Biochemistry 1 Lecture 3 PDF

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Adalel Alm College of Medical Sciences

2025

Moudah Talha Khojali Abbas

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carbohydrate chemistry biochemistry monosaccharides medical sciences

Summary

This lecture provides an overview of carbohydrate chemistry, including classifications of carbohydrates (monosaccharides, disaccharides, etc.), their importance in energy and structure, and their nomenclature. It also covers the physical properties and optical activity of monosaccharides, along with their various isomeric forms like enantiomers, pyranose, and furanose. Examples of monosaccharides such as glucose and fructose are highlighted.

Full Transcript

# Adalel Alm College of Medical Sciences ## Department of Higher Education ### Course: Biochemistry 1 - Section: Fourth Section - Semester: Spring 2024-2025 - Lecture: Third Lecture ### Instructor: Moudah Talha Khojali Abbas ## Carbohydrates Chemistry - Carbohydrates Are Aldehyde or Ketone Derivat...

# Adalel Alm College of Medical Sciences ## Department of Higher Education ### Course: Biochemistry 1 - Section: Fourth Section - Semester: Spring 2024-2025 - Lecture: Third Lecture ### Instructor: Moudah Talha Khojali Abbas ## Carbohydrates Chemistry - Carbohydrates Are Aldehyde or Ketone Derivatives of Polyhydric Alcohols ### Polyhydric Alcohol - CH<sub>2</sub>-OH - CH-OH - CH<sub>2</sub>-OH ### Importance of Carbohydrates - Serve as Source of Energy e.g Glucose - They Form Structural Element in Animal and Plant Cells. eg.cellulose and Chitin ### Classifications of Carbohydrates - Carbohydrates Are Classified According to the Number of Sugar Units - Monosaccharides: Contain One Sugar Unit - Disaccharides: Contain Two Sugar Units - Oligosaccharides: 3-10 Sugar Units - Polysaccharides: Contain More Than 10 Sugar Units - Monosaccharides Are the Simplest Units of Carbohydrates; i.e., on Hydrolysis They Cannot Give a Simpler Form - General Formula of Monosaccharides is C<sub>n</sub>(H<sub>2</sub>O)<sub>n</sub> ### Nomenclature of Mono - "Ose" Means Sugar - Aldoses: Monosaccharides Contain Aldehyde Group - Ketoses: Monosaccharides Contain Ketone Group ### Classification of Monosccharides - According to the Number of Carbon Atoms: - Triose: Mono Containing 3 Carbons - Tetrose: Containing 4 Carbon Atoms - Pentoses: Containing 5 Carbons - Hexoses: Containing 6 Carbons - Heptoses: Containing 7 Carbons - According to Functional Group: - Aldoses - Ketoses - According to Both Presence of Aldehyde or Ketone Group and Number of Carbon Atoms: - Aldotriose and Ketotriose - Aldotetrose and Ketotetrose - Aldopentose and Ketopentose - Aldohexose and Ketohexose ### Table 13-1. Classification of Important Sugars | Types | Aldoses | Ketoses | |---|---|---| | Trioses (C3H6O3) | Glycerose | Dihydroxyacetone | | Tetroses (C4H8O4) | Erythrose | Erythrulose | | Pentoses (C5H10O5) | Ribose | Ribulose | | Hexoses (C6H12O6) | Glucose | Fructose | ### Aldotrioses - CHO - H-C-OH - CH<sub>2</sub>OH - D-Glycerose (D-Glyceraldehyde) ### Aldotetroses - CHO - H-C-OH - H-C-OH - CH<sub>2</sub>OH - D-Erythrose ### Aldopentoses - CHO - HO-C-H - HO-C-H - H-C-OH - CH<sub>2</sub>OH - D-Lyxose - CHO - H-C-OH - HO-C-H - H-C-OH - CH<sub>2</sub>OH - D-Xylose - CHO - HO-C-H - H-C-OH - H-C-OH - CH<sub>2</sub>OH - D-Arabinose - CHO - H-C-OH - H-C-OH - H-C-OH - CH<sub>2</sub>OH - D-Ribose ### Aldohexoses - CHO - H-C-OH - HO-C-H - HO-C-H - H-C-OH - CH<sub>2</sub>OH - D-Galactose - CHO - HO-C-H - H-C-OH - H-C-OH - H-C-OH - CH<sub>2</sub>OH - D-Mannose - CHO - H-C-OH - HO-C-H - H-C-OH - H-C-OH - CH<sub>2</sub>OH - D-Glucose ### Ketoses - CH<sub>2</sub>OH - C=O - HO-C-H - H-C-OH - H-C-OH - CH<sub>2</sub>OH - Dihydroxyacetone - CH<sub>2</sub>OH - C=O - H-C-OH - H-C-OH - CH<sub>2</sub>OH - D-Xulose - CH<sub>2</sub>OH - C=O - HO-C-H - H-C-OH - CH<sub>2</sub>OH - D-Ribulose - CH<sub>2</sub>OH - C=O - HO-C-H - H-C-OH - CH<sub>2</sub>OH - D-Fructose - CH<sub>2</sub>OH - C=O - HO-C-H - H-C-OH - H-C-OH - CH<sub>2</sub>OH - D-Sedoheptulose ### Ketotrioses - CH<sub>2</sub>OH - C=O - CH<sub>2</sub>OH - Dihydroxyacetone ### Ketopentoses - CH<sub>2</sub>OH - C=O - H-C-OH - H-C-OH - CH<sub>2</sub>OH - D-Ribulose ### Ketohexoses - CH<sub>2</sub>OH - C=O - HO-C-H - H-C-OH - H-C-OH - CH<sub>2</sub>OH - D-Fructose ### Ketoheptoses - CH<sub>2</sub>OH - C=O - HO-C-H - H-C-OH - H-C-OH - H-C-OH - CH<sub>2</sub>OH - D-Sedoheptulose ### Structures of Glucose - **Straight Chain Form** - <sup>1</sup>C=O - H<sup>2</sup>C-OH - HO<sup>3</sup>C-H - H<sup>4</sup>C-OH - H<sup>5</sup>C-OH - <sup>6</sup>CH<sub>2</sub>OH - **Formation of Hawthorn Projection** - HOCH<sub>2</sub> - - - - - - - - - - **Chair Form Structure** - - - - ### Physical Properties - All Monosaccharides Are Soluble in Water - All Monosaccharides Show the Property of Optical Activity ### Optical Activity - It Is the Ability of Substance to Rotate the Plane Polarized Light Either to Right or to Left in the Polariscope. - The Optical Activity Property Depends on the Asymmetric Carbon Atom in the Chemical Structure of the Substance ### Asymmetric Carbon Atoms - Is That Carbon Atom Which Is Attached to 4 Different Groups or Atoms ### Examples - - - - - - - - - - - ### N.B: - Any Substance Containing Asymmetric Carbon Atom Shows Two Properties: - Optical Activity - Optical Isomerism ### Isomerism - Compounds That Have the Same Molecular Formula but Differ in the Spatial Configuration. - **Examples** - A Substance Containing One Asymmetric Carbon Atom Has Two Isomers. - A Substance Containing 2 or More Asymmetric Carbon Atoms Can Exist in Numbers of Isomers = 2<sup>n</sup>. - N Is the Number of Carbon Atoms ### Types of Isomerisms - Enantiomers ( L & D Forms ) - Monosaccharides Are Classified into D and L Form According to the Position of -OH Attached to Carbon Atom Adjacent to Last CH<sub>2</sub>OH. - Most of the Monosaccharides Occurring in Mammals Are of D Configuration ( Form ). - **Examples** - - HO - <sup>2</sup>C-H H - <sup>2</sup>C-OH - <sup>3</sup>CH<sub>2</sub>OH <sup>3</sup> CH<sub>2</sub>OH - L-Glycerose D- Glycerose - (L-glyceraldehyde) (D-glyceraldehyde) - - - - - - HO - <sup>5</sup>C-H H - <sup>5</sup>C-OH - <sup>6</sup>CH<sub>2</sub>OH <sup>6</sup>CH<sub>2</sub>OH - L-Glucose D-Glucose - **Pyranose and Furanose Forms** - The Stable Ring Structures of Monosaccharides Are Similar to the Ring Structures of Either Pyran (a Six-membered Ring) or Furan (a Five-membered Ring). - **Anomers** - Are Isomers Obtained From the Change of Position of Hydroxyl Group Attached to the Anomeric Carbon. - **Anomeric Carbon** - Is the Carbon Atom Obtained From Active Carbonyl Sugar Group: - Carbon Number 1 in Aldoses - Carbon Number 2 in Ketoses - **Examples of Anomers** - - - - - - - - - - - -

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