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OPO,2- 2-03PO 1\OH НО OH myo-inositol-1-phosphate synthase HO" HO НО, (1) ОН ОН a-D-glucose-6-phosphate myo-inositol-1-phosphate a. What is the absolute configuration (R or S) at C-1 of naturally occurring a-D-glucose-6-phosphate? b. Using the chair skeleton, at right, draw the lowest energy (most stable) conformation of myo-inositol-1-phosphate by indicating the substituents present at each ring carbon.

OPO,2- 2-03PO 1\OH НО OH myo-inositol-1-phosphate synthase HO" HO НО, (1) ОН ОН a-D-glucose-6-phosphate myo-inositol-1-phosphate a. What is the absolute configuration (R or S) at C-1 of naturally occurring a-D-glucose-6-phosphate? b. Using the chair skeleton, at right, draw the lowest energy (most stable) conformation of myo-inositol-1-phosphate by indicating the substituents present at each ring carbon.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Myo-inositol, the most prominent naturally occurring form of inositols, is a carbocyclic polyol that plays an important role as the structural basis for a number of secondary messengers in eukaryotic cells. It is generated in vivo from the aldol cyclization of glucose-6-phosphate to myo-inositol-1-phosphate

### Enzymatic Conversion of α-D-Glucose-6-phosphate to myo-Inositol-1-phosphate **Chemical Reaction:** - **Substrate:** α-D-glucose-6-phosphate - **Enzyme:** myo-inositol-1-phosphate synthase - **Product:** myo-inositol-1-phosphate **Molecular Structures:** 1. **α-D-glucose-6-phosphate:** - A six-membered ring (pyranose form) with hydroxyl groups (-OH) attached to the carbon atoms. - The phosphate group (2-O₃PO) is attached to the first carbon. 2. **myo-Inositol-1-phosphate:** - A cyclohexane ring with hydroxyl groups positioned around the ring. - A phosphate group (OPO₃²⁻) attached to one carbon. **Questions:** a. What is the absolute configuration (R or S) at C-1 of naturally occurring α-D-glucose-6-phosphate? b. Using the chair skeleton diagram on the right, draw the lowest energy (most stable) conformation of myo-inositol-1-phosphate by indicating the substituents present at each ring carbon. **Diagram Explanation:** - The "chair skeleton" illustration on the right represents a cyclohexane ring in its most stable conformation, showing the typical chair shape with axial and equatorial positions for substituents. **Task Instructions:** 1. Determine the R or S configuration at the first carbon of α-D-glucose-6-phosphate, based on the prioritization of attached groups. 2. Sketch the most stable chair conformation for myo-inositol-1-phosphate, ensuring correct placement of hydroxyl and phosphate groups for lowest energy stability.
Transcribed Image Text:### Enzymatic Conversion of α-D-Glucose-6-phosphate to myo-Inositol-1-phosphate **Chemical Reaction:** - **Substrate:** α-D-glucose-6-phosphate - **Enzyme:** myo-inositol-1-phosphate synthase - **Product:** myo-inositol-1-phosphate **Molecular Structures:** 1. **α-D-glucose-6-phosphate:** - A six-membered ring (pyranose form) with hydroxyl groups (-OH) attached to the carbon atoms. - The phosphate group (2-O₃PO) is attached to the first carbon. 2. **myo-Inositol-1-phosphate:** - A cyclohexane ring with hydroxyl groups positioned around the ring. - A phosphate group (OPO₃²⁻) attached to one carbon. **Questions:** a. What is the absolute configuration (R or S) at C-1 of naturally occurring α-D-glucose-6-phosphate? b. Using the chair skeleton diagram on the right, draw the lowest energy (most stable) conformation of myo-inositol-1-phosphate by indicating the substituents present at each ring carbon. **Diagram Explanation:** - The "chair skeleton" illustration on the right represents a cyclohexane ring in its most stable conformation, showing the typical chair shape with axial and equatorial positions for substituents. **Task Instructions:** 1. Determine the R or S configuration at the first carbon of α-D-glucose-6-phosphate, based on the prioritization of attached groups. 2. Sketch the most stable chair conformation for myo-inositol-1-phosphate, ensuring correct placement of hydroxyl and phosphate groups for lowest energy stability.
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