Advances in Carbohydrate Chemistry and

Since its inception in 1945, this serial has provided critical and integrating articles written by research specialists that integrate industrial, analytical, and technological aspects of biochemistry, organic chemistry, and instrumentation methodology in the study of carbohydrates. The articles provide a definitive interpretation of the current status and future trends in carbohydrate chemistry and biochemistry.

Preface

ix

Lord Todd, 1907-1997

J. Grant Buchanan

Text

1

(14)

Melvin Calvin, 1911-1997

Vivian Moses

Text

15

(8)

Margaret A. Clarke, 1942-1998

Mary An Godshall

Text

23

(13)

Chemistry and Developments of N-Thiocarbonyl Carbohydrate Derivatives: Sugar Isothiocyanates, Thioamides, Thioureas, Thiocarbamates, and Their Conjugates

Jose Manuel Garcia Fernandez

Carmen Ortiz Mellet

Introduction

36

(1)

Energetics and Structure of N-Thiocarbonyl as Compared to N-Carbonyl Compounds: Implications for Reactivity, Conformations, and Electronic Properties

37

(3)

Sugar Isothiocyanates

40

(29)

Sugar Thioamides and Thiolactams

69

(6)

Sugar Thioureas

75

(13)

Sugar Thiocarbamates and Dithiocarbamates

88

(11)

Miscellaneous N-Thiocarbonyl Carbohydrate Derivatives

99

(2)

Naturally Occurring N-Thiocarbonyl Carbohydrate Derivatives

101

(1)

N-Thiocarbonyl Sugars in Molecular Recognition

102

(19)

Conclusions

121

(16)

References

121

(16)

Synthesis of Chiral Polyamides from Carbohydrate-Derived Monomers

Oscar Varela

Hernan A. Orgueira

Introduction

137

(1)

Chiral Polyamides: Properties and Applications

138

(5)

Chiral Polyamides Based on Diamino Saccharides

143

(4)

Chiral A,B-Type Polyamides (Nylons-n) Based on ``Amino Acids'' Derived from Carbohydrates

147

(8)

Polyaldaramides: Polyhydroxy Chiral Analogs of Nylon-n,6 and Nylon-n,5

155

(7)

Polytartaramides: Polyhydroxy Chiral Analogs of Nylon-n,4

162

(8)

Chiral Analogs of Nylon-3 Prepared from Carbohydrate-Based Aspartic Acid-like Derivatives

170

(5)

References

172

(3)

Hydrazine Derivatives of Carbohydrates and Related Compounds

Hassan S. El Khadem

Alexander J. Fatiadi

Introduction

175

(1)

Saccharide Azines

176

(1)

Saccharide Hydrazones and Glycosylhydrazines

177

(19)

Saccharide Osazones and Poly(hydrazones)

196

(32)

Hydrazones of Carba-Sugars and Related Compounds

228

(18)

Conclusion

246

(19)

References

248

(17)

A Fresh Understanding of the Stereochemical Behavior of Glycosylases: Structural Distinction of ``Inverting'' (2-MCO-Type) versus ``Retaining'' (1-MCO-Type) Enzymes

Edward J. Hehre

Introduction

265

(2)

The Extraordinary Catalytic Abilities of Glycosylases

267

(7)

X-Ray Findings That Support Catalytic Group Versatility and Identify the Structures Controlling Stereochemical Outcome

274

(22)

Relation of Stereochemical Behavior to Catalytic Mechanism

296

(16)

References

304

(8)

Nomenclature of Glycolipids

General Considerations

312

(1)

Generic Terms

313

(1)

Principles of Nomenclature

314

(2)

Classification of Glycolipids Based on Their Lipid Moieties

316

(3)

Neutral Glycosphingolipids

319

(2)

Acidic Glycosphingolipids

321

(2)

Short Abbreviations

323

(4)

Author Index for Volume 55

327

(30)

Subject Index for Volume 55

357

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Advances in Carbohydrate Chemistry and Biochemistry

Summary

Table of Contents

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Advances in Carbohydrate Chemistry and Biochemistry

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