Organic Chemistry
Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
bartleby

Concept explainers

Question
Book Icon
Chapter 22, Problem 24P
Interpretation Introduction

Interpretation:

The understanding of the specificity of bacterial oxidation for commercial synthesis of the compound vitamin C is to be explained.

Concept Introduction:

▸ The chemical name for vitamin C is L-ascorbic acid. It is obtained commercially by converting the D-sorbitol into the L-ascorbic acid with the formation of an 2ketoLgluconic acid as its intermediate.

▸ The process involves two major steps which are the formation of Lsorbose form Dglucose and the second is the bacterial oxidation of D-Glucitol by the use of a microorganism, A. suboxydans.

Blurred answer
Students have asked these similar questions
One step in the gluconeogenesis pathway for the biosynthesis of glucose is the partial reduction of 3-phosphoglycerate to give glyceraldehyde 3-phosphate. The process occurs by phosphorylation with ATP to give 1,3-bisphosphoglycerate, reaction with a thiol group on the enzyme to give an enzyme-bound thioester, and reduction with NADH. -OPO3²- Enz-SH H-C-OH ATP CH₂OPO3²- 3-phosphoglycerate O 0-0--0 O ADP CH₂CH3 substitute for 1,3-bisphosphoglycerate C H-C-OH CH₂OPO3²- 1,3-bisphosphoglycerate O=C CH3-SH substitute for Enz-SH H H-C-OH | CH₂OPO3²- PO4³- O. S-Enz H-C-OH glyceraldehyde 3-phosphate Propose a structure for the first intermediates in the reaction of 1,3-bisphosphoglycerate with a thiol group on the enzyme to form an enzyme-bound thioester. Assume a basic group on the enzyme catalyzes the formation of this intermediate. To simplify the drawing process, substitute the structures below for the 1,3-bisphosphoglycerate and Enz-SH. CH₂OPO3²- (Enzyme-bound thioester) NADH/H* NAD*,…
a) The D-aldopentose A, C5H1005, reacts with HNO3 to yield an optically active aldaric acid B. Kiliani-Fischer chain extension of A produces a pair of D-aldohexoses C and D. C is converted by HNO3 to an optically active aldaric acid, but D is converted by HNO3 to an optically inactive aldaric acid. Write acyclic Fischer projections for A, B, C, D. b) Disaccharide E is a reducing sugar. It is hydrolyzed by an α-glycosidase enzyme, which means it contains an α- glycoside link. Treatment of E with Ag2O and excess Mel gives an octamethyl derivative F. Hydrolysis of F in dilute aqueous acid gives the pair of molecules shown below. Write the structures of E and F. (If the stereochemistry at a particular carbon is not determined by the above data, indicate this with a wavy line as shown below.) HO OMe OMe MeO MeO MOH OMe mOH OMe OMe
a) The D-aldopentose A, C5H1005, reacts with HNO3 to yield an optically active aldaric acid B. Kiliani-Fischer chain extension of A produces a pair of D-aldohexoses C and D. C is converted by HNO3 to an optically active aldaric acid, but D is converted by HNO3 to an optically inactive aldaric acid. Write acyclic Fischer projections for A, B, C, D.
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning
Text book image
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Text book image
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
Text book image
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning