Amino Acids, Peptides and Proteins (SPR Amino Acids, by John S. Davies PDF

By John S. Davies

ISBN-10: 0854042520

ISBN-13: 9780854042524

Necessary reference resource for researchers within the pharmaceutical and allied industries, and on the biology/chemistry interface in academia. summary: imperative reference resource for researchers within the pharmaceutical and allied industries, and on the biology/chemistry interface in academia. learn more...

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Extra info for Amino Acids, Peptides and Proteins (SPR Amino Acids, Peptides, and Proteins (RSC)) (Vol 36)

Example text

Phosphines and phosphinites are among the most important phosphorous-based ligands in organometallic chemistry with a wide range of steric and electronic properties. These ligands have found wide-spread applications in transition metal catalyzed asymmetric transformations. The metal–phosphorous bond are often stronger for phosphinites compared to the related phosphines due to the presence of the electron-withdrawing P—OR group. In addition, the empty s*-orbital of the phosphinite P(OR)R2 is stabilized and thus a better acceptor.

85 A new method was developed for the stereoselective synthesis of a-substituted Ser analogues. A common enantiomerically enriched intermediate was obtained through an enzymatic desymmetrization. 86 Alkylation of the enolate of the Seebach (R)-Met oxazolidinone with benzyl bromide gave the expected a-benzylated product in low yield. 87 The rearrangement could be suppressed by using a more reactive electrophile or the N-Z instead of the N-benzoyl protecting group, and the required (R)-a-benzyl-Met was obtained in 78% yield and in an enantiomeric ratio 90:10.

B-Amino acids are key components of many naturally occurring peptides, too. The replacement of a-amino acids in biologically active peptides by certain b-counterparts can have pronounced effects on their folding properties, resulting in modified biological properties of the unnatural analogues. Currently, the synthesis of oligopeptide chains of b-amino acids is attracting much interest because of their ability to fold into defined three-dimensional structures. As Amino Acids, Pept. Proteins, 2007, 36, 19–81 | 47 This journal is  c The Royal Society of Chemistry 2007 a result, much effort has been made to develop efficient methods for the preparation of this class of compounds.

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Amino Acids, Peptides and Proteins (SPR Amino Acids, Peptides, and Proteins (RSC)) (Vol 36) by John S. Davies


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