Polymer Biocatalysis and Biomaterials II (Acs Symposium Series 999)

505 Pages·2008·32.8 MB·English

by  H. N. Cheng

Polymer Biocatalysis and
Biomaterials II

ACS SYMPOSIUM SERIES 999
Polymer Biocatalysis and
Biomaterials II
H. N. Cheng, Editor
Hercules Incorporated Research Center
Richard A. Gross, Editor
Polytechnic University

Sponsored by the
ACS Division of Polymer Chemistry, Inc.
American Chemical Society, Washington, DC
ISBN 978-0-8412-6970-5
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Foreword
The ACS Symposium Series was first published in 1974 to pro­
vide a mechanism for publishing symposia quickly in book form. The
purpose of the series is to publish timely, comprehensive books devel­
oped from ACS sponsored symposia based on current scientific re­
search. Occasionally, books are developed from symposia sponsored by
other organizations when the topic is of keen interest to the chemistry
audience.
Before agreeing to publish a book, the proposed table of con­
tents is reviewed for appropriate and comprehensive coverage and for
interest to the audience. Some papers may be excluded to better focus
the book; others may be added to provide comprehensiveness. When
appropriate, overview or introductory chapters are added. Drafts of
chapters are peer-reviewed prior to final acceptance or rejection, and
manuscripts are prepared in camera-ready format.
As a rule, only original research papers and original review
papers are included in the volumes. Verbatim reproductions of previ­
ously published papers are not accepted.
ACS Books Department
Table of Contents
Preface
H. N. Cheng and Richard A. Gross xi-xii

1 Polymer Biocatalysis and Biomaterials: Current Trends and Developments
H. N. Cheng and Richard A. Gross 1-20

Novel Biorelated Materials

2 Chemically Reactive Peptides for the Production of Electroactive Conjugates of
Specified Conformation and Side-Chain Placement
Manoj Charati, Onur Kas, Mary E. Galvin, and Kristi L. Kiick 22-36

3 Elastin-Based Protein Polymers
Peter James Baker, Jennifer S. Haghpanah, and Jin Kim Montclare 37-51

4 Bioartificial Polymer Matrices as Biomaterials with Enzymatically Controlled
Functional Properties
David Silvestri, Caterina Cristallini, and Niccoletta Barbani 52-75

5 Enzymatic Products from Modified Soybean Oil Containing Hydrazinoester
Atanu Biswas, R. L. Shogren, J. L. Willet, Sevim Z. Erhan, and H. N. Cheng 76-85

6 Reinforcement Effect of Soy Protein and Carbohydrates in Polymer Composites
L. Jong 86-108

Enzyme Immobilization and Assembly

7 Green Oxidation of Steroids in Nanoreactors Assembled from Laccase and Linear-
Dendritic Copolymers
Ivan Gitsov, Arsen Simonyan, Albert Krastanov, and Stuart Tanenbaum 110-128

8 Lipase Immobilization on Ultrafine Poly(acrylic acid)-Poly(vinyl alcohol) Hydrogel
Fibers
Lei Li and You-Lo Hsieh 129-143

9 Immobilized Porcine Pancreas Lipase for Polymer Synthesis
Feng He 144-154

10 Effects of Porous Polyacrylic Resin Parameters on Candida antarctica Lipase B
Adsorption, Distribution, and Polyester Synthesis Activity
Bo Chen, Elizabeth M. Miller, Lisa Miller, John J. Maikner, and Richard A. Gross
155-164
11 Immobilization of Candida antarctica Lipase B on Porous Polystyrene Resins:
Protein Distribution and Activity
Bo Chen, M. Elizabeth Miller, and Richard A. Gross 165-177
New Synthetic Approaches

12 Biocatalysis on Surfaces: A Microreview
Anil Mahapatro 180-193

13 Design and Synthesis of Biorelated Polymers by Combinatorial Bioengineering
Yoshihiro Ito, Hiroshi Abe, Akira Wada, and Mingzhe Liu 194-215

14 Chemoenzymatic Synthesis of Block Copolymers
Matthijs de Geus, Anja R. A. Palmans, Christopher J. Duxbury, Silvia Villarroya, Steven M.
Howdle, and Andreas Heise 216-229

15 Ring-Opening of ω-Substituted Lactones by Novozym 435: Selectivity Issues and
Application to Iterative Tandem Catalysis
Anja R. A. Palmans, Bart A. C. van As, Jeroen van Buijtenen, and E. W. Meijer 230-244

