Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 25.SE, Problem 30MP
Interpretation Introduction
Concept introduction:
The scheme of reactions is an instance of Glucose–Galactose interconversion, specifically in LIVER.
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14. (a) Identify the acetal and the ketal group in the following disaccharide. (b) Decide whether
the compound is a non-reducing or reducing sugar.
OH
НО
HƠ
HO
Н
HO
Н
НО
HO
15. (a) Identify the glycosidic bond in the following disaccharide. (b) Decide whether the
compound is a non-reducing or reducing sugar. (c) Polysaccharide units are usually bonded
together with a or B 1, 6 or 1, 4 linkages. What linkage is used in the disaccharide shown
below?
s)
НО
НО
НО
HO
НО
-OH
OH
-H
OH
CH2OH
16. Draw the structure for 1,4-B-D-galactopyranosyl-D-glucose. (
но-
17. Assign an R/S designation to each chirality center in the following compound: (
CHO
НО
-OH
O
Be able to draw the chemical reactions that carbohydrates can undergo:
glycoside formation (to form disaccharides and polysaccharides):
●
●
CH₂OH
OH
OH
CH2OH OH
OH
formation of phosphate esters (show the attachment of a phosphate ester to
the external CH₂OH group on the following monosaccharide):
HO
OH
H₂C OH
CH₂OH
+ HO-P-OH
OH
(i) Which one of the following is a polysaccharide :Starch, Maltose, Fructose, Glucose?(ii) What one difference between a-helix and P-pleated sheet structure of protein.(iii) Write the name of the disease caused by the deficiency of Vitamin B12.
Chapter 25 Solutions
Organic Chemistry
Ch. 25.1 - Prob. 1PCh. 25.2 - Prob. 2PCh. 25.2 - Prob. 3PCh. 25.2 - Prob. 4PCh. 25.2 - Prob. 5PCh. 25.3 - Prob. 6PCh. 25.3 - Prob. 7PCh. 25.4 - Prob. 8PCh. 25.4 - Prob. 9PCh. 25.4 - Prob. 10P
Ch. 25.5 - Prob. 11PCh. 25.5 - Prob. 12PCh. 25.5 - Prob. 13PCh. 25.5 - Prob. 14PCh. 25.5 - Prob. 15PCh. 25.6 - Prob. 16PCh. 25.6 - Prob. 17PCh. 25.6 - Prob. 18PCh. 25.6 - Prob. 19PCh. 25.6 - Prob. 20PCh. 25.6 - Prob. 21PCh. 25.6 - Prob. 22PCh. 25.6 - Prob. 23PCh. 25.7 - Prob. 24PCh. 25.8 - Show the product you would obtain from the...Ch. 25.SE - Prob. 26VCCh. 25.SE - Prob. 27VCCh. 25.SE - Prob. 28VCCh. 25.SE - Prob. 29VCCh. 25.SE - Prob. 30MPCh. 25.SE - Prob. 31MPCh. 25.SE - Glucosamine, one of the eight essential...Ch. 25.SE - D-Glicose reacts with acetone in the presence of...Ch. 25.SE - Prob. 34MPCh. 25.SE - Prob. 35MPCh. 25.SE - Prob. 36APCh. 25.SE - Prob. 37APCh. 25.SE - Prob. 38APCh. 25.SE - Prob. 39APCh. 25.SE - Prob. 40APCh. 25.SE - Assign R or S configuration to each chirality...Ch. 25.SE - Prob. 42APCh. 25.SE - Prob. 43APCh. 25.SE - Prob. 44APCh. 25.SE - Prob. 45APCh. 25.SE - Prob. 46APCh. 25.SE - Prob. 47APCh. 25.SE - Prob. 48APCh. 25.SE - Prob. 49APCh. 25.SE - Prob. 50APCh. 25.SE - Prob. 51APCh. 25.SE - Prob. 52APCh. 25.SE - Prob. 53APCh. 25.SE - Prob. 54APCh. 25.SE - Prob. 55APCh. 25.SE - Prob. 56APCh. 25.SE - Prob. 57APCh. 25.SE - Prob. 58APCh. 25.SE - Prob. 59APCh. 25.SE - Prob. 60APCh. 25.SE - Prob. 61APCh. 25.SE - Prob. 62APCh. 25.SE - Prob. 63APCh. 25.SE - D-Mannose reacts with acetone to give a...Ch. 25.SE - Prob. 65APCh. 25.SE - Prob. 66APCh. 25.SE - Prob. 67APCh. 25.SE - Prob. 68APCh. 25.SE - Prob. 69APCh. 25.SE - Prob. 70APCh. 25.SE - Prob. 71AP
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- Some nonessential amino acids are synthesized in the body by a simple transamination. The transamination between oxaloacetate, an a-keto acid, and glutamate, an amino acid with the side chain -CH2CH2COO¯, proceeds according to the following reaction: || → -00C-CH2 CH2 C-CO0 + amino acid 2 0OC-CH2 CCOO +0OC-CH2 CH2 CH-COO → NH3+ Predict the structure of the amino acid product, indicated by amino acid 2, for the reaction. Draw the molecule on the canvas by choosing buttons from the Tools (for bonds), Atoms, and Advanced