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Biocatalysis

Credits: 2 (The course is offered by Department of Chemistry, NTU)

Lecturer:

Prof. Ehud Keinan

Classroom:

Room 210, Department of Chemistry, NTU
台灣大學 化學系積學館210室

Class hour: Wednesday, 15:30-17:20

Time frame: 30 hours over 15 weeks.

Course Information:

This is an advanced organic chemistry course for graduate as well as undergraduate students having strong background in general organic chemistry and good background in organic synthesis and physical organic chemistry. The purpose of this course is not only to gain knowledge in biocatalysis and catalytic antibodies, but also to acquire creative thinking and basic skills in the preparation of original research proposals.

Evaluation:

The student will be requested to prepare a research proposal on an original topic focusing on a new antibody-catalyzed process, present it shortly in the class and submit it as a written project in a format of a research proposal.

Syllabus:

1. Introduction to enzyme catalysis:
  1. Historical milestones.
  2. Using enzymes in organic synthesis.
  3. General concepts in catalysis: transition state theory, Hammond postulate.
  4. Catalytic mechanisms: general acid catalysis, general base catalysis, electrostatic catalysis, metal-ion catalysis, covalent catalysis.
  5. Enzyme kinetics: Michaelis-Menten formalism.
  6. Enzyme inhibition: competitive, uncompetitive, noncompetitive, mixed inhibition.
  7. Common enzymes in organic synthesis: lipases, proteases, glycoside hydrolases, oxygenases

2. Catalytic antibodies

  1. Basic concepts of immunology: properties of the immune system, monoclonal antibodies, combinatorial libraries, hybridoma technology, ELISA, binding modes in biomolecules.
  2. The concept of monoclonal Catalytic Antibodies.
  3. Antibody catalyzed reactions: Ester and carbonate hydrolysis, Claisen rearrangement, beta elimination, syn-elimination, Kemp elimination, Diels-Alder reaction, porphyrin metallation, acetal hydrolysis, enol ether hydrolysis, epoxide hydrolysis, epoxidation, ketalization, photochemical reactions, aldol and retro-aldol reactions, alpha deuteration, cationic cyclizations.
  4. Total synthesis with catalytic antibodies: alpha multistriatin, frontalin, epothilones.
  5. Aldolase antibodies vs. natural aldolase enzymes.
  6. Reactive immunization.
  7. Catalytic activity in transgenic plants and Herbicide Resistant Plants.
  8. Heterologous Immunization
  9. In vitro immunization: phage display technology and antibody libraries.

 3. Molecularly imprinted polymers (MIPs)

  1. Separation of enantiomers with MIPs.
  2. Catalysis with MIPs.