OHHOHHOHHHOHNHH JEOHHIHOHF CH₂OHConsider the structure of the dissaccharide cellobiose, which isproduced in the enzymatic hydrolysis of cellulose.Identify the structural components of cellobiose.MCH₂OH水H KHIdentify every acetal carbon.AB0DELIdentify every hemiacetal carbon.ABHHKKMM Identify every anomeric carbon.BEFHKM

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Answered: OH H OH H OH H H OHN HH JE OH HI H OH F…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter25: Biomolecules: Carbohydrates

Section25.SE: Something Extra

Problem 28VC

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1) Phenyl propyl ether can be obtained by reacting? 2) Raffinose is A trisaccharide which is made up of two sugar molecules of aldoses and one sugar molecule of ketoses? True or false!
Identify the organic functional group(s) of the reactant, the reaction type, and predict the functional group(s) of the product(s) then draw the major product(s)The reactant is:a. deoxyheptoseb. alcoholpentosec. carboxylic acid hexosed. ketotriosee. ketohexosef. aldotetroseThe reaction type is:a. reduction (hydrogenation)b. acetal hydrolysisc. hemiacetal formationd. oxidation (benedict's)e. acetal formationf. mutarotationThe product should be:a. deoxypentoseb. carboxylic acid hexosec. no reactiond. alcohol hexosee. beta pyranose
What reagents are needed to convert (CH3CH2)3CC=CH to each compound?
Trehalose, C12H22O11, is a nonreducing sugar that is only 45% as sweet as sugar. When hydrolyzed by aqueous acid or the enzyme maltase, it forms only d-glucose. When it is treated with excess methyl iodide in the presence of Ag2O and then hydrolyzed with water under acidic conditions, only 2,3,4,6-tetra-O-methyl-d-glucose is formed. Draw the structure of trehalose
The anticoagulant heparin is a polysaccharide that contains alternating residues of -D- glucuronic acid-6- sulfate and N-sulfo-D-glucosamine-6sulfate connected by (1 B 4)- glycosidic linkages. Draw a part of heparin that shows one each of the two residues.
The reagent periodate (IO4-) oxidatively cleaves the carbon–carbon bondsbetween two adjacent carbons carrying hydroxyl groups. Explain howperiodate oxidation might be used to distinguish between methyl glycosidesof glucose in the pyranose and furanose forms.
Consider the tetrasaccharide stachyose drawn below. Stachyose is found in white jasmine, soybeans, and lentils. Because humans cannot digest it, its consumption causes flatulence.a. Label all glycoside bonds.b. Classify each glycosidic linkage as αα or ββ and use numbers to designate its location between two rings (e.g., 1→→4-ββ)-c. What products are formed when stachyose is hydrolyzed with H33O++?d. Is stachyose a reducing sugar?e. What product is formed when stachyose is treated with excess CH33I, Ag22O?f. What products are formed when the product in (e) is treated with H33O++?
D-glucose and L-glucose would be expected to show differences in which of the followingp roperties? (Answer the items as dif erent or not different) a. Solubility in an achiral solvent b. Density c. Melting point d. Solubility in a chiral solvent e. Freezing point f. Reaction with ethanol (achiral compound) g. Reaction with (+)-lactic acid (chiral compound)
Raffinose is a trisaccharide (C18H32O16) isolated from cottonseed meal. Raffinose doesnot reduce Tollens reagent, and it does not mutarotate. Complete hydrolysis of raffinosegives d-glucose, d-fructose, and d-galactose. When raffinose is treated with invertase,the products are d-fructose and a reducing disaccharide called melibiose. Raffinose isunaffected by treatment with a b@galactosidase, but an a@galactosidase hydrolyzes itto d-galactose and sucrose. When raffinose is treated with dimethyl sulfate and basefollowed by hydrolysis, the products are 2,3,4-tri-O-methylglucose, 1,3,4,6-tetraO-methylfructose, and 2,3,4,6-tetra-O-methylgalactose. Determine the completestructures of raffinose and melibiose, and give a systematic name for melibiose.
Consider the tetrasaccharide stachyose drawn below. Stachyose is found in white jasmine, soybeans, and lentils. Because humans cannot digest it, its consumption causes flatulence.a. Label all glycoside bonds.b. Classify each glycosidic linkage as α or β and use numbers to designate its location between two rings (e.g., 1→4-β).c. What products are formed when stachyose is hydrolyzed with H3O+?d. Is stachyose a reducing sugar?e. What product is formed when stachyose is treated with excess CH3I, Ag2O?f. What products are formed when the product in (e) is treated with H3O+?
An oligosaccharide isolated from an organism is found tocontain two glucose residues and one galactose residue.Exhaustive methylation followed by hydrolysis producedtwo glucoses with methoxy groups at positions 2, 3,and 6 and galactose with methoxy groups at positions2, 3, 4, and 6. What is the structure of the originaloligosaccharide?
CH3OH+CH3CH2CH2OH+H2SO4/140degres

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