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DOC/LP/01/28.02.02 LESSON PLAN LP- BT 6302 LP Rev. No: 00 Sub Code & Name: BT 6302 BIOORGANIC CHEMISTRY Unit: I Branch: BT Semester : V Date: 03/06/2014 Page 1 of 6 AIM: To enable the students To know in detail about the elements of atom, charges and their bonding rule. To understand the various kinetic properties and types of reaction mechanisms To understand the possible bio-organic reactions involved in biosynthesis UNIT-I: BONDING AND STEREOCHEMISTRY 9 Atoms Electrons and orbitals - Covalent Bonds - Octet rule - Polar covalant Bonds – Electronegativity formal charge - Resonance Acids and Bases - Arrhenius and Bronsted Lowry Theories - Acid Base equilbria - SP3 hybridization - Conformations analysis ethane, butane and cyclohexane - Cis- trans isomerism. Stereochem activity around the tetrahedral carbon – optical activity - Conformation of the peptide bond. OBJECTIVE: The objective of this unit is to impart the students the knowledge on bonds, Resonance, hybridization, isomerism and Stereochem activity. Session No Topics to be covered Time (min) 1) Atoms Electrons and orbitals 50 2) Covalent Bonds 50 Ref TB3(01-07) TB1(59-64) TB4(004-005, 007-008) TB3(008) Teaching Method Smart class & BB Smart class & BB TB3(007) Octet rule Polar covalant Bonds 3) Electronegativity 50 TB1(015-018) TB1(015-018) 50 TB4(006) TB4(015-019) TB1(009-013) formal charge 4) Resonance Acids and Bases Smart class & BB Smart class & BB TB4(031-032) Arrhenius and Bronsted Lowry Theories 5) Acid Base equilbria 50 SP3 hybridization 6) Conformations analysis ethane, 50 7) Cis- trans isomerism 50 8) Stereochem activity around the 50 50 Conformation of the peptide bond TB4(070,090-096) TB1(129-146) TB4(087-088) TB1(247-248) tetrahedral carbon optical activity Smart class & BB TB4(008-010) butane and cyclohexane 9) TB4(031-032) TB1(076), RF1(41, 52,68, 180, 210, 628) RF1(039, 046-047, 025026) Smart class & BB Smart class & BB Smart class & BB Smart class & BB DOC/LP/01/28.02.02 LESSON PLAN LP- BT 6302 LP Rev. No: 00 Sub Code & Name: BT 6302 Date: 03/06/2014 BIOORGANIC CHEMISTRY Unit: II Branch: BT Semester : V Page 2 of 6 UNIT II: MECHANISMS OF SUBSTITUTION AND ADDITION REACTIONS 9 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 esterhydrolysis of amides. Ester enolates – claisen .condensation – Michael condensation. Objective: The objective of this unit is to give deeper knowledge on nucleophiles, Saponification and condensation reactions. Session No 1) Topics to be covered SN1 and SN2 reactions on tetrahedral carbon Time (min) 50 Ref TB4(365-373) TB4(129,370) nucleophiles 2) 4) 5) 6) 7) 8) nucleophilic addition on Acetals and ketals Aldehyde and ketone groups reactions of carbonyl group with amines acid catalyzed ester hydrolysis Saponification of an esterhydrolysis of amides Ester enolates Method Smart class & BB Smart class & BB 50 TB1(586, 419-420, 298300) TB4(36, 597, 750) 50 TB3(489-490) 50 TB3(485) 50 TB4(637) 50 Class notes 50 TB1(398-406) Smart class & BB Smart class & BB 50 TB1(436-437) Smart class & mechanism steric effects 3) Teaching Smart class & BB Smart class & BB Smart class & BB TB4(680) claisen .condensation 9) 50 Michael condensation TB3(600) BB Smart class & BB DOC/LP/01/28.02.02 LESSON PLAN LP- BT 6302 Sub Code & Name: BT 6302 BIOORGANIC CHEMISTRY Unit: III Branch: BT Semester : V LP Rev. No: 00 Date: 03/06/2014 Page 3 of 6 UNIT III: KINETICS AND MECHANISM 9 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. Objective: The objective of this unit is to educate the students on Kinetics, Transition states, Microscopic reversibility, Arrhenius and Eyring