EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Chapter 20, Problem 55P
Interpretation Introduction
Interpretation:
The short segment of hyaluronic acid is to be drawn.
Concept Introduction:
Hyaluronic acid is a
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Hyaluronic acid, a component of connective tissue, is the fluid that lubricates joints. It is a polymer of alternating N-acetyl-d-glucosamine and d-glucuronic acid subunits joined by β-1,3'-glycosidic linkages. Draw a short segment of hyaluronic acid.
The following is the structure of salicin, a bitter-tasting compound found in the bark of willow trees: The aromatic ring portion of this structure is quite insoluble in water. How would forming a glycosidic bond between the aromatic ring and β - D -glucose alter the solubility?
+
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HO
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Chapter 20 Solutions
EBK ORGANIC CHEMISTRY
Ch. 20.1 - Prob. 1PCh. 20.2 - Prob. 2PCh. 20.2 - Prob. 3PCh. 20.3 - Prob. 4PCh. 20.3 - Prob. 5PCh. 20.3 - Prob. 6PCh. 20.4 - Prob. 7PCh. 20.4 - Prob. 8PCh. 20.5 - Prob. 9PCh. 20.5 - Prob. 10P
Ch. 20.5 - Prob. 11PCh. 20.6 - Prob. 12PCh. 20.6 - Prob. 13PCh. 20.6 - Prob. 14PCh. 20.7 - Prob. 15PCh. 20.8 - Prob. 16PCh. 20.9 - Prob. 18PCh. 20.10 - Prob. 20PCh. 20.10 - Prob. 21PCh. 20.10 - Prob. 22PCh. 20.11 - Prob. 23PCh. 20.11 - Prob. 24PCh. 20.12 - Prob. 25PCh. 20.12 - Prob. 26PCh. 20.14 - Prob. 28PCh. 20.15 - Prob. 29PCh. 20.15 - Prob. 30PCh. 20.16 - Prob. 31PCh. 20.17 - Prob. 32PCh. 20.18 - Refer to Figure 20.5 to answer the following...Ch. 20 - Prob. 34PCh. 20 - Prob. 35PCh. 20 - Prob. 36PCh. 20 - Prob. 37PCh. 20 - Prob. 38PCh. 20 - Prob. 39PCh. 20 - Prob. 40PCh. 20 - Prob. 41PCh. 20 - Prob. 42PCh. 20 - Prob. 43PCh. 20 - Prob. 44PCh. 20 - Prob. 45PCh. 20 - Prob. 46PCh. 20 - Prob. 47PCh. 20 - Prob. 48PCh. 20 - The 1H NMR spectrum of D-glucose in D2O exhibits...Ch. 20 - Prob. 50PCh. 20 - Prob. 51PCh. 20 - Prob. 52PCh. 20 - Prob. 53PCh. 20 - Prob. 54PCh. 20 - Prob. 55PCh. 20 - Prob. 56PCh. 20 - Prob. 57PCh. 20 - Prob. 58PCh. 20 - Prob. 59PCh. 20 - Prob. 60PCh. 20 - Prob. 61PCh. 20 - A hexose is obtained when the residue of a shrub...Ch. 20 - Prob. 63PCh. 20 - Prob. 64PCh. 20 - Prob. 65PCh. 20 - Prob. 66PCh. 20 - Prob. 67PCh. 20 - Prob. 68PCh. 20 - Prob. 69PCh. 20 - Prob. 70PCh. 20 - Prob. 71PCh. 20 - Prob. 72PCh. 20 - Prob. 73P
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- 1 Hyaluronic acid acts as a lubricant in the synovial fluid of joints. In rheumatoid arthritis, inflammation breaks hyaluronic acid down to smaller molecules. Under these conditions, what happens to the lubricating power of the synovial fluid?arrow_forwardPart A What are glycosides, and how can they be formed? A glycoside is the acetal product that results from rerction of the hemiacetal -OH group of a carbohydrate with an aldehyd O A glycoside is the acetal product that results from reaction of the hemiacetal-OH group of a carbohydrate with an alcohol. A glycoside is the hemiacetal product that results from reaction of the acetal-OH group of a carbohydrate with an alcohol. Submit Previous Answers Request Answerarrow_forwardIdentify the type(s) of glycosidic bonds in digitoxin / digoxin.arrow_forward
- Describe the glycosidic bonds in dermatan sulfatearrow_forwardThe following molecule has a glycosidic bond that is best described as HỌ— CH2 НО HO-CH2 НО OH O OH alpha-1,4-glycosidic bond beta-1,6-glycosidic bond alpha-1,6-glycosidic bond beta-1,4-glycosidic bond OH OH OH. H2Oarrow_forwardClick on all glycosidic bonds in the structure below.arrow_forward
- In an aqueous solution, d-glucose exists in equilibrium with two six-membered ring compounds. Draw the structures of these compounds.arrow_forwardThe following molecule has a glycosidic bond that is best described as HỌ – CH2 НО HỌ – CH2 HO OH O ОН alpha-1,4-glycosidic bond beta-1,6-glycosidic band alpha-1,6-glycosidic bond beta-1,4-glycosidic bond ОН OH OH.H2Oarrow_forwardCellulose, the major structural material of wood and plants, consists of a chain of B-D- glucose molecules connected by B-1,4-glycosidic bonds. In comparison, the amylose component of starch consists of a-D-glucose molecules connected by a-1,4-glycosidic bonds. Identify the following structures, denoted A and B, as the structures of cellulose or amylose. CH,OH CH2OH CH2OH CH2OH H. H H H H. H. OH H. H. H. ОН Н H Н но O. Н но H. OH H. ОН H. OH H OH CH2OH CH2OH H. CH2OH H. H. ОН Н ОН Н H CH2OH H H. ОН Н H. H OH H. H. H OH OH H H. H. ОН H. OH O B is the structure of cellulose, while A is the structure of amylose. O A and B both represent the structure of cellulose. O A and B both represent the structure of amylose. O Ais the structure of cellulose, while B is the structure of amylose.arrow_forward
- Which bond is not considered a glycosidic bond? Between an anomeric carbon and an alcohol oxygen. Between the oxygen of carbon 3 of ribose and a phosphate. Between an anomeric carbon and the nitrogen of acetylamine. Between the oxygen of one anomeric carbon and the carbon of another anomeric carbon.arrow_forwardVanillin (4-hydroxy-3-methoxybenzaldehyde), the principal component of vanilla, occurs in vanilla beans and other natural sources as a b-d-glucopyranoside. Draw a structural formula for this glycoside, showing the d-glucose unit as a chair conformation.arrow_forwardArachidonic acid is a 20-carbon polyunsaturated essential fatty acid with 4 double bonds at positions omega-6, omega-9, omega-12, and omega-15. Draw the naturally occurring form of this fat.arrow_forward
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