Chitin, Chitosan, Oligosaccharides and Their Derivatives: Biological Activities and Applications
Chitin, Chitosan, Oligosaccharides and Their Derivatives: Biological Activities and Applications
Oligosaccharides
and Their Derivatives
Biological Activities
and Applications
Chitin, Chitosan,
Oligosaccharides
and Their Derivatives
Biological Activities
and Applications
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Edited by
Se-Kwon Kim
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Kim, Se-Kwon.
Chitin, chitosan, oligosaccharides and their derivatives : biological activities and applications /
Se-Kwon Kim.
p. ; cm.
Includes bibliographical references and index.
ISBN 978-1-4398-1603-5 (alk. paper)
1. Chitin. 2. Chitosan. I. Title.
[DNLM: 1. Chitin--analogs & derivatives. 2. Oligosaccharides. QU 83 K49c 2010]
QP702.C5K56 2010
573.774--dc22 2010014692
v
vi Contents
Chapter 12 The Use of Various Types of NMR and IR Spectroscopy for Structural
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Chapter 19 Effects of Chitin, Chitosan, and Their Derivatives on Human Hemostasis.............. 251
Se-Kwon Kim and Won-Kyo Jung
Contents vii
Chapter 24 Low Molecular Weight Water Soluble Chitosan with Free Amine Group
for Drug Delivery...................................................................................................... 325
Mi-Kyeong Jang and Jae-Woon Nah
Chapter 26 Chitosan-Conjugated DNA Nanoparticle Delivery Systems for Gene Therapy....... 357
R. Jayakumar, K. P. Chennazhi, S. V. Nair, Tetsuya Furuike, and Hiroshi Tamura
Chapter 28 Chitosan and Chitosan Derivatives as DNA and siRNA Carriers............................ 377
Hu-Lin Jiang, Yun-Jaie Choi, Myung-Haing Cho, and Chong-Su Cho
Chapter 31 Radiation Functionalization and Applications of Chitosan and Its Derivatives 415
Maolin Zhai, Long Zhao, Ling Huang, Ling Xu, Liyong Yuan, and Min Wang
Chapter 42 Enhancing Crop Production with Chitosan and Its Derivatives............................... 619
Nguyen Anh Dzung
Index............................................................................................................................................... 633
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Preface
With better appreciation of biopolymers derived from marine organisms, there has been increased
interest in their biomedical and industrial applications. Some such important molecules are chitin,
chitosan, oligosaccharides, and their derivatives, which have attracted significant interest in view
of their broad range of applications, including in the biomedical, agricultural, food science, and
technological fields, and in various industries. Chitin is a naturally abundant mucopolysaccharide,
and is the second-most abundant natural biopolymer after cellulose. Nature produces approximately
1011 tons of chitin annually worldwide as a by-product, and industrial use has been estimated at
10,000 tons annually. Chitosans are water-insoluble polymers, formed by the deacetylation of chi-
tins, and have important biological properties. In order to exploit the potential of these molecules
more fully and to increase their applications in diverse scientific areas, researchers transformed
these complex substances into low-molecular-weight oligosaccharides known as chitooligosaccha-
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rides (COSs). As in the case of amino acids, which are building blocks of proteins; less than 100
units of glucosamine get connected to form COSs, which have low viscosity and relatively small
molecular sizes [<118kDa, i.e., 100 180 (MW of the glucosamine)], which in turn make them
water soluble and readily absorbable in in vivo systems. A wide range of sources and technological
approaches for these biologically useful biopolymers have been identified, but the significance of
their diversity and the applicability of the different forms of these remarkable substances have yet
to be determined. A wealth of knowledge and diversity is continuously being added to the oceans,
which are the key sources for these natural substances as compared to terrestrial resources.
This book, Chitin, Chitosan, Oligosaccharides, and Their Derivatives: Biological Activities and
Applications, covers the key aspects of chitin, chitosan, oligosaccharides, and their derivatives,
namely, their properties, sources, production, and applications in the biological, biomedical, indus-
trial, and agricultural fields. Part I provides an overview of the sources and production of chitin and
chitosan derivatives; Part II describes their physical and chemical aspects; Part III discusses their
structural modifications for biomedical applications; Part IV deals with their biological activities, in
particular, antimicrobial, anti-inflammatory, antioxidant, antihypertensive, anticancer, and antidia-
betic activities; Part V describes their biomedical applications, including their possible applications
as drug, vaccine, and gene carriers; Part VI discusses their industrial applications; and, finally, Part
VII covers their agricultural applications. The chapters in each part are a good collection of com-
prehensive research on these polymers carried out by proficient scientists from around the world. In
addition, the preparation methodologies for these polymers have also been well depicted by various
contributors in their respective chapters. I am quite certain that the findings and latest information
presented in this book will be helpful for upcoming researchers to establish phenomenal research
from an intersection of multiple research areas.
I am grateful to all the chapter authors who have provided the state-of-the art contributions in
the field of chitin/chitosan; their relentless effort was the result of scientific attitude, drawn from the
past history in this field. I also thank the staff of Taylor & Francis Group and CRC Press for their
continual support, which was essential for the successful completion of this book. I hope that the
fundamental ideas presented in this book serve as potential research and development material for
the benefit of humankind.
