2 ОН ОН 4 6 с ОН ОН OH HO 1 ОН 4 OH D OH ОН НО 3 2 OH 1

Biochemistry
9th Edition
ISBN:9781319114671
Author:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Publisher:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Chapter1: Biochemistry: An Evolving Science
Section: Chapter Questions
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**3. Below are abbreviated Haworth projections of 4 sugars. Label the sugars as α or β. Which sugars are anomers of one another? Are these sugars furanoses or pyranoses? Are they hemiacetals or full acetals? What is the difference between hemiacetals and full acetals?**

**Image Description:**

The image contains four sugar molecules represented in Haworth projections. Each molecule is labeled A, B, C, and D.

- **A:** A six-membered ring with an oxygen atom incorporated within the ring, five carbon atoms, and hydroxyl groups (OH) attached at various positions. The hydroxyl group on carbon 1 is oriented downwards.
  
- **B:** Similar structure as A with the hydroxyl group on carbon 1 oriented upwards.

- **C:** A six-membered ring structure similar to A and B. The hydroxyl group on carbon 1 is oriented downwards.

- **D:** Similar to C with the hydroxyl group on carbon 1 oriented upwards.

**Explanation:**

1. **Anomers:**
   - Anomers differ at the anomeric carbon (carbon 1), where the hydroxyl group can be in either the alpha (α) or beta (β) position.
   - Sugars A and C can be anomers, as can sugars B and D.

2. **Furanoses or Pyranoses:**
   - All four sugars are pyranoses, as they have a six-membered ring with five carbons and one oxygen atom.

3. **Hemiacetals or Full Acetals:**
   - These sugars are hemiacetals. Hemiacetals consist of an anomeric carbon attached to both an oxygen atom forming a ring and a hydroxyl group. Full acetals would further require the hydroxyl group to be replaced by another oxygen linked to a carbon.

4. **Difference Between Hemiacetals and Full Acetals:**
   - Hemiacetals contain an anomeric carbon bonded to an -OH group and an -O- group, while full acetals have the -OH group replaced with another -O- group connected to a carbon.
Transcribed Image Text:**3. Below are abbreviated Haworth projections of 4 sugars. Label the sugars as α or β. Which sugars are anomers of one another? Are these sugars furanoses or pyranoses? Are they hemiacetals or full acetals? What is the difference between hemiacetals and full acetals?** **Image Description:** The image contains four sugar molecules represented in Haworth projections. Each molecule is labeled A, B, C, and D. - **A:** A six-membered ring with an oxygen atom incorporated within the ring, five carbon atoms, and hydroxyl groups (OH) attached at various positions. The hydroxyl group on carbon 1 is oriented downwards. - **B:** Similar structure as A with the hydroxyl group on carbon 1 oriented upwards. - **C:** A six-membered ring structure similar to A and B. The hydroxyl group on carbon 1 is oriented downwards. - **D:** Similar to C with the hydroxyl group on carbon 1 oriented upwards. **Explanation:** 1. **Anomers:** - Anomers differ at the anomeric carbon (carbon 1), where the hydroxyl group can be in either the alpha (α) or beta (β) position. - Sugars A and C can be anomers, as can sugars B and D. 2. **Furanoses or Pyranoses:** - All four sugars are pyranoses, as they have a six-membered ring with five carbons and one oxygen atom. 3. **Hemiacetals or Full Acetals:** - These sugars are hemiacetals. Hemiacetals consist of an anomeric carbon attached to both an oxygen atom forming a ring and a hydroxyl group. Full acetals would further require the hydroxyl group to be replaced by another oxygen linked to a carbon. 4. **Difference Between Hemiacetals and Full Acetals:** - Hemiacetals contain an anomeric carbon bonded to an -OH group and an -O- group, while full acetals have the -OH group replaced with another -O- group connected to a carbon.
Below are three chemical structures of sugars. Label each as D or L, and α or β. Identify which are pyranoses and which are furanoses.

