The book deals with polar effects in carbohydrates and how these effects control the stereochemistry of carbohydrate reactions. This is important for understanding the mechanisms of certain carbohydrate reactions, including enzymatic reactions such as glycosidases, a very important group of enzymes in living matter. It is also very useful for synthetic carbohydrate chemists who would like to synthesize stereoselectively certain classes of carbohydrates. This book will be a very important source of information for practicing synthetic carbohydrate chemists. The book will also be helpful for organic chemists, or for those studying glycobiology.

The study of functional glycomics requires the continuous development of rapid and sensitive methods for the identification of glycan structures and integration to structure-function relationships. In Functional Glycomics: Methods and Protocols, a panel of world-renowned experts provide new developments and emerging glycomics techniques in the form of detailed protocols exploring the fundamental challenges and most cutting-edge novel applications. Written in the highly successful Methods in Molecular Biology (TM) series format, chapters in this volume present brief introductions to their respective topics, lists of the necessary materials and reagents, step-by-step, readily reproducible laboratory protocols, and notes sections, highlighting key tips on troubleshooting and avoiding known pitfalls. Authoritative and easy to use, Functional Glycomics: Methods and Protocols serves as an ideal reference for scientists working in biochemistry, molecular biology, cell biology, immunology, microbiology, and virology and a guide to appropriate techniques and the design of achievable research plans in this vital field.

Glycosyltransferases (GTs) are essential for the biosynthesis of complex glycoconjugates and are powerful tools to study the functions of complex glycans in health, development and disease. Complex glycoconjugates, such as glycoproteins, proteoglycans and glycolipids, are assembled by GTs which synthesize specific linkages between sugars or sugars and protein. This is in contrast to the non-specific or less specific chemical glycation reactions, transglycosylation and reverse glycosylation reactions. Glycosyltransferases: Methods and Protocols contains a wide range of studies, methods and protocols which form a solid basis for investigations of the role and mechanisms, biology and pathology involving GTs. Written in the successful Methods in Molecular Biology (TM) series format, chapters include introductions to their respective topics, lists of the necessary materials and reagents, step-by-step, readily reproducible protocols, and notes on troubleshooting and avoiding known pitfalls. Authoritative and easily accessible, Glycosyltransferases: Methods and Protocols is a vital contribution to glycobiology and glycopathology, and to applications of these enzymes in biotechnology and drug development. It will prove invaluable to students, postdoctoral fellows, and senior scientists carrying on research of GTs that has been intensified over the last years.

Medicinal chemistry is both science and art. The science of medicinal chemistry offers mankind one of its best hopes for improving the quality of life. The art of medicinal chemistry continues to challenge its practitioners with the need for both intuition and experience to discover new drugs. Hence sharing the experience of drug research is uniquely beneficial to the field of medicinal chemistry. Drug research requires interdisciplinary team-work at the interface between chemistry, biology and medicine. Therefore, the topic-related series Topics in Medicinal Chemistry covers all relevant aspects of drug research, e.g. pathobiochemistry of diseases, identification and validation of (emerging) drug targets, structural biology, drugability of targets, drug design approaches, chemogenomics, synthetic chemistry including combinatorial methods, bioorganic chemistry, natural compounds, high-throughput screening, pharmacological in vitro and in vivo investigations, drug-receptor interactions on the molecular level, structure-activity relationships, drug absorption, distribution, metabolism, elimination, toxicology and pharmacogenomics. In general, special volumes are edited by well known guest editors.

This thesis presents a general approach to accessing nitrogen-substituted hetero- and carbocycles. In short, the annulation reactions developed in the thesis make it possible to access nitrogen-substituted four-, five- and six-membered rings, all essential building blocks for the synthesis of bioactive molecules. Many natural products display a saturated polycyclic core allowing a well-defined arrangement of functional groups in space. As such, they can interact with biological targets with a high degree of affinity and selectivity, surpassing many synthetic drugs. Nevertheless, the efficient synthesis of such complex ring systems poses a challenge for organic chemistry. Through careful tuning of the electronic properties of a nitrogen donor group and a diester acceptor group, the first [3+2] annulation reaction between aminocyclopropanes and enol ethers or carbonyl compounds is now possible. The reaction proceeded under mild catalytic conditions, and the building blocks obtained can be found at the core of bioactive alkaloids, drugs such as Ramipril and biomolecules such as DNA and RNA. Thanks to the dynamic kinetic asymmetric annulation of aminocyclopropanes with enol ethers and aldehydes, access to enantioenriched compounds is also now possible. Lastly, a synthesis of donor-acceptor aminocyclobutanes via [2+2] cycloaddition using a cheap iron catalyst was developed, allowing them to be used in [4+2] annulations to access cyclohexylamines.

