Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 16, Problem 28P
Interpretation Introduction
Interpretation:
The structure of glucuronide formed by the reaction of
Concept Introduction:
The structural representation of sugar molecule in cyclic form is known as Haworth projection. Sugar molecule that has six-membered-ring is known as pyranose and sugar molecule that has five-membered-ring is called furanose. A sugar molecule in which hydroxyl groups of first and sixth carbon atom are on the same side is known as
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d-Glucuronic acid is found widely in plants and animals. One of its functions is to detoxify poisonous HO-containing compounds by reacting with them inthe liver to form glucuronides. Glucuronides are water soluble and, therefore, readily excreted. After ingestion of a poison such as turpentine or phenol, theglucuronides of these compounds are found in urine. Draw the structure of the glucuronide formed by the reaction of β-d-glucuronic acid and phenol.
d-Glucuronic acid is found widely in plants and animals. One of its functions is to detoxify poisonous HO-containing compoundsby reacting with them in the liver to form glucuronides. Glucuronides are water soluble and therefore readily excreted. Afteringestion of a poison such as turpentine or phenol, the glucuronides of these compounds are found in the urine. Draw thestructure of the a- and b-glucuronides formed by the reaction of b-d-glucuronic acid and phenol.
a. (S)-Penicillamine, an amino acid that does not occur in proteins, is used as a copper chelating agent to treat Wilson's disease, an inherited defect in copper metabolism. (R)-Penicillamine is toxic, sometimes causing blindness. Draw the structures of (R)- and (S)- penicillamine. b. What disulfide is formed from oxidation of (S)-penicillamine?
Chapter 16 Solutions
Essential Organic Chemistry (3rd Edition)
Ch. 16.1 - Prob. 1PCh. 16.2 - Prob. 2PCh. 16.3 - Prob. 3PCh. 16.3 - Prob. 4PCh. 16.4 - Prob. 5PCh. 16.4 - Prob. 6PCh. 16.5 - Prob. 7PCh. 16.5 - Prob. 8PCh. 16.6 - Prob. 10PCh. 16.8 - Prob. 12P
Ch. 16.8 - Prob. 14PCh. 16.9 - Prob. 15PCh. 16.10 - Prob. 16PCh. 16.11 - Refer to Figure 16.4 to answer the following...Ch. 16 - Prob. 18PCh. 16 - Prob. 19PCh. 16 - Prob. 20PCh. 16 - Prob. 21PCh. 16 - Prob. 22PCh. 16 - Prob. 23PCh. 16 - Prob. 24PCh. 16 - Prob. 25PCh. 16 - Name the following compounds:Ch. 16 - Prob. 28PCh. 16 - Prob. 29PCh. 16 - Prob. 31PCh. 16 - Prob. 32PCh. 16 - Prob. 33PCh. 16 - Prob. 34PCh. 16 - Prob. 35PCh. 16 - Prob. 36PCh. 16 - Prob. 37PCh. 16 - Draw the mechanism for the acid-catalyzed...Ch. 16 - Prob. 39PCh. 16 - Prob. 40PCh. 16 - Prob. 41P
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