Overview

Many successful syntheses of homochiral organic compounds use an amino acid derivative as a starting point. Such syntheses are not confined to peptides as targets; peptide synthesis strategies have been narrowed down to a few well-defined protocols (and these are not covered in this book). Outside the peptide field, many non-routine syntheses have been established that give the intended products in which the structural features of the starting amino acid are barely recognisable. This book is a laboratory guide that covers the early stages of syntheses under these headings, which invariably call for modifications to the functional groups of readily-available L-amino acids. It will therefore give invaluable guidance to the preparation of amino acid derivatives to be used not only in these broad area of synthesis but also in amino acid analysis. Synthetic work with amino acids carried out by new users and by experienced chemists and other scientists, will be supported by the detailed practical protocols and background information provided in this book.

Full Product Details

Author:   Graham C. Barrett (formerly Principal Lecturer in Chemistry)
Publisher:   Oxford University Press
Imprint:   Oxford University Press
Dimensions:   Width: 15.90cm , Height: 2.20cm , Length: 24.10cm
Weight:   0.559kg
ISBN:  

9780198558538

ISBN 10:   0198558538
Pages:   286
Publication Date:   16 December 1999
Audience:   Professional and scholarly ,  Professional & Vocational
Format:   Hardback
Publisher's Status:   Out of Print
Availability:   In Print  
Limited stock is available. It will be ordered for you and shipped pending supplier's limited stock.

Table of Contents

Preface 1: Graham C. Barrett: Introduction 2: Graham C. Barrett: Acylation and alkoxycarbonylation of the amino group 3: Graham C. Barrett: Thioacylatin of the amino group of amino acids 4: Graham C. Barrett: Mono- and Di-alkylatin of the amino group 5: Graham C. Barrett: Reactions at the carboxy group of an amino acid: Amino acid salts 6: Graham C.Barrett: Reactions at the carboxy group of an amino acid: Esterification of amino acids 7: K.J. Merchant: Carboxy group modifications; synthesis of a homochiral ketone derived from L-tryptophan 8: M.G. Moloney: Synthons derived from Aspartic and glutamic acids 9: R.J. Polt: Benzophenone schiff bases of a-Amino acid esters as electrophiles. Addition of grignard reagents and alkly-lithiums to produce threo-amino alcohols and aminopolyols 10: P. Meffre et al: Synthetic uses of serine, threonine and cysteine 11: P. Meffre et al: Synthetic uses of methionine 12: G.T. Crisp: Metal-mediated modification of the side-chains of a-amino acids 13: A.S. Anslow et al: Diastereocontrolled functionalisation of enantiomerically pure 5-phenyl-1, 4-Oxazin-2-ones by azomethine ylid generation and trapping 14: Graham C. Barrett: Reductive modifications of the carboxy-group 15: Reactions at the a-Carbon Atom of a-Amino acid derivatives 16: Modifications of the Aryl substitutents of a- and beta-aryl a-amino acids 17: I.A. O'Neil: Isolation and chromatographic purification of reaction products from amino acids Index

Reviews

... the protocol-style makes the book a very valuable tool ... a source of knowledge and insipration for those who are just starting in the field ... a comprehensive supplement. Nahrung/Food

'It will be of considerable interest and practical value to anyone making-peptides and peptide analogues' European Peptide society Newsletter 'The emphasis of this useful book is directed to the use of amino acids in synthesis of peptide analogues anfd other chiral products, though it also has obvious relevance to peptide synthesis' Aslib

Author Information

Dr Graham Campbell Barrett BSc (Lond) PhD (Lond) DPhil (Oxon) C Chem FRSC 10 Harberton Mead Oxford OX3 0DB Tel/fax: 01865 763322 Email GCBRCB@aol.com

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