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School of Biomedical Biomolecular and Chemical Sciences
Unit Outline
Biological Chemistry
CHEM1106
(ORGANIC CHEMISTRY SECTION)
Semester: 2
Campus: Crawley
Unit Coordinator: A/P Emilio Ghisalberti
This outline is the currently available version for this unit. Detailed Information on unit
content and assessment may undergo modification before the time of delivery of the
unit. For the most up to date information students must consult material supplied to
enrolled students by the unit co-ordinator.
All material reproduced herein has been copied in accordance with and pursuant to a statutory licence administered
by Copyright Agency Limited (CAL), granted to the University of Western Australia pursuant to Part VB of the
Copyright Act 1968 (Cth).
Copying of this material by students, except for fair dealing purposes under the Copyright Act, is prohibited. For the
purposes of this fair dealing exception, students should be aware that the rule allowing copying, for fair dealing
purposes, of 10% of the work, or one chapter/article, applies to the original work from which the excerpt in this course
material was taken, and not to the course material itself
© The University of Western Australia 2001
1
Introduction
This second semester course includes 14 lectures in basic Organic Chemistry that provide an
introduction to Biochemistry. The lectures are supplemented by tutorials in which pre-set problems
are discussed.
Aims of This Course
1. Knowledge base for students - provide students with a background in basic organic chemistry
to serve as an introduction to biochemistry. This will involve the following specific aims:
a. to introduce students to the types of bonds formed by carbon, the generation, nature and
names of functional groups.
b. to explain the chemical activity of different functional groups.
c. to recognise functional groups and to indicate simple interconversions between functional
groups.
d. to introduce students to the 3-dimensional shape of organic compounds and to investigate
the factors that determine shape.
e. to consider the structures and types of organic compounds that sustain life in organisms.
f.
to explain the formation of biological macromolecules from monomeric building blocks.
2. General science training of students - provide an intellectual training that enables students to
develop a rigorous scientific approach in synthesising information and concepts, exercising
evaluative judgement and in making arguments. To provide a training in written and verbal
communication of scientific information and ideas.
3. Specific scientific skills - equip students with basic practical skills that will prepare them for
future laboratory work. Training in logical thinking, numeracy and problem solving.
Broad Learning Outcomes
Subject Knowledge and Understanding
It is intended that on completion of the course, students will:
• Have knowledge of chemical terminology, nomenclature and conventions.
• Have a sound working knowledge and appreciation of basic organic chemical principles and
practice.
• Have an understanding of functional groups, their reactivity and interconversion.
• Have a knowledge of the structure, reactivity and role of key biomolecules.
Core Academic Skills
It is intended that on completion of the course, students will:
• Demonstrate detailed knowledge and firm understanding of basic facts, principles and
theories of organic chemistry.
• Apply knowledge and understanding of organic chemistry to the solution of problems in both
theoretical and practical areas of the subject.
• Present scientific material and arguments clearly, logically and correctly, in writing and
orally.
• Be able to think about problems critically at the Biology/Chemistry interface
Personal and Key Skills
It is intended that on completion of the course, students will:
• Communicate effectively and clearly by verbal and written means.
• Know how to retrieve information from a variety of sources, including libraries, databases
and the www.
• Perform standard laboratory procedures for simple synthetic and analytical chemistry
• Operate basic laboratory instrumentation.
2
Technical Requirements
Laboratory Notebook
You must record everything during laboratory classes in a dedicated Notebook. The notebook
must have a hard cover, with pages that are properly bound (a Science Exercise Book with
graph paper/ruled pages interleaved is very suitable).
Contact Details
Unit web site (may include Web CT URL): http://Webct.uwa.edu.au/
Name of Unit coordinator: Associate Professor Emilio Ghisalberti
e-mail: [email protected]
Phone: 6488 3174
Fax: 6488 1005
Consultation hours: By appointment
Unit Structure Summary
Lectures
Three 1-hour lectures per week for 5 weeks
Laboratory sessions
One 3 hr laboratory class per week for 4 weeks Attendance is compulsory
Tutorials
One 1-hour tutorial per week. Questions designed to test material covered in lectures and
laboratory are discussed.
3
Topics
For details of times and venues of all teaching sessions please consult the most recent
version of the university timetable at http://www.timetable.uwa.edu.au/
Syllabus
1
Introduction to Biological Chemistry, cell structure and composition (Biochemistry)
Types of Organic Compounds (weeks 1 to 3)
2
3
4
5
6
7
8
9
10
The importance of carbon in biological compounds, classification of organic compounds,
functional groups.
Alkanes and cycloalkanes, shapes of molecules; structural, conformational, configurational
isomers.
Alkanes, general reaction types, free radical reactions.
Alkenes, structure, isomerism
Reactions of alkenes, hydration (fumaric to malic), isomerisation (visual sequence), terpenes;
aromatic compounds.
Alcohols, phenols and ethers; polarity, hydrogen bonding potential, biological oxidation of
alcohols (NAD+), dehydration, acidity of phenols.
Stereoisomerism, optical activity, enantiomers, diastereomers, stereospecificity, enzyme
reactions.
Aldehydes and ketones, hydrogen bonding, polarity, addition reactions (H +/H-; ROH, RSH,
RNH2), mines (cis-retinal, opsin).
Carboxylic acids, H-bonding, acidic properties (pKa), buffer solutions, esterification
Acyl group transfer reactions; Phosphate esters (ATP). Amines as bases; amides, hydrolysis
Cemistry of Bomolecules (weeks 4 and 5)
11
12
13
14
15
Carbohydrates, glucose, fructose, open chain-ring structures, acetals and ketals. Glycosides
Disaccharides, oligosaccharides, cellulose, starch, glycogen. Fats and lipids, fatty acids and
triglycerides
Hydrolysis of triglycerides; other neutral lipids (waxes, prostaglandins, fat soluble vitamins);
phospholipids; lipid bilayers
Amino acids, acid-base, titration; character of amide bonds, peptides
Primary, secondary structures of polypeptides; hydrolysis of peptides (comparison with
hydrolysis of carbohydrates and triglycerides).
References, Resources and Reading Materials
Recommended Text
Bettelheim, Brown and March: Introduction to General, Organic and Biochemistry, 6 th Edition
Handouts to supplement some topics in the textbook will be issued
The unit manual, supplied to all students who enrol in the unit, contains detailed laboratory
notes, worksheets, assignment instructions, and other supporting material.
Assessment Details
Assessed Work
% Mark
Laboratory component
20%
Final Exam
80%
Timing
1-hour section of a 3-hour exam
4
Plagiarism
The University of Western Australia takes very seriously the matter of academic misconduct
by students and has policies in place that define misconduct (including plagiarism) and the
penalties that apply. The consequences for misconduct can be severe, including exclusion
from the university.
All students are expected to make themselves aware of the definitions and policies relating to
academic misconduct, found at the websites below, and with any additional requirements or
stipulations that may be provided by individual unit co-ordinators.
http://www.secretariat.uwa.edu.au/__data/page/20839/StuMiscondInfo.rtf
http://www.teachingandlearning.uwa.edu.au/tl/academic_conduct
When you obtain authority to log in to the unit website, you will see an online module on
academic conduct which you are strongly advised to complete in your own time.
5