Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
8th Edition
ISBN: 9780134015187
Author: John E. McMurry, David S. Ballantine, Carl A. Hoeger, Virginia E. Peterson
Publisher: PEARSON
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Chapter 15, Problem 15.64GP
Interpretation Introduction
Interpretation:
To draw the two cyclic hemiacetal forms from of glucose get the one structure hydroxyl group on
Concept Introduction:
Acetal formation: The acid catalysts is added to the reaction of an alcohol with an
A hemiacetal or a hemiketal: addition of alcohol to an aldehyde or ketone which produce hemi acetal.
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Assume you could make a trisaccharide by covalently joining xylose (C5H10O5) , xylose (C5H10O5) and fructose (C6H12O6). So 2x xylose, 1x fructose. What would be the chemical formula of this trisaccharide assuming regular dehydration synthesis as discussed in class? You do not need to worry about which carbons are being used for forming these glycosidic linkages.
How many chiral centers are there in the open-chain form of glucose? In the cyclic form?
Trehalose, a disaccharide found in the blood of insects, has the following structure. What simple sugars would you obtain on hydrolysis of trehalose?
Chapter 15 Solutions
Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
Ch. 15.1 - Prob. 15.1PCh. 15.1 - Prob. 15.2PCh. 15.2 - Draw structures corresponding to the following...Ch. 15.2 - Prob. 15.1CIAPCh. 15.2 - Prob. 15.2CIAPCh. 15.2 - Prob. 15.4PCh. 15.2 - Draw the line structures and provide common names...Ch. 15.2 - Prob. 15.6KCPCh. 15.3 - For each compound shown next (ad), indicate...Ch. 15.3 - Prob. 15.8KCP
Ch. 15.4 - Prob. 15.9KCPCh. 15.5 - Indicate whether the following compounds will give...Ch. 15.6 - Draw line structures of the following compounds...Ch. 15.6 - Prob. 15.12PCh. 15.7 - Prob. 15.13PCh. 15.7 - Prob. 15.14PCh. 15.7 - Prob. 15.15PCh. 15.7 - Draw the structure of each acetal or ketal final...Ch. 15.7 - Prob. 15.17PCh. 15.7 - Prob. 15.18PCh. 15.7 - Prob. 15.19PCh. 15.7 - Prob. 15.1MRPCh. 15.7 - Prob. 15.2MRPCh. 15.7 - Prob. 15.3MRPCh. 15.7 - Prob. 15.3CIAPCh. 15.7 - (a) What are mirotubules? (b) Why would drugs that...Ch. 15.7 - Tetrodotoxin, found in the puffer fish, has been...Ch. 15 - Prob. 15.20UKCCh. 15 - Prob. 15.21UKCCh. 15 - Prob. 15.22UKCCh. 15 - Prob. 15.23UKCCh. 15 - Prob. 15.24UKCCh. 15 - Prob. 15.25UKCCh. 15 - ALDEHYDESAND KETONES (SECTIONS 15.1 AND 15.2)...Ch. 15 - Draw a structure for a compound that meets each of...Ch. 15 - Prob. 15.28APCh. 15 - Prob. 15.29APCh. 15 - Draw structures corresponding to the following...Ch. 15 - Draw structures corresponding to the following...Ch. 15 - Prob. 15.32APCh. 15 - Prob. 15.33APCh. 15 - The following names are incorrect. What is wrong...Ch. 15 - Prob. 15.35APCh. 15 - Prob. 15.36APCh. 15 - Prob. 15.37APCh. 15 - Prob. 15.38APCh. 15 - Prob. 15.39APCh. 15 - Prob. 15.40APCh. 15 - Draw the structures of the aldehydes that might be...Ch. 15 - Write the structures of the hemiacetal or...Ch. 15 - Write the structures of the hemiacetal or...Ch. 15 - Prob. 15.44APCh. 15 - Prob. 15.45APCh. 15 - Prob. 15.46APCh. 15 - Prob. 15.47APCh. 15 - Prob. 15.48APCh. 15 - Prob. 15.49APCh. 15 - Prob. 15.50CPCh. 15 - Prob. 15.51CPCh. 15 - Prob. 15.52CPCh. 15 - Prob. 15.53CPCh. 15 - Prob. 15.54CPCh. 15 - Name the following compounds: (a) (b) (c) (be sure...Ch. 15 - Draw the structural formulas of the following...Ch. 15 - Prob. 15.57CPCh. 15 - Complete the following equations (refer to Summary...Ch. 15 - Prob. 15.59CPCh. 15 - How could you differentiate between 3-hexanol and...Ch. 15 - The liquids 1-butanol and butanal have similar...Ch. 15 - Prob. 15.62CPCh. 15 - Prob. 15.63GPCh. 15 - Prob. 15.64GPCh. 15 - Using the ketone structural form of fructose...Ch. 15 - Prob. 15.66GP
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- Why is the parent chain pentane?arrow_forwardDoes trehalose (Problem 20.68) have an acetal grouping? A hemiacetal grouping? Do you expect trehalose to be a reducing or nonreducing sugar? Classify the linkage between the two monosaccharides.arrow_forwardThe configuration of –OH group at the anomeric carbon of the cyclic form of sugars, which can be clearly depicted in Haworth projection, is designated as— A or B. Φ or Ψ. α or β. D or L. X or Y.arrow_forward
- Why is a thioester bond a “high-energy” bond?arrow_forwardwhy do so many pharmaceutical drugs contain nitrogen? How would an NH2 group benefit this dimer rather than the OH groups?arrow_forwardThe 6-member pyranose ring of glucose is formed through the interaction of the hydroxyl group on C5 with the aldehyde group What kind of ring is formed when the hydroxyl group on C4 attacks instead? Draw the Haworth projection of the products with all the carbons labelled accordingly and name them Why would ring formation through C6 or C3 be unfavorable?arrow_forward
- Which of the following statements regarding the nitrogenous base guanine is FALSE? A) ALL of these statements are TRUE B) the enol form of guanine base-pairs with thymine C) guanine undergoes a tautomeric shift between a keto and an enol form D) the keto form of guanine base-pairs with cytosine E) an alcohol (-OH) group is present in guanine's enol form, but absent in the keto form F) guanine’s keto form is more stable than its enol formarrow_forwardThe ring structure of the carbohydrate glucose is provided below. Map any chiral centers with a 1.arrow_forwardThe pKa of the side-chain imidazole group of histidine is 6.0. What is the ratio of uncharged to charged side chains at a pH of 7.4?arrow_forward
- Can you please identify the name of each of the structures of sugar and identify as reducing or nonreducing sugar of a,b,c and d? The picture is posted. One of the structures may be not identified from the usual structures of disaccharides.arrow_forwardIn the 1970s, a process was developed thatconverts the glucose in corn syrup to its sweeter-tasting isomer, fructose.High-fructose corn syrup, a common ingredient in soft drinks and processedfood, is a mixture of glucose and fructose. What type of isomers are glucoseand fructose?arrow_forwardWhat type of glycosidic bond is shown below, α or β?arrow_forward
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