Template toolbars. The single bond is active by default. Include all hydrogen atoms and formal charges. Viouarrow_forwardThe hydrolysis of pyrophosphate to orthophosphate drives biosynthetic reactions such as DNA synthesis. In Escherichia coli, a pyrophosphatase catalyzes this hydrolytic reaction. The pyrophosphatase has a mass of 120 kDa and consists of six identical subunits. A unit of activity for this enzyme, U, is the amount of enzyme that hydrolyzes 10 umol of pyrophosphate in 15 minutes. The purified enzyme has a Vnax of 2800 U per milligram of enzyme. When (S] >> KM, how many micromoles of substrate can 1 mg of enzyme hydrolyze per second? Vnax = umol -s. mg- If cach enzyme subunit has one active site, how many micromoles of active sites, or (E]r, are there in 1 mg of enzyme? (Er = umol - mg-arrow_forwardThe reaction shows the chemical synthesis of protected lactose disaccharides. Which bromide donor would you choose to accomplish this transformation? Explain your reasoning.arrow_forward
- Name the two monosaccharide units of which trehalose is composedarrow_forwardTPP is a coenzyme for transketolase, the enzyme that catalyzes the conversion of a ketopentose (xylulose5-phosphate) and an aldopentose (ribose-5-phosphate) to an aldotriose (glyceraldehyde-3-phosphate) and a ketoheptose (sedoheptulose-7-phosphate). Notice that the total number of carbons in the reactants and products is the same (5 + 5 = 3 + 7). Propose a mechanism for this reaction.arrow_forwardIf an enzyme-catalyzed reaction has a high rate at low pH and low rate at higher pH, this implies that a group on either the enzyme or the substrate must be for an efficient reaction. leaving group oxidoreductase coenzymes O protonated deprotonated The compound that consists of deoxyribose linked by an N-glycosidic bond to N-9 of guanine is: adenylate deoxyguanosine guanosine nucleotide guanylatearrow_forward
- When the reaction below reaches equilibrium, does the equilibrium lie on the left or the right side? Briefly explain. ClO– + CH3CO2H ⇌ HClO + CH3CO2– When the terminal phosphate is cleaved from the adenosine triphosphate molecule, the products are adenosine diphosphate and inorganic phosphate, ATP + H2O ––> ADP + Pi, where Pi stands for the various forms of phosphate that exist at the pH of the particular solution. If the total concentration of Pi is 2.5 x 10–2M, what are the concentrations of the predominant forms of phosphate that exist at pH 7.4? Permanganate, MnO4–, can act as an oxidizing agent in both acidic and basic aqueous solutions. Balance each of the following reactions by the half–reaction method, showing all steps in the balancing process. MnO4– + Al ––> MnO2 + Al(OH)4– in aqueous base MnO4– + CH3COOH ––> Mn+2 + CO2 in aqueous acidarrow_forwardIf the following oligosaccharide was treated with an enzyme that cleaved only a 1,4 glycosidic bonds, what would be the products? OH CH₂OH OH CH₂OH OH CH₂OH OH OH OH OH CH₂OH CH₂OH a monosaccharide and a pentasaccharide a disaccharide and a tetrasaccharide two trisaccharides a monosaccharide, a disaccharide, and a trisaccharide O three disaccharides OH CH₂OH OH CH₂OH OH OH OH OHarrow_forwardResearchers analysed a glycopeptide (a peptide carrying one or several oligosaccharide groups) and determined both the sequence of the peptide and the sequence of the sugar molecule. The latter was identified as a diholoside coupled to the peptide by an osidic bond. The systematic name of this sugar is: B-D-glucopyranosyl-(1→4)-ß-D-galactopyranose. : Represent the chemical formula of this diholoside in a way that all oses are Question 1 represented according to the Haworth convention. Apart from the furane and/or pyrane cycles all atoms of this molecule must be given.arrow_forward
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