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A Specialist Periodical Report Amino-acids, Peptides, and Proteins Volume 2 A Review of the Literature Published during 1969 Senior Reporter G. T. Young, The Dyson Perrins Laboratory, University of Oxford SBN :85186 014 1 @ Copyright 1970 The Chemical Society Burlington House, London, W I V OBN Reporters R. Elagrove, University of Oxford C. C. F. Blake, Universify of Oxford J. R. Brocklehurst, Uniuersity of Oxford B. W. Bycroft, University of Notfingham D. 6. Dalgleish, University of Oxford J. S. Davies, University College of Swansea, University of Wales R. Henson, University of Oxford J. H. Jones, Universify of Oxford P. H. Lloyd, University of Oxford A. R. Peacocke, Universify of Oxford R. N. Perham, Cambridge University N. C. Price, University of Oxford R. M. Stephens, Portsmouth Polyfechnic 1. 0. Walker, Universify of Oxford Orgarric jormulne cornposed by Urfight’s ,Syt?zbol\ct Method PKINIkI> IN G K E A r BRITAIN BY JOHN WRIGHT A N D SONS L T U . , AT THL SlONEBRIDGE PRESS, BRISTOL Preface The scope of this Report, as for Volume 1 , is essentially the chemistry of amino-acids, peptides, and proteins, and the intention has been to review all the relevant papers listed in Current Chemical Papers during 1969, together with any appearing in the main journals that year even if not so listed. It was, however, considered that the extent of the new work on metal derivatives did not justify a separate chapter this year, and the papers appearing in 1969 and 1970 will be reviewed together in the next Report. Volume 1 contained a discussion of selected aspects of the relationship between the structure and biological activity of peptides and proteins. Systematic complete coverage of the literature in this field would constitute a major extension of the scope of this Report; this has not been attempted and no separate section has been included this year. On the other hand, biological aspects have naturally been discussed in connection with the chemistry in many parts of this volume. Comment should also be made on the change in the title of Chapter 4. The term ‘peptides of abnormal structure’ has been used in the past for peptides having structural features (e.g. ester linkages) other than those typical of proteins. but of course such peptides are by no means uncommon in Nature. In order to avoid possible misinterpretation we have changed this year to the more cumbersome but more accurate title ‘Peptides with Structural Features Not Typical of Proteins’. This chapter now includes work on the penicillins and cephalosporins. We shall be grateful if our attention is drawn to any important omissions in the bibliography, in order that the references may be included in the next volume. As in Volume 1, there is an author index but not a subject index, and the extended list of contents will, we hope, assist the reader in finding the section he requires. Reference numbers apply to the chapter in which they occur or, if the chapter is divided into parts, to the part concerned. For the convenience of readers, we have reprinted as Chapter 5 the main recommendat ions of the I.U .P.A.C .-I. U.B . Commission on Biochemical Nomenclature relevant to this field. I would again thank warmly the contributors who have made my editorial task so pleasant. G. T. YOUNG Contents Chapter 1 Amino-acids By 5.W . Bycroft 1 Naturally Occurring Amino-acids A Introduction B New Free Occurring Amino-acids C New Amino-acids from Peptide Hydrolysates D Occurrence of Known Amino-acids 2 Chemical Synthesis and Resolution of Amino-acids A Introduction B Protein Amino-acids C Other Naturally Occurring Amino-acids D a-Alkyl-a-amino-acids E a-Dialkyl-a-amino-acids F a-Amino-acids with Aliphatic Hydroxy-groups in the Side-chain G N-Subst it uted-a-amino-acids H a-Amino-acids Containing Sulphu