This SpringerBrief focuses on clinical nutrition research, particularly on the effects of slowly absorbed carbohydrates on postprandial glucose metabolism in type 2 diabetes. Slowlyabsorbed carbohydrates will cause gradual increases in blood glucose and insulin levels, and may therefore be effective as part of a treatment strategy for glycemic control and reduction of cardiovascular complications in type 2 diabetes.

Renowned experts give all essential aspects of the techniques and applications of graft copolymers based on polysaccharides. Polysaccharides are the most abundant natural organic materials and polysaccharide based graft copolymers are of great importance and widely used in various fields. Natural polysaccharides have recently received more attention due to their advantages over synthetic polymers by being non-toxic, biodegradable and available at low cost. Modification of polysaccharides through graft copolymerization improves the properties of polysaccharides. Grafting is known to improve the characteristic properties of the backbones. Such properties include water repellency, thermal stability, flame resistance, dye-ability and resistance towards acid-base attack and abrasion. Polysaccharides and their graft copolymers find extensive applications in diversified fields. Applications of modified polysaccharides include drug delivery devices, controlled release of fungicides, selective water absorption from oil-water emulsions, purification of water etc.

This book provides a first comprehensive summary of acylation methods in a very practical manner. The coverage includes new developments not yet summarized in book form, and reviews spectroscopic methods, in particular FTIR- and NMR spectroscopy including two dimensional methods.

Simple carbohydrates, complex oligosaccharides and polysaccharides all belong to a class of ubiquitous (macro)molecules that exhibit a wide range of biological functions, and the recent advent of enhanced enzymatic, chemical and analytical tools used to study these sugars has inaugurated a genuine explosion in the field of glycomics. Specifically, it has led to a deeper understanding of how specific sugar structures modulate cellular phenotypes, and that breakthrough has led to the discovery of new pharmaceuticals for the treatment of many serious diseases, such as cancer. The subsequent rapid expansion of this research holds high promise for future therapeutic regimens, and capillary electrophoresis (CE) refers to the range of related separation techniques that are integral to this vital research. CE uses narrow-bore fused-silica capillaries to separate a complex array of large and small molecules, and Capillary Electrophoresis of Carbohydrates offers a comprehensive look at the latest breakthroughs and improvements in CE and CE techniques applied to monosaccharides up to complex oligosaccharides and polysaccharides. It begins with an overview of the application of CE and CE- mass spectrometric in the analysis of simple carbohydrates without any previous derivatization step before discussing various detection techniques such as spectrophotometric detection, electrochemical detection and other less common techniques. It then covers in detail an array of related topics and numerous applications. It is an essential text for anyone exploring the myriad possibilities of this rapidly expanding field.

bacterial carbohydrate recognition are conveyed, covering Gram-positive as well as Gram-negative bacteria, in Chapter 4 Streptococci and Staphylococci, and in Chapter 5, carbohydrate binding specificities of Helicobacter pylori. In Chapter 6, "Bitter sweetness of complexity," the collected reflections on mic- bial adhesion are expanded by a perspective on a broader impact of glycosylation on cellular adhesion, motility and regulatory processes, paralleling the complexity of N-glycan structures on cell surfaces. It highlights particularly how structural details of N-glycans have been causally related to pathological scenarios, with a focus on ?(1,6)-N-acetylglucosaminyltransferase. In the final chapter, biofilm formation is reviewed, covering knowledge about structure and biosynthesis of polysaccharide intercellular adhesins (PIAs) which are central to biofilm formation. This comprehensive chapter explains all PIA-related principles of medical device-associated infections. It is our hope, that this collection of expert articles, ranging from structural ch- istry and structural biology to biochemistry and medicine, will be a stimulation and motivation for our colleagues in the life sciences. At the same time, we hope that these reflections on microbial adhesion will awake interest in and promote und- standing of the complex processes associated with the glycocalyx and the multif- eted interactions between the host cell and its "guest," as well as the biological consequences resulting from this mutual interplay.

