Anomerism of D-glucose

​
alpha
alpha-ring formation focus
beta
beta-ring formation focus
animate
condensation focus
An anomer is a stereoisomer that differs only in configuration at the hemiacetal carbon. This Demonstration shows the two anomers obtained when the D-glucose, through a hemiacetal formation, can lead to two possible outcomes:
α
-D-glucose or
β
-D-glucose. In "alpha" or "beta," the molecules are represented with a standard color code (red for oxygen, black for carbon and white for hydrogen). In "alpha-ring formation focus" and "beta-ring formation focus," a different color code is used, shifting the attention more onto the atoms responsible for the ring formation; select the "condensation focus" control to see only the functional groups.

Details

Snapshot 1:
α
-D-glucose formation final product
Snapshot 2:
α
-D-glucose formation highlighting where the ring forms
Snapshot 3:
α
-D-glucose formation highlighting only the functional groups involved: the
α
anomer differs from the
β
one by the position of two hydrogens (colored in brown) that are in opposite directions, considering the plane formed by the ring

References

[1] "Ring Formation." Universität Zürich. (Jun 25, 2024) www.physiol.uzh.ch/en/Glycosylation/Basicstructuralfeatures/Ringformation.html.
[2] "Different Structural Forms of Glucose." unacademy. (Jun 25, 2024) unacademy.com/content/jee/study-material/chemistry/different-structural-forms-of-glucose.
[3] "16.4: Cyclic Structures of Monosaccharides." LibreTexts. (Jun 25, 2024) chem.libretexts.org/@go/page/16153.
[4] S. Z. Lavagnino. Formazione degli emiacetali[Video]. (Jun 25, 2024) www.youtube.com/watch?v=FnwZODzOlug&list=PLswwssc6Q2yahxh3DBwgW3b_2h8Y8oSuf&index=43.

External Links

Some Common Biochemical Molecules
Classes of Isomers
Formation of Hemiacetals under Acid and Basic Conditions

Permanent Citation

D. Meliga, V. Giambrone, L. Lavagnino, S. Z. Lavagnino, F. Calcagno
​
​"Anomerism of D-glucose"​
​http://demonstrations.wolfram.com/AnomerismOfDGlucose/​
​Wolfram Demonstrations Project​
​Published: August 27, 2024