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: 9780134421353Non è quello che usi tu?Cambia libro di testo
Tutti i libri di testoTimberlake 13th EditionCh.13 CarbohydratesProblema 33
Capitolo 13, Problema 33

Draw the Haworth structures for α- and ß-D-glucose.

Guida verificata passo dopo passo
1
Understand the structure of D-glucose: D-glucose is an aldohexose, meaning it has six carbon atoms and an aldehyde group. In its cyclic form, it forms a six-membered ring (pyranose) by reacting the aldehyde group (C1) with the hydroxyl group on C5.
Determine the α- and ß-anomers: The difference between α- and ß-D-glucose lies in the orientation of the hydroxyl group attached to the anomeric carbon (C1). In the α-anomer, the hydroxyl group on C1 is trans (opposite side) to the CH2OH group on C5. In the ß-anomer, the hydroxyl group on C1 is cis (same side) to the CH2OH group on C5.
Draw the six-membered ring (pyranose): Represent the oxygen atom as part of the ring, connecting C1 to C5. Place the CH2OH group attached to C5 above the plane of the ring for D-glucose.
Add substituents to the ring: For each carbon atom (C2 to C4), place the hydroxyl groups and hydrogen atoms in the correct orientation based on the Fischer projection of D-glucose. Remember that D-glucose has the hydroxyl groups on C2 and C4 pointing to the right (down in the Haworth structure) and the hydroxyl group on C3 pointing to the left (up in the Haworth structure).
Label the α- and ß-anomers: For the α-anomer, draw the hydroxyl group on C1 pointing down (trans to CH2OH). For the ß-anomer, draw the hydroxyl group on C1 pointing up (cis to CH2OH). Ensure all other substituents remain consistent between the two structures.

Risposta video verificata per un problema simile:

Questa soluzione video è stata consigliata dai nostri tutor come utile per risolvere questo problema.
Durata del video:
7m

Concetti chiave

Ecco i concetti essenziali che devi comprendere per rispondere correttamente alla domanda.

Haworth Projection

The Haworth projection is a way of representing the cyclic forms of monosaccharides, such as glucose, in a two-dimensional format. It illustrates the arrangement of atoms in a sugar molecule, showing how the carbon atoms are connected in a ring structure. This representation helps visualize the stereochemistry of the molecule, particularly the orientation of hydroxyl (–OH) groups.
Video consigliato:
Percorso guidato
2:18
Intro to Haworth Projections Concept 1

Anomeric Carbon

The anomeric carbon is the carbon atom in a sugar molecule that becomes a new chiral center when the sugar cyclizes. In D-glucose, this is the first carbon (C1) that can exist in two different configurations, leading to the formation of α- and ß-anomers. The distinction between these forms is crucial for understanding the reactivity and properties of carbohydrates.
Video consigliato:
Percorso guidato
5:36
Amino Acid Catabolism: Carbon Atoms Concept 2

α- and ß-D-Glucose

α- and ß-D-glucose are two anomeric forms of D-glucose that differ in the orientation of the hydroxyl group attached to the anomeric carbon (C1). In α-D-glucose, the –OH group is positioned below the plane of the ring, while in ß-D-glucose, it is above the plane. This difference affects the physical and chemical properties of the sugars, influencing their roles in biological systems.
Video consigliato:
Percorso guidato
2:48
Total Energy From Glucose Concept 2
Pratica correlata
Domanda del libro di testo

Identify the monosaccharide that fits each of the following descriptions:

a. is also called blood sugar

644
views
Domanda del libro di testo

Identify each of the following as the α or ß isomer:

a.

938
views
Domanda del libro di testo

Draw the Fischer projection for the oxidation and the reduction products of D-xylose. What are the names of the sugar acid and the sugar alcohol produced?

825
views
Domanda del libro di testo

Identify a monosaccharide that fits each of the following descriptions:

a. found in high blood levels in diabetes

512
views
Domanda del libro di testo

Draw the Fischer projection for the oxidation and the reduction products of D-mannose. What are the names of the sugar acid and the sugar alcohol produced?

813
views
Domanda del libro di testo

What are the kind and number of atoms in the ring portion of the Haworth structure of glucose?

1308
views