Secondary Metabolites

Module titleSecondary Metabolites
Module codeBIO3090
Academic year2018/9
Credits15
Module staff

Dr Alison Hill (Convenor)

Duration: Term123
Duration: Weeks

11

Number students taking module (anticipated)

60

Description - summary of the module content

Module description

In this module, you will learn about how microorganisms make structurally complex metabolites, such as nicotine, the antibacterial drug erythromycin and cholesterol, from simple basic building blocks. We will explore the pathways that are used to build up these molecules and the enzymes that catalyse the reactions. We will also discuss the shikimic acid pathway and advanced methods for investigating biosynthetic pathways. The structure and chemistry of the primary metabolites, amino acids and monosaccharides will also be examined and you will gain an understanding of their typical reactions and how they are used in synthesis.

Module aims - intentions of the module

This module aims to study the applications of organic compounds in the natural world with particular reference to biological systems. It further aims to rationalise the properties and reactivity of the principal classes of natural products and to demonstrate the fundamental chemistry behind biochemical reactions in biosynthetic pathways.

Intended Learning Outcomes (ILOs)

ILO: Module-specific skills

On successfully completing the module you will be able to...

  • 1. Recognise and draw complex natural products and biomolecules in three dimensions
  • 2. Summarise and critically evaluate the organic aspects of chemical processes important in biology
  • 3. Illustrate and critically discuss the structure and function of important biomolecules
  • 4. Discuss the chemical reactivity and physical properties of important biomolecules

ILO: Discipline-specific skills

On successfully completing the module you will be able to...

  • 5. Evaluate in detail approaches to our understanding of chemical biology with reference to primary literature, reviews and research articles
  • 6. Analyse in detail essential facts and theory in a sub-discipline of the biosciences
  • 7. Analyse and evaluate independently a range of research-informed literature and synthesise research-informed examples from the literature into written work
  • 8. With limited guidance, deploy established techniques of analysis and enquiry within the biosciences

ILO: Personal and key skills

On successfully completing the module you will be able to...

  • 9. Communicate effectively arguments, evidence and conclusions using written and oral means in a manner appropriate to the intended audience
  • 10. Devise and sustain, with little guidance, a logical and reasoned argument with sound, convincing conclusions
  • 11. Analyse and evaluate appropriate data with very limited guidance

Syllabus plan

Syllabus plan

Interaction of functional groups to produce molecules with unusual reactivity is exemplified by the fatty acid-derived metabolites (leuokotrienes and prostaglandins), the amino-acids (acid-base properties, peptides and hormones), the carbohydrates (acetals, hemi-acetals and mutarotation, stereochemistry both configurational and conformational), certain heterocyclic bases, terpenes and organyl phosphates.

Description of natural product biosynthetic pathways based on acetate, amino-acids and mevalonate and how they are investigated using labelled compounds

Comparison of biochemical reactions with the basic organic chemistry covered in previous modules.

Learning and teaching

Learning activities and teaching methods (given in hours of study time)

Scheduled Learning and Teaching ActivitiesGuided independent studyPlacement / study abroad
201300

Details of learning activities and teaching methods

CategoryHours of study timeDescription
Scheduled Learning and Teaching14Lectures
Scheduled Learning and Teaching4Small group tutorials
Scheduled Learning and Teaching1Journal club
Scheduled Learning and Teaching1Revision tutorial
Guided Independent Study78Guided reading of literature, literature research and revision
Guided Independent Study20Problem-based learning
Guided Independent Study30Exam revision
Guided Independent Study2Journal club preparation

Assessment

Formative assessment

Form of assessmentSize of the assessment (eg length / duration)ILOs assessedFeedback method
Small group tutorials4 x 1 hourAllOral
Journal club1 x 1 hour4-11Oral

Summative assessment (% of credit)

CourseworkWritten examsPractical exams
40600

Details of summative assessment

Form of assessment% of creditSize of the assessment (eg length / duration)ILOs assessedFeedback method
Problem and essay-based examination602 hoursAllWritten on request
Problem sheet 1254.5 hours1-5, 7-9, 11Written and model answers
Problem sheet 2153 hours1-5, 7-9, 11Written and model answers

Re-assessment

Details of re-assessment (where required by referral or deferral)

Original form of assessmentForm of re-assessmentILOs re-assessedTimescale for re-assessment
Problem and essay-based examinationProblem and essay-based examinationAllAugust Ref/Def
Problem sheet 1Problem and essay-based examinationAllAugust Ref/Def
Problem sheet 2Problem and essay-based examinationAllAugust Ref/Def

Re-assessment notes

Deferral – if you miss an assessment for certificated reasons judged acceptable by the Mitigation Committee, you will normally be either deferred in the assessment or an extension may be granted. The mark given for a re-assessment taken as a result of deferral will not be capped and will be treated as it would be if it were your first attempt at the assessment.

Referral – if you have failed the module overall (i.e. a final overall module mark of less than 40%) you will be required to sit a further examination. The mark given for a re-assessment taken as a result of referral will count for 100% of the final mark and will be capped at 40%.

Resources

Indicative learning resources - Basic reading

  • Clayden J., Greeves N., Warren S. and Wothers P., Organic Chemistry, Oxford University Press, 2001, ISBN 0-19-850346-6
  • Mann J., Chemical Aspects of Biosynthesis, Oxford Primer, Oxford University Press, 1994, ISBN 0-19- 855676-4
  • Dewick, PM, Medicinal Natural Products – A Biosynthetic Approach, Wiley-Blackwell, 2009, ISBN 0470741678
  • J. H. Jones, Amino acids and Peptide Synthesis, Oxford Primer, Oxford University Press, 2002 ISBN 0-19-925738-8
  • B. G. Davis and A. J. Fairbanks, Carbohydrate Chemistry, Oxford Primer, Oxford University Press, 2002 ISBN 0-19-855833-3

Indicative learning resources - Web based and electronic resources

Module has an active ELE page

Key words search

Microorganisms, amino acids, monosaccharides, biosynthesis, secondary metabolism, polyketides, terpenes, shikimate

Credit value15
Module ECTS

7.5

Module pre-requisites

BIO2085 Structure and Reactivity of Organic Compounds II

Module co-requisites

None

NQF level (module)

6

Available as distance learning?

No

Origin date

07/02/2014

Last revision date

09/03/2018