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.
Part 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.
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Identify the type(s) of glycosidic bonds in digitoxin / digoxin.
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_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
- The 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_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_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_forward
- Cellulose, 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. A В 0 Н CH2OH H . н Н OH H Н CH₂OH 0 Н ОН Н ОН Н Н ОН О О Н Н CH₂OH -0 Н OH H Н CH₂OH 0 Н ОН Н ОН Н Н ОН OB is the structure of cellulose, while A is the structure of amylose. O A and B both represent the structure of amylose. O A is the structure of cellulose, while B is the structure of amylose. O A and B both represent the structure of cellulose. Н 0 0 H Н CH₂OH до Н ОН Н Н H OH CH₂OH 0 Н ОН Н Н Н ОН Н О Н H CH₂OH -о Н ОН Н Н ОН CH₂OH 0 H OH HA Н ОН Н H 0arrow_forwardWhat type of glycosidic bond would be formed between the two carbons circled in the molecules below? CH₂OH OH OH OH OH a 1,4 glycosidic bond a 1, 5 glycosidic bond 0 B 2.6 glycosidic bond B2.5 glycosidic bond + CH₂OH OH OH OH OHarrow_forwardHow many glycosidic bonds does the following molecule have?arrow_forward
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