The bacterial lipopolysaccharide also known as endotoxin is exhaustively covered in the present work. Central emphasis is placed upon the fine chemical structure of the lipopolysaccharide and its significance for understanding their activity and function. In particular, the role it plays in the interaction of bacteria with other biological systems is examined. New aspects of their physicochemical biology are introduced and updates to the current knowledge concerning the lipopolysaccharide are provided. This important class of biomolecules has recently attracted the attention of many investigators, in particular for understanding its involvement in innate immunity, toll-like receptor recognition and intracellular signaling.

This brief presents a valuable and concise overview of organocatalytic methodologies in carbohydrate chemistry. It includes glycosylation processes with de novo syntheses of carbohydrates and chain elongation of carbohydrates. The author, an academic of international distinction, goes on to make comparisons between traditional organic and metalorganic transformations.

Ice Cream, 7th Edition focuses on the science and technology of frozen dessert production and quality. It explores the entire scope of the ice cream and frozen dessert industry, from the chemical, physical, engineering and biological principles of the production process to the distribution of the finished product. It is intended for industry personnel from large to small scale processors and suppliers to the industry and for teachers and students in dairy or food science or related disciplines. While it is technical in scope, it also covers much practical knowledge useful to anyone with an interest in frozen dessert production. World-wide production and consumption data, global regulations and, as appropriate, both SI and US units are provided, so as to ensure its relevance to the global frozen dessert industry. This edition has been completely revised from the previous edition, updating technical information on ingredients and equipment and providing the latest research results. Two new chapters on ice cream structure and shelf-life have been added, and much material has been rearranged to improve its presentation. Outstanding in its breadth, depth and coherence, Ice Cream, 7th Edition continues its long tradition as the definitive and authoritative resource for ice cream and frozen dessert producers.

Cell surface molecules are critically important in regulating cell structure and function. Recent advances on the functional role of cell surface molecules, particularly glycoconjugates are presented in this book. Comprising of 22 chapters from the 2011 International Symposium on Biochemical Roles of Eukaryotic Cell Surface Macromolecules, it covers topics on the analysis of glycome, biophysical approaches to study cell surface molecules, glycoconjugate metabolism and its dysregulation, and molecular mechanisms involved in cell-cell and cell-matrix interaction.

Carbohydrate antigens on glycoconjugates of mammalian cells play crucial roles in various biological processes and are epitopes recognized by the immune system, as glycobiology has hugely been progressed during the past two decades. The book focuses on sialic acid-based xenoantigenes. In pig to human xenotransplantation, exposure of pig organs to human blood results in hyper acute rejection (HAR), caused by differences in carbohydrate epitopes between human and pig vascular endothelia. Although Gal-antigen as major antigen was eliminated, the remaining non-Gal antigens are considered to be xenoantigens. Sialosyl-Tn or Hanganutziu-Deicher (HD), are non-Gal antigens specific to natural antibodies in human. To overcome rejection responses such as HAR, studies of genes involved in carbohydrate antigens, causing xenoantigenicity, are necessary. Knowledge of pig glycosyltransferases are also useful to apply to xenoantigen masking or identification of the xenoantigenic sialylglycan(s). In the first chapter the screening for pig glycosyltransferase genes for xenoantigens is presented. In the chapter II to IV the cloning, characterization, and investigation of the regulatory mechanism of the pig CMAH gene in NeuGc biosynthesis is shown. Lastly, the effects of an alteration of pig glycosylation patterns on human serum-mediated cytotoxicity, caused by human sialyltransferases including hST6GalNAc IV is presented.

More than just coincidence connects a Tate & Lyle lawsuit and artificial sweetener to Jamaican-born Chemist Bert Fraser-Reid. From his first experience of Chemistry through his diabetic father, to his determination and drive as a Chemistry student in Canada, Fraser-Reid weaves a remarkable tale integrating science, law and autobiographical anecdotes. This book arises from the lawsuit brought by Tate & Lyle against companies accused of infringing its patents for sucralose, the sweet ingredient in the artificial sweetener SPLENDA which is made by chlorinating sugar. From a 1958 undergraduate intern witnessing the pioneering experiments on sugar chlorination, to being the 1991 recipient of the world's premiere prize for carbohydrate chemistry, Fraser-Reid was groomed for his role as expert witness in the mentioned lawsuit. Nevertheless, it seems more than his career links Fraser-Reid to the case.

