Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 16, Problem 29P
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?
Describe the glycosidic bonds in dermatan sulfate
Chapter 16 Solutions
Essential Organic Chemistry, Global Edition
Ch. 16.1 - Prob. 1PCh. 16.2 - Prob. 2PCh. 16.3 - Prob. 3PCh. 16.3 - Prob. 4PCh. 16.4 - Prob. 5PCh. 16.4 - Prob. 6PCh. 16.5 - Prob. 7PCh. 16.5 - Prob. 8PCh. 16.6 - Prob. 10PCh. 16.8 - Prob. 12P
Ch. 16.8 - Prob. 14PCh. 16.9 - Prob. 15PCh. 16.10 - Prob. 16PCh. 16.11 - Refer to Figure 16.4 to answer the following...Ch. 16 - Prob. 18PCh. 16 - Prob. 19PCh. 16 - Prob. 20PCh. 16 - Prob. 21PCh. 16 - Prob. 22PCh. 16 - Prob. 23PCh. 16 - Prob. 24PCh. 16 - Prob. 25PCh. 16 - Name the following compounds:Ch. 16 - Prob. 28PCh. 16 - Prob. 29PCh. 16 - Prob. 31PCh. 16 - Prob. 32PCh. 16 - Prob. 33PCh. 16 - Prob. 34PCh. 16 - Prob. 35PCh. 16 - Prob. 36PCh. 16 - Prob. 37PCh. 16 - Draw the mechanism for the acid-catalyzed...Ch. 16 - Prob. 39PCh. 16 - Prob. 40PCh. 16 - Prob. 41P
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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_forwardTriacylglycerides obtained from animal fats and plant oils are typically used in the production of biodiesel. Explain the advantage of using a triacylglyceride as the starting material for biodiesel synthesis over the waxy esters found in Jojoba oil.arrow_forwardWhich is a characteristic of the phospholipids in cell membranes? Select one: Phospholipids in a membrane interact with other membrane molecules, in part, through covalent forces Phospholipids are lipid molecules with a polar head and a non-polar tail, where the interaction of these components with other molecules of itself, results in membrane formation Increasing the proportion of protein in a membrane increases the amount of membrane symmetry Increasing the proportion of saturated fatty acids in a membrane increases membrane fluidity A phospholipid molecule glows in the dark after exposure to visible lightarrow_forward
- The 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_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_forwardAncient peoples used salicin to reduce fevers. Write an equation for the acid-catalyzed hydrolysis of the glycosidic bond of salicin. Compare the aromatic product with the structure of acetylsalicylic acid (aspirin). Use this information to develop a hypothesis explaining why ancient peoples used salicin to reduce fevers.arrow_forward
- Name the two monosaccharide units of which trehalose is composedarrow_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_forwardTrue/ False Lipids are non-polar compounds and are soluble in water Steroids and Prostaglandins are classes of compounds which are not saponifiable Triglycerides are simple lipids and are made up of long chain fatty acids esterified with the trihydroxy groups of glycerol. Waxes are esters of long chain fatty acids with long chain alcohols. Sphingomyelins are a class of saponifiable complex lipids and are made up of sphingosine phosphate and amino alcohols.arrow_forward
- Write the structure of the following compounds: γ-lactolarrow_forwardTreating chitin with H2O, -OH hydrolyzes its amide linkages, forming a compound called chitosan. What is the structure of chitosan? Chitosan has been used in shampoos, bers for sutures, and wound dressings.arrow_forwardWhich 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_forward
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