BT3201 Bioorganic Chemistry Syllabus:

BT3201 Bioorganic Chemistry Syllabus – Anna University Regulation 2021

COURSE OBJECTIVES

 Enable the students to understand the basics concepts of chemical reactions
 Make students understand the kinetics and its reaction mechanism.

UNIT I BONDING AND STEREOCHEMISTRY

Atoms Electrons and orbitals – Covalent Bonds – Octet rule – Polar covalent Bonds – Electronegativity- formal charge – Resonance Acids and Bases – Arrhenius and Bronsted Lowry Theories – Acid Base equilibria – SP3 hybridization – Conformation analysis ethane, butane and cyclohexane – Cis- trans isomerism. Stereochemical activity around the tetrahedral carbon – optical activity – Conformation of the peptide bond.

UNIT II MECHANISMS OF SUBSTITUTION AND ADDITION REACTIONS

SN1 and SN2 reactions on tetrahedral carbon- nucleophiles- mechanism steric effects – nucleophilic addition on Acetals and ketals -Aldehyde and ketone groups – reactions of carbonyl group with amines- acid catalyzed ester hydrolysis – Saponification of an ester- hydrolysis of amides. Ester enolates – claisen condensation – Michael condensation.

UNIT III KINETICS AND MECHANISM

Kinetic method – Rate law and mechanism – Transition states- Intermediates – Trapping of intermediates – Microscopic reversibility – Kinetic and thermodynamic reversibility – Isotopes for detecting intermediates. Primary and secondary isotopes – the Arrhenius equation Eyring equation – ΔG, ΔS, ΔH, Thermodynamics of coupled reactions.

UNIT IV CATALYSIS

Reactivity – Coenzymes – Proton transfer – metal ions – Intra molecular reactions – Covalent catalysis – Catalysis by organized aggregates and phases. Inclusion complexation

UNIT V BIOORGANIC REACTIONS

Timing of Bond formation and fission – Acyl group transfer – C-C bond formation and fission – Catalysis of proton transfer reactions – Transfer of hydride ion – Alkyl group. Transfer – Terpene biosynthesis – Merrifield state peptide synthesis – Sanger method for peptide and DNA sequencing

TOTAL: 45 PERIODS

COURSE OUTCOMES:

At the end of the course the students will be able to
CO1 : bonding and stereochemistry
CO2 : mechanisms of substitution and addition reactions
CO3 : Thermodynamics, kinetics and mechanism
CO4 : Catalysis
CO5 : Bioorganic reactions and mechanisms

TEXT BOOKS:

1. Carey, Francis A.” Organic Chemistry”. VIIth Edition, Tata McGraw Hill, 2009.
2. Page, M.I. and Andrew Williams “Organic and Bio-organic Mechanisms”. Pearson, 2010.

REFERENCES:

1. Dugas, Hermann “Bioorganic Chemistry: A Chemical Approach to Enzyme Action” 3rd Edition, Springer, 2003