Polyesters and Polyamides

16 Enzymatic Degradation of Diol-Diacid Type Polyesters into Cyclic Oligomers and Its
Application for the Selective Chemical Recycling of PLLA-Based Polymer Blends
Asato Kondo, Satoko Sugihara, Kohei Okamoto, Yota Tsuneizumi, Kazunobu Toshima, and
Shuichi Matsumura 246-262

17 Cutinase: A Powerful Biocatalyst for Polyester Synthesis by Polycondensation of
Diols and Diacids and ROP of Lactones
Mo Hunsen, Abul Azim, Harald Mang, Sabine R. Wallner, Asa Ronkvist, Wenchun Xie, and
Richard A. Gross 263-274

18 "Sweet Polyesters": Lipase-Catalyzed Condensation-Polymerizations of Alditols
Jun Hu, Wei Gao, Ankur Kulshrestha, and Richard A. Gross 275-284

19 Candida antarctica Lipase B Catalyzed Synthesis of Poly(butylene succinate):
Shorter Chain Building Blocks Also Work
Himanshu Azim, Alex Dekhterman, Zhaozhong Jiang, and Richard A. Gross 285-293

20 Enzyme-Catalyzed Oligopeptide Synthesis: Rapid Regioselective Oligomerization of
L-Glutamic Acid Diethyl Ester Catalyzed by Papain
Geng Li, Alankar Vaidya, Wenchun Xie, Wei Gao, and Richard A. Gross 294-308

21 Enzyme-Catalyzed Polyamides and Their Derivatives
Qu-Ming Gu, W. W. Maslanka, and H. N. Cheng 309-319

Polysaccharides, Glycopolymers, and Sugars

22 Synthesis of Unnatural Hybrid Polysaccharides via Enzymatic Polymerization
Akira Makino and Shiro Kobayashi 322-341
23 Glycopolymers: The Future Antiadhesion Drugs
Yalong Zhang, Jinhua Wang, Chengfeng Xia, and Peng George Wang 342-361

24 Novel Materials Based on Enzymatically Synthesized Amylose and Amylopectin
Jeroen van der Vlist and Katja Loos 362-378

25 Sugar Based Polymers: Overviews and Recent Advances of Vinyl Sugars
Yutaka Tokiwa and Masaru Kitagawa 379-410

Silicone-Containing Materials

26 Synthetic Peptides Derived from the Diatom Cylindrotheca fusiformis: Kinetics of
Silica Formation and Morphological Characterization
Patrick W. Whitlock, Siddharth V. Patwardhan, Morley O. Stone, and Stephen J. Clarson
412-433

27 Enzymatic Dihydroxylation of Aryl Silanes
Wyatt C. Smith, Gregory M. Whited, Thomas H. Lane, Karl Sanford, and Joseph C.
McAuliffe 434-459

Indexes

Author Index 463-464

Subject Index 465-491

Color Figure Inserts CF1-CF2
Preface
Biocatalysis and biomaterials are dynamic areas of research that
have continued to attract a lot of attention. Developments in these areas
are largely fueled by demands for sustainable technologies, a desire to
decrease our dependence on petroleum, and commercial opportunities to
develop 'green' products. Publications and patents in these fields con­
tinue to grow as more people are involved in research and commercial
activities.
The purpose of this book is to bring together leading researchers
from different labs and different countries and publish their latest
findings. Because of the multidisciplinary nature of these fields, pub­
lications tend to be spread out over different journals. There is great
value in publishing a book with all relevant papers in one volume.
This book is based on an international symposium held at the
American Chemical Society (ACS) National Meeting in Boston,
Massachusetts on September 11-14, 2006. Many exciting new tech­
niques and findings were reported at that symposium. In addition, we
have also invited several leaders of the fields to write special reviews of
their ongoing work. It is our hope that this book will provide a good

representation of what is happening in the forefront of research in
polymer biocatalysis and biomaterials.
The book is targeted for scientists and engineers (chemists,
biochemists, chemical engineers, biochemical engineers, microbiolo­
gists, molecular biologists, and enzymologists) as well as for graduate
students who are engaged in research and developments in polymer
biocatalysis and biorelated materials. It can also be a useful reference
book for people who are interested in these topics.
We thank the authors for their contributions and their patience while
the manuscripts were being reviewed and revised. Thanks are also due to
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