Molecular Diversity and Combinatorial Chemistry

Molecular Diversity and Combinatorial Chemistry

Principles and Applications

1st Edition - September 11, 2004

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  • Author: Michael Pirrung
  • Hardcover ISBN: 9780080444932

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The field of combinatorial chemistry has seen tremendous growth over the past decade, with a prominence that suggests it will have a continuing impact. Volume 24 in the Tetrahedron Organic Chemistry Series represents new approaches to solving problems in chemical reactivity and function. Molecular Diversity and Combinatorial Chemistry emphasises principles and exemplifies these with examples drawn from recent literature and thus is an excellent guide to the conceptual framework of the field. The textbook includes exercises and worked problems which can provide more independent learning experiences and can also be used by an instructor leading a class on this topic. This volume has been written with the advanced undergraduate and graduate student in mind.

Key Features

  • Concept-based
  • Includes exercises
  • Suitable for self-study


Advanced undergraduate students or graduate students

Table of Contents

  • Nature: The Original Combinatorial Chemist
    Biopolymers constitute natural libraries

    Selection and evolution

    The expression of genetic information

    Combinatorial assembly of antibody genes

    Molecular solutions to combinatorial problems

    Synthetic Peptide Libraries
    Solid-phase peptide synthesis

    Peptides on pins

    Other iterative deconvolution strategies

    Examples of split/couple/mix peptide libraries

    Positional scanning


    Supports, Linkers, and Reagents for Peptide


    PEG-grafted supports

    Coupling strategies

    Supports and Linkers for Small Molecule Synthesis
    New resins and linkers

    Ring-forming cleavage


    Encoded Combinatorial Chemistry
    Directed Sorting
    Unnatural Oligomers for Library Synthesis


    Peptidyl phosphonates


    Analytical Methods for Solid-phase Synthesis
    Product identification

    Gel-phase NMR

    High-resolution magic angle spinning NMR

    On-bead infrared spectroscopy

    Mass spectrometry

    Non-spectroscopic methods

    Supported Solution-phase Synthesis
    Polyethylene glycols


    Fluorous synthesis

    Solution-phase Parallel Synthesis
    Scavenging resins

    Ion-exchange resins

    Supported reagents

    Fluorous reagents

    Solid-phase extraction

    Gas-phase separation

    Multi-component Reactions
    Chemical Informatics, Diversity, and Library Design

    Representative flowchart for a library design

    Lipinski's Rules

    Nucleic Acid Microarrays
    Combinatorial Materials Chemistry
    Combinatorial Catalyst Discovery
    Peptides on Phage
    Applications of phage display

    Nucleic Acid Selection
    Complex Combinatorial and Solid-phase Synthesis



    The Big Picture

Product details

  • No. of pages: 188
  • Language: English
  • Copyright: © Elsevier Science 2004
  • Published: September 11, 2004
  • Imprint: Elsevier Science
  • Hardcover ISBN: 9780080444932

About the Author

Michael Pirrung

Michael Pirrung, Ph.D., was trained as a synthetic organic chemist at UT-Austin, UC-Berkeley, and Columbia University with eminent synthetic chemists Clayton Heathcock and Gilbert Stork. His independent career began in the 1980s at Stanford University and the biotech start-up company Affymax. In 1990, he joined Duke University where he founded and directed the Program in Biological Chemistry. In 2004, he joined the UC-Riverside Chemistry department as UC Presidential Chair, and in 2012 became Distinguished Professor. He has been a visiting professor at UC-Berkeley, Baylor College of Medicine, Oxford, UC-San Diego, UC-Irvine, and Caltech. He has trained over 100 graduate students and postdoctoral fellows. He has held Hertz, Sloan, and Guggenheim fellowships and a NSF Presidential Young Investigator Award. He has over 170 peer-reviewed publications, more than 40 US and international patents, and has authored six books. The scope of his research has been broad, including natural product total synthesis, photochemical methods development, mechanistic enzymology, rhodium carbenoid chemistry, microarrays, combinatorial chemistry, and medicinal chemistry. His current work emphasizes peptide chemistry. His microarray work has been particularly recognized, with the 1991 AAAS-Newcomb Cleveland Prize, the 1993 Intellectual Property Owners Distinguished Inventor Award, the 2004 Chemical Pioneer Award of the American Institute of Chemists, and the 2006 European Inventor of the Year (for small and medium-sized enterprises). His editorial board service includes Cell Chemical Biology and Journal of Combinatorial Chemistry. He has worked extensively with development-stage and Fortune 500 companies as a consultant or scientific advisory board member. He also has an active practice as an expert witness for litigation in nucleic acid diagnostics and generic drugs.

Affiliations and Expertise

University of California, Riverside, USA

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