Systematic investigations of the structure, mechanics, and dynamics of biological surfaces help us understand more about biological processes taking place at cell and bacteria surfaces. Presented here is a study of the role membrane-bound saccharides play in the modulation of interactions between cells/bacteria and their environments. In this thesis, membrane structures were probed perpendicular and parallel to the surface, and sophisticated planar models of biomembranes composed of glycolipids of various structural complexities were designed. Furthermore, specular and off-specular X-ray and neutron scattering experiments were carried out. This research has led to the development of several new methods for extracting information on the structure and mechanics of saccharide-rendered biomembranes from the measured scattering signals. In fact, more is now known about the influence of the saccharide structure. These results demonstrate that the study of planar model systems with X-ray and neutron scattering techniques can provide comprehensive insight into the structure and mechanics of complex biological surfaces.

Knoevenagel Reaction of Unprotected Sugars, By M.-C. Scherrmann; Carbohydrate-Based Lactones: Synthesis and Applications, By N. M. Xavier, A. P. Rauter, and Y. Queneau; Heterogeneously-Catalyzed Conversion of Carbohydrates, By K. De Oliveira Vigier and F. Jerome; Palladium-Catalyzed Telomerization of Butadiene with Polyols: From Mono to Polysaccharides, By S. Bouquillon, J. Muzart, C. Pinel, and F. Rataboul; Monosaccharides, By J.A. Galbis and M.G. Garcia-Martin; Natural Sources, By L. Weignerova and V. K en; Synthesis and Applications of Ionic Liquids Derived from Natural Sugars; By C. Chiappe, A. Marra, and A. Mele"

This volume represents the first attempt to present in one place the clinical syndromes and the pathophysiologic basis for the "resistance states" to each of the classes of steroid hormones. Glucocorticoids, mineralocorticoids, androgens, estrogens, progesterone and vitamin D have widely diverse roles ranging from the control of homeostasis to reproduction and bone formation. They are similar in that they share a chemical structure and that their action is in the cell nucleus where they induce transcription of specific genes leading to synthesis of function-specific proteins. Clinical syndromes of steroid hormone resistance to androgens (complete and partial testicular feminization), aldosterone (pseudo hypoaldosteronism) and vitamin D (vitamin D-dependent rickets type II) have been known for many years. Progesterone and glucocorticoid resistance syndromes have been described only recently. Resistance to estrogens has not been reported in man or in animals. It is hoped that a detailed reexamination of what is known about each of these conditions at the clinical and molecular levels will enhance our understanding of the function of these hormones and their mechanisms of action. New insight and research initiatives should result. G.P. Chrousos D.L. Loriaus M.B. Lipsett vii ACKNOWLEDGMENTS The contents of this volume are based in part on the proceedings of an International Conference held in Bethesda in the summer of 1984. This conference was sponsored by the National Institute of Child Health and Human Development, Bethesda, Maryland."

Over the past five years, the immense financial pressure on the development and manufacturing of biopharmaceuticals has resulted in the increasing use and acce- ance of disposables, which are discarded after harvest and therefore intended only for single use. In fact, such disposables are implemented in all the main bioprocess production stages today and an even higher growth than those in the biopharmac- tical market is predicted (reaching double figures). Alongside disposable filter capsules, membrane chromatography units, tubing, connectors, flexible containers processing or containing fluids, freezer systems, mixers and pumps, and fully c- trolled disposable bioreactors of up to 2,000 L culture volume are already available on the market. Numerous studies highlight the advantages of disposable bioreactors and reveal their potential for simple, safe and fast seed inoculum production, process devel- ment and small as well as middle volume production (e.g. bioactive substances, viruses for vaccines and gene therapies etc.). They suggest that such disposable bioreactors (typically characterized by the cultivation chamber or bag from plastic materials) may be advantageous for plant, animal and microbial cells. Running industrial activities such as CFD-modelling, development of single-use process monitoring and control technology, and standardized film formulations are attempting to resolve the limitations of the current disposable bioreactors. These achievements, along with substantial improvements in product yield, will reduce the use of stainless steel in the biomanufacturing facilities of the future.