Se-Kwon Kim
xi
Editor
Se-Kwon Kim is a professor in the Department of Chemistry and the director of the Marine
Bioprocess Research Center (MBPRC) at the Pukyong National University, Busan, South Korea.
He received his MSc and PhD from the same university and conducted his postdoctoral study
at the Laboratory of Marine Biochemical Engineering at the University of Illinois, Urbana-
Champaign, Illinois (19881989). Later, he became a visiting scientist at the Memorial University of
Newfoundland in Canada (19992000). Dr. Kim served as president of the Korean Society of Chitin
and Chitosan (19861990) and the Korean Society of Marine Biotechnology (20062007). He won
the best paper award from the American Oil Chemists Society in 2002. Prof. Kim was also the
chairman for the 7th Asia-Pacific Chitin and Chitosan Symposium, which was held in South Korea
in 2006. He is one of the board members of the International Society of Marine Biotechnology
(IMB) and the International Society for Nutraceuticals and Functional Foods (ISNFF). His major
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research interests are the investigation and development of bioactive substances derived from chitin,
chitosan, and their derivatives, and their application in marine bioprocessing and mass-production
technologies for the marine bio-industry. Furthermore, he extended his research fields to include
the development of bioactive materials from marine organisms for applications in oriental medi-
cine, cosmeceuticals, and nutraceuticals. To date, he has authored over 400 research papers and
holds 65 patents.
xiii
About the Book
Marine animals and plants have lots of pharmaceutical potential as they possess biologically impor-
tant molecules as compared with terrestrial organisms. Humans have studied the mechanism of
producing natural molecules and have taken advantage of these molecules by isolating them and
using them in various biotechnological, medical, as well as industrial applications. The basic con-
cept of this book is to draw attention to biopolymers such as chitin, chitosan, oligosaccharides, and
their derivatives, which have the most therapeutic value. Their forms, functions, and applications in
various fields like food science technology, biotechnology, medicine, and industries are also treated
in detail. Experimentally, it was seen that these substances were very active against various infec-
tious, inflammatory, oxidative, as well as carcinogenic factors, and, hence, could serve as the basis
for developing functional foods or drugs.
The first three parts in the book cover the sources, physical and chemical properties, and struc-
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tural modifications of chitin, chitosan, oligosaccharides, and their derivatives, including the iso-
lation and production of these molecules from different organisms. The various techniques and
technologies for chitin/chitosan studies have been well explained in a few of the chapters for a better
understanding of the potential of these molecules. The remaining four parts deal with the different
activities and applications of these molecules in biotechnology, medicine, agriculture, and industrial
applications.
This entire book was edited by leading experts in the field of natural biomaterials, and will be a
valuable reference source for researchers working in this field.
xv
Contributors
Abdul Bakrudeen Ali Ahmed Myung-Haing Cho
Department of Chemistry College of Veterinary Medicine
Marine Bioprocess Research Center Seoul National University
Pukyong National University Seoul, South Korea
Busan, South Korea
Yun-Jaie Choi
Chang-Bum Ahn Department of Agricultural Biotechnology
School of Food Technology and Nutrition Seoul National University
Chonnam National University Seoul, South Korea
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Crispin R. Dass
Yuezhen Bin
Department of Orthopaedics
Department of Polymer Material Science
University of Melbourne
Dalian University of Technology
Melbourne, Victoria, Australia
Dalian, China
and
Aurlie Bornet Department of Surgery
KitoZyme S.A. St. Vincents Hospital
Herstal, Belgium Melbourne, Victoria, Australia
K. P. Chennazhi
Dave E. Dunstan
Center for Nanosciences
Department of Chemical and Biomolecular
Amrita Institute of Medical Sciences and
Engineering
Research Centre
University of Melbourne
Amrita Vishwa Vidyapeetham University
Melbourne, Victoria, Australia
Kochi, Kerala, India
xvii
xviii Contributors
Chandra P. Sharma
Jae Kweon Park Division of Biosurface Technology
Department of Biotechnology and The Biomedical Technology Wing
Biomaterial Engineering Research Center Sree Chitra Tirunal Institute for Medical
The Catholic University of Korea Sciences and Technology
Bucheon, South Korea Thiruvananthapuram, Kerala, India
Contributors xxi
Faculty of Medicine
Department of Animal Science
University of Nis
Faculty of Agriculture
Nis, Serbia
University of Peradeniya
Peradeniya, Sri Lanka
P. N. Sudha
Department of Chemistry Suresh P. Vyas
Dhanabagiyam Krishnaswamy Mudaliar Drug Delivery Research Laboratory
College Department of Pharmaceutical Sciences
Thiruvalluvar University Dr Hari Singh Gour University
Vellore, Tamil Nadu, India Sagar, Madhya Pradesh, India
and
Ashutosh Tiwari
Department of Mechanical Engineering Liaoning Provincial Key Laboratory
University of Wisconsin-Milwaukee of Carbohydrates
Milwaukee, Wisconsin Dalian China
xxii Contributors
Peking University
Beijing, China