equation. Session Topics to be covered Time Ref (min) No Teaching Method 1) Kinetic method 50 Class notes Smart class & BB 2) Rate law and mechanism 50 TB1(192-197) Smart class & BB 3) Transition states 50 TB1(200-204) Smart class & BB 4) Intermediates – Trapping of 50 TB1 (197-200) Smart class & BB intermediates 5) Microscopic reversibility 50 TB1(200-203) Smart class & BB 6) Kinetic and thermodynamic 50 TB1(215-217) Smart class & BB 50 TB1(225-228) Smart class & BB 50 TB1(222-225) Smart class & BB the Arrhenius equation Eyring 50 TB1(187-192) Smart class & BB reversibility 7) Isotopes for detecting intermediates 8) Primary and secondary isotopes 9) equation - ΔG, ΔS, ΔH, Thermodynamics of coupled reactions DOC/LP/01/28.02.02 LESSON PLAN LP- BT 6302 Sub Code & Name: BT 6302 BIOORGANIC CHEMISTRY Unit: IV Branch: BT Semester : V UNIT IV: CATALYSIS LP Rev. No: 00 Date: 03/06/2014 Page 4 of 6 9 Reactivity – Coenzymes – Proton transfer – metal ions – Intra molecular reactions – Covalent catalysis – Catalysis by organized aggregates and phases. Inclusion Complexation Objective: The objective of this unit is to enrich the students on catalysis of metal ion, covalent and Inclusion Complexation. Session Topics to be covered No Time Ref Teaching Method (min) 1) Reactivity 50 Class notes Smart class & BB 2) Coenzymes 50 RF1(482-485) Smart class & BB 3) Proton transfer 50 RF1(290-291) Smart class & BB 4) metal ions 50 RF1(388-390) Smart class & BB 5) Intra molecular reactions 50 Smart class & BB 6) Covalent catalysis 50 RF1 (166167,177) RF1(163-166) 7) Catalysis by organized aggregates 50 Class notes Smart class & BB 8) Catalysis by organized phases 50 Class notes Smart class & BB 9) Inclusion Complexation 50 RF1(345,443) Smart class & BB Smart class & BB DOC/LP/01/28.02.02 LESSON PLAN LP- BT 6302 Sub Code & Name: BT 6302 BIOORGANIC CHEMISTRY Unit: V Branch: BT Semester : V UNIT V: BIOORGANIC REACTIONS LP Rev. No: 00 Date: 03/06/2014 Page 5 of 6 9 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 Murrlfield state peptide synthesis – Sanger method for peptide and DNA sequencing. Objective: The objective of this unit is to saturate the students with various bioorganic reactions and sequencing methods. Session No 1) 2) 3) 4) Topics to be covered Timing of Bond formation and fission Acyl group transfer C-C bond formation and fission Catalysis of proton transfer reactions Time (min) Ref Teaching Method 50 Class notes, RF1(126-127) Smart class & BB 50 Class notes Smart class & BB 50 50 RF1(126-127) Class notes Smart class & BB Smart class & BB 5) Transfer of hydride ion 50 RF1(174,176) Smart class & BB 6) Alkyl group Transfer 50 Class notes Smart class & BB Terpene biosynthesis 7) TB3(608-612) 50 TB3(599-600) Murrlfield state peptide TB4(979-980) synthesis RF1(033) Smart class & BB 8) 9) Sanger method for peptide sequencing Sanger method for DNA sequencing 50 50 TB4(981) Class notes Smart class & BB Smart class & BB DOC/LP/01/28.02.02 Course delivery plan: WEEK 1 2 3 4 1 UNITS 5 6 7 2 8 3 9 10 11 12 13 4 14 15 5 Prepared by Approved by Sathish. N Prof. Sulochana somasundaram Asst. Professor Professor 03/06/2014 03/06/2014 Signature Name Designation Date Text Books: 1. Carey, Francis A.” Organic Chemistry”. 7th Edition, Tata MCGraw Hill, 2009. 2. Page, M.I. and Andrew Williams “Organic and Bio-organic Mechanisms”. Pearson, 2010. 3. A text book of organic chemistry Bansal, Raj k. Wiley eastern chemistry(organic), 1986 4. Organic Chemistry Mehta, Bhupinder; Mehta, Manju Prentice-Hall of India, 2005 REFERENCES 1. Dugas, Hermann “ Bioorganic Chemistry : A Chemical Approach to Enzyme Action” 3rd Edition, Springer, 2003.