Due to the significant contributions of carbohydrates to the functional diversity of the cell, the challenging study of the glycome has expanded beyond the research of carbohydrate experts and into the wider scope of the life sciences. To aid all scientists now delving into this vital subject area, Glycomics: Methods and Protocols collects a compendium of detailed laboratory protocols reflecting the increasing availability of sample preparation, chromatographic, electrophoretic, mass spectrometric, and bioinformatic tools specifically designed for the analysis of glycosylation. Leading researchers in the field address subjects such as glycoprotein and proteoglycan analysis, glycosylation structure determination, as well as various approaches to investigate the interaction between glycans and a variety of carbohydrate-recognizing proteins in order to aid exploration into the functional significance of the oligosaccharides. Written in the highly successful Methods in Molecular Biology (TM) series format, the chapters include introductions to their respective topics, lists of the necessary materials and reagents, step-by-step, readily reproducible protocols, and notes on troubleshooting and avoiding known pitfalls. Authoritative and cutting-edge, Glycomics: Methods and Protocols serves as a valuable guide for experimenters facing the challenges of glycan analysis in hope of providing further insights into the biology of cell-cell communication and interaction.

Glycoconjugates such as glycoproteins and glycolipids play important roles in cell-cell interaction events, including development, differentiation, m- phogenesis, fertilization, inflammation, and metastasis. A number of reports have documented the association of unique oligosaccharide sequences to p- tein targeting and folding, and in mechanisms of infection, inflammation, and immunity. For glycoproteins, these glycan appendages are the result of extensive co- or post-translational modifications of the nascent proteins in the endoplasmic reticulum and in the Golgi apparatus. Although nucleic acids and proteins are copied from a template in a repeated series of identical steps using the same enzymes, complex carbohydrates are formed by the sequential actions of cellular glycosyltransferases that specifically recognize unique s- strates. The molecular biology of these transferases and other carbohydra- modifying enzymes is providing important insights on oligosaccharide recognition events. While it is acknowledged that the definition of the protein complement of cells and tissues (the so-called proteome) remains an enormous task in this postgenomic era, the characterization of all glycans produced by individual organisms (referred to as the glycome) presents an equally imp- tant challenge. This task is further complicated by the fact that oligosacc- rides cannot presently be cloned. These complex carbohydrates exist in a staggering diversity of structures, linkages, and branching, thus providing an exquisite molecular repertoire for cellular interactions.

Polysaccharide esters (e.g. cellulose and starch) are among the first polymeric materials applied commercially. The way of producing these technically relevant derivatives, mainly the carboxylic acid esters of C2 to C4 acids, have not been changed significantly during their history of manufacture. The investigation of new acylation methods and strategies of analysis was revived during the last decade by the search for tailored, biocompatible material for specific fields of application, e.g., biotechnology, sensor technique and medicine. Unconventional solvents were developed for completely homogeneous acylation reaction applying state of the art techniques of modern organic chemistry for polysaccharide modification. This book will provide a first comprehensive summary of acylation methods in a very practical manner.
Detailed structure analysis is indispensable for the evaluation of structure-property-relationships. Spectroscopic methods in particular FTIR- and NMR spectroscopy including two dimensional methods are of increasing importance.

The studies presented in this monograph concentrate on the glycoconjugate characterisation of the mouse and human GALT and on the overlying follicle-associated epithelium (FAE), in order to identify their cell-specific carbohydrate residues.

Biosynthesis, chemical synthesis, combinatorial synthesis, enzymatic synthesis, enzymes and genetics are subjects of considerable interest. These themes are dealt with in three areas of current bioorganic research. Deoxysugars and deoxy- oligosaccharides are important structural moieties in bio- active natural products. What is their contribution to the mode of action and how can they be studied? Synthetic strategies, biosynthesis and the genetics involved are presented. The second review article, on non-template based multienzyme systems, addresses the question why polyketides are the most diverse group of natural products. Polyketide syntheses are compared with other non-template multienzyme systems. The third review article deals with angucycline antibiotics, the largest subgroup of polycyclic aromatic polyketides.