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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Textbook Question
Chapter 20, Problem 20.51AP
In its open-chain form, D-altrose has the structure shown here. Coil altrose around and draw it in the cyclic hemiacetal α and β forms.
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Chapter 20 Solutions
Fundamentals of General, Organic, and Biological Chemistry (8th Edition)
Ch. 20.1 - Classify the following monosaccharides as an...Ch. 20.1 - Prob. 20.2PCh. 20.2 - Prob. 20.3PCh. 20.2 - Prob. 20.4PCh. 20.2 - Prob. 20.6PCh. 20.3 - D-Talose, a constituent of certain antibiotics,...Ch. 20.3 - Prob. 20.8PCh. 20.3 - Draw the structure that completes the mutarotation...Ch. 20.4 - Prob. 20.10KCPCh. 20.4 - Prob. 20.11P
Ch. 20.4 - Prob. 20.12PCh. 20.4 - Prob. 20.13PCh. 20.4 - Prob. 20.1CIAPCh. 20.4 - Prob. 20.2CIAPCh. 20.4 - All cells in your body contain glycoproteins...Ch. 20.5 - Draw the structure of the and anomers that...Ch. 20.6 - Prob. 20.15PCh. 20.6 - Prob. 20.16PCh. 20.6 - Prob. 20.17KCPCh. 20.7 - Prob. 20.4CIAPCh. 20.7 - Prob. 20.5CIAPCh. 20.7 - Prob. 20.6CIAPCh. 20.7 - Prob. 20.7CIAPCh. 20.7 - Prob. 20.18PCh. 20.7 - Prob. 20.19PCh. 20.7 - Prob. 20.8CIAPCh. 20.7 - Prob. 20.9CIAPCh. 20.7 - Prob. 20.10CIAPCh. 20 - During the digestion of starch from potatoes, the...Ch. 20 - Prob. 20.21UKCCh. 20 - Consider the trisaccharide A, B, C shown in...Ch. 20 - Hydrolysis of both glycosidic bonds in the...Ch. 20 - Prob. 20.24UKCCh. 20 - Are one or more of the disaccharides maltose,...Ch. 20 - Prob. 20.26UKCCh. 20 - Prob. 20.27UKCCh. 20 - Prob. 20.28APCh. 20 - What is the family-name ending for a sugar?Ch. 20 - Prob. 20.30APCh. 20 - Classify the four carbohydrates (a)(d) by...Ch. 20 - Prob. 20.32APCh. 20 - How many chiral carbon atoms are there in each of...Ch. 20 - Prob. 20.34APCh. 20 - Prob. 20.35APCh. 20 - Name four important monosaccharides and tell where...Ch. 20 - Prob. 20.37APCh. 20 - Prob. 20.38APCh. 20 - What is the structural relationship between...Ch. 20 - Prob. 20.40APCh. 20 - In Section 15.6, you saw that aldehydes react with...Ch. 20 - Sucrose and D-glucose rotate plane-polarized light...Ch. 20 - Prob. 20.43APCh. 20 - Prob. 20.44APCh. 20 - Prob. 20.45APCh. 20 - What is mutarotation? Do all chiral molecules do...Ch. 20 - What are anomers, and how do the anomers of a...Ch. 20 - What is the structural difference between the ...Ch. 20 - D-Gulose, an aldohexose isomer of glucose, has the...Ch. 20 - Prob. 20.50APCh. 20 - In its open-chain form, D-altrose has the...Ch. 20 - Prob. 20.52APCh. 20 - Prob. 20.53APCh. 20 - Prob. 20.54APCh. 20 - Prob. 20.55APCh. 20 - What is the structural difference between a...Ch. 20 - What are glycosides, and how can they be formed?Ch. 20 - Prob. 20.58APCh. 20 - Prob. 20.59APCh. 20 - Give the names of three important disaccharides....Ch. 20 - Lactose and maltose are reducing disaccharides,...Ch. 20 - Amylose (a form of starch) and cellulose are both...Ch. 20 - Prob. 20.63APCh. 20 - Prob. 20.64APCh. 20 - Prob. 20.65APCh. 20 - Gentiobiose, a rare disaccharide found in saffron,...Ch. 20 - Prob. 20.67APCh. 20 - Prob. 20.68APCh. 20 - Prob. 20.69APCh. 20 - Amylopectin (a form of starch) and glycogen are...Ch. 20 - What is the physiological purpose of starch in a...Ch. 20 - Prob. 20.72APCh. 20 - Prob. 20.73APCh. 20 - Prob. 20.74CPCh. 20 - Prob. 20.75CPCh. 20 - Prob. 20.76CPCh. 20 - Prob. 20.77CPCh. 20 - Prob. 20.78CPCh. 20 - Write the open-chain structure of the only...Ch. 20 - Prob. 20.80CPCh. 20 - Prob. 20.81CPCh. 20 - When a person cannot digest galactose, its reduced...Ch. 20 - Describe the differences between mono-, di-, and...Ch. 20 - Prob. 20.84CPCh. 20 - Prob. 20.85CPCh. 20 - Many people who are lactose intolerant can eat...Ch. 20 - Prob. 20.87GPCh. 20 - Prob. 20.88GPCh. 20 - Prob. 20.89GP