### Structure A:

1. **Carbon 1 (C1)**: Hydrogen (H) and hydroxyl group (OH).
2. **Carbon 2 (C2)**: Hydrogen (H) and hydroxyl group (OH).
3. **Carbon 3 (C3)**: Hydroxyl group (OH) and hydrogen (H).
4. **Carbon 4 (C4)**: Hydrogen (H) and hydroxyl group (OH).
5. **Carbon 5 (C5)**: Hydrogen (H) and hydroxymethyl group (CH₂OH).
6. Close the ring between Carbon 1 (C1) and the oxygen at Carbon 5 (C5).

### Structure B:

1. **Carbon 1 (C1)**: Hydroxyl group (OH) and hydrogen (H).
2. **Carbon 2 (C2)**: Hydrogen (H) and hydroxyl group (OH).
3. **Carbon 3 (C3)**: Hydrogen (H) and hydroxyl group (OH).
4. **Carbon 4 (C4)**: Hydroxyl group (OH) and hydrogen (H).
5. **Carbon 5 (C5)**: Hydrogen (H) and hydroxymethyl group (CH₂OH).
6. Close the ring between Carbon 1 (C1) and the oxygen at Carbon 4 (C4).

### Structure C:

1. **Carbon 1 (C1)**: Hydroxyl group (OH) and hydrogen (H).
2. **Carbon 2 (C2)**: Hydrogen (H) and hydroxyl group (OH).
3. **Carbon 3 (C3)**: Hydrogen (H) and hydroxyl group (OH).
4. **Carbon 4 (C4)**: Hydroxyl group (OH) and hydrogen (H).
5. **Carbon 5 (C5)**: Hydrogen (H) and hydroxymethyl group (CH₂OH).
6. Close the ring between Carbon 1 (C1) and the oxygen at Carbon 4 (C4).

### Explanation:

- **Pyranose**: A six-membered ring structure formed by carbohydrates.
- **Furanose**: A five-membered ring structure formed by carbohydrates.

Analyze
Transcribed Image Text:Below are three chemical structures of sugars. Label each as D or L, and α or β. Identify which are pyranoses and which are furanoses. ### Structure A: 1. **Carbon 1 (C1)**: Hydrogen (H) and hydroxyl group (OH). 2. **Carbon 2 (C2)**: Hydrogen (H) and hydroxyl group (OH). 3. **Carbon 3 (C3)**: Hydroxyl group (OH) and hydrogen (H). 4. **Carbon 4 (C4)**: Hydrogen (H) and hydroxyl group (OH). 5. **Carbon 5 (C5)**: Hydrogen (H) and hydroxymethyl group (CH₂OH). 6. Close the ring between Carbon 1 (C1) and the oxygen at Carbon 5 (C5). ### Structure B: 1. **Carbon 1 (C1)**: Hydroxyl group (OH) and hydrogen (H). 2. **Carbon 2 (C2)**: Hydrogen (H) and hydroxyl group (OH). 3. **Carbon 3 (C3)**: Hydrogen (H) and hydroxyl group (OH). 4. **Carbon 4 (C4)**: Hydroxyl group (OH) and hydrogen (H). 5. **Carbon 5 (C5)**: Hydrogen (H) and hydroxymethyl group (CH₂OH). 6. Close the ring between Carbon 1 (C1) and the oxygen at Carbon 4 (C4). ### Structure C: 1. **Carbon 1 (C1)**: Hydroxyl group (OH) and hydrogen (H). 2. **Carbon 2 (C2)**: Hydrogen (H) and hydroxyl group (OH). 3. **Carbon 3 (C3)**: Hydrogen (H) and hydroxyl group (OH). 4. **Carbon 4 (C4)**: Hydroxyl group (OH) and hydrogen (H). 5. **Carbon 5 (C5)**: Hydrogen (H) and hydroxymethyl group (CH₂OH). 6. Close the ring between Carbon 1 (C1) and the oxygen at Carbon 4 (C4). ### Explanation: - **Pyranose**: A six-membered ring structure formed by carbohydrates. - **Furanose**: A five-membered ring structure formed by carbohydrates. Analyze
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