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- Trehalose, also known as mycose, is a disaccharide found in certain mushrooms. It is composed of two a-D-glucose linked in a aa(1à1) glycosidic bond. Using Haworth projection, draw the structure of trehalose. Indicate whether it is reducing or non-reducing.arrow_forwardDraw the structural formula for -D-glucosyl-(1n6)-D-mannosamine and circle the part of this structure that makes the compound a reducing sugar.arrow_forwardD-Talose is a C2 epimer of D-galactose. Using the Fischer projection structure, draw the product of reaction ofD-talose with the given reagent or enzyme and write the systematic name of the product. 1. 2,4-DNP 2. Reaction with aminotransferase and then acetyltransferase at C4arrow_forward
- You have isolated from a rare fungus an octapeptide that prevents baldness and you wish to determine its amino acid sequence. The amino acid composition is K2, D, Y, F, G, S, A. Reaction of the intact peptide with dansyl chloride yields dansyl-A. Cleavage with trypsin yields peptides whose compositions are: (K, A, S) and (G, F, K) plus a dipeptide. Reaction with chymotrypsin releases free D, a tetrapeptide with composition (k, S, F, A) and a tripeptide whose composition following acid hydrolysis is (G, K, Y). The enzymatic digests are each carried out on the whole, undansylated peptide.What is the sequence?arrow_forwardShow the complete steps and products of the Haworth Projection structure of the following saccharides. The males have to answer the structure of D-sorbose and the females are the structure of D-mannose. (ANSWER ALL)arrow_forwardWhat is the complete name of the following sugar? но он носн он Write out the words alpha and beta. This question is case-sensitive. Capitalize only the configuration designation, D or L, example: beta-D-glucopyranose.arrow_forward
- Imagine a trisaccharide that has D-Altrose, D-Gulose, and D-Ribose. D-Altrose is bonded to D-Gulose in an α(1→4) glycosidic bond and D-Ribose is bonded to D-Altrose in an α(1→6) glycosidic bond. Draw the imaginary trisaccharide using Haworth projection with the appropriate representation of each monosaccharide.arrow_forwardGentiobiose has the molecular formula C12H22O11 and has been isolated from gentian root and by hydrolysis of amygdalin. Gentiobiose exists in two different forms, one melting at 86°C and the other at 190°C. The lower melting form is dextrorotatory ([α] 16°), the higher melting one is levorotatory ([α] -6°). The rotation of an aqueous solution of either form, however, gradually changes until a final value of [α] 9.6° is observed. Hydrolysis of gentiobiose is efficiently catalyzed by emulsin and produces two moles of D-glucose per mole of gentiobiose. Gentiobiose forms an octamethylether, which on hydrolysis in dilute acid yields 2,3,4,6-tetra-O-methyl-D-glucose and 2,3,4-tri-O-methyl-D-glucose. What is the structure of gentiobiose? EXPLAIN IN DETAIL.arrow_forwardgal(a1→6)gal(a1→6)glc(a1→2B)fru. Which of the complete IUPAC of this tetrasaccharide? a-D-galactopyranosyl-(1→6)-ß-D-galactopyranosyl-(1→6)- a-D-glucopyranosyl-(1→2)-B-fructofuranose a-D-galactopyranosyl-(1→6)- a-D-galactopyranosyl-(1→6)- a-D-glucopyranosyl-(1→2)-ß-fructofuranoside a-D-galactopyranosyl-(1→6)- a-D-galactopyranosyl-(1→6)- a-D-glucopyranosyl-(1<→2)-ß-fructofuranose a-D-galactopyranosyl-(1→6)-B-D-galactopyranosyl-(1→6)- a-D-glucopyranosyl-(1→2)-ß-fructofuranosidearrow_forward
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