Amino Acids, Peptides and Proteins in Organic Chemistry 3: by Andrew B. Hughes

By Andrew B. Hughes

This is the 3rd of 5 books within the Amino Acids, Peptides and Proteins in natural Synthesis series. 

Closing a spot within the literature, this can be the single sequence to hide this crucial subject in natural and biochemistry. Drawing upon the mixed services of the overseas "who's who" in amino acid learn, those volumes signify a true benchmark for amino acid chemistry, offering a complete dialogue of the incidence, makes use of and functions of amino acids and, through extension, their polymeric kinds, peptides and proteins.

The useful price of every quantity is heightened via the inclusion of experimental procedures.


The five volumes conceal the subsequent topics:

Volume 1: Origins and Synthesis of Amino Acids

Volume 2: transformed Amino Acids, Organocatalysis and Enzymes

Volume three: construction Blocks, Catalysis and Coupling Chemistry

Volume four: security Reactions, Medicinal Chemistry, Combinatorial Synthesis

Volume five: research and serve as of Amino Acids and Peptides


This 3rd quantity within the sequence offers a detailed account of modern advancements within the (bio-)synthesis of amino acids and peptides. Divided into elements, the 1st part bargains with amino acids as construction blocks, together with the iteration of alpha-amino acids, beta-lactams, and heterocycles. the second one part is dedicated to the synthesis of peptides, with the point of interest on sturdy part synthesis. even though, resolution part peptide synthesis is roofed besides, as are themes akin to coupling reagents, chemical ligation, peptide purification and automation.


Originally deliberate as a six quantity sequence, Amino Acids, Peptides and Proteins in natural Chemistry now completes with 5 volumes yet is still finished in either scope and coverage.

Further information regarding the five quantity Set and buying information could be seen here.

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Extra info for Amino Acids, Peptides and Proteins in Organic Chemistry 3: Building Blocks, Catalysis and Coupling Chemistry (Amino Acids, Peptides and Proteins in Organic Chemistry (VCH))

Sample text

AHAS, in particular, is the target of a number of commercial herbicides. 42). 43). Decarboxylation of the initial adduct leads to an acetyl a-anion equivalent, illustrating the role of thiamine pyrophosphate as an umpolung reagent in biochemistry. Reaction of this nucleophile with a second a-keto acid provides a branched carbon skeleton [157]. Two a-keto acids can participate as electrophiles in the second stage of the reaction: pyruvate or a-ketobutyrate; these lead to valine and isoleucine, respectively.

N-Acetylornithine aminotransferase has evolved an interesting multiple-substrate specificity and is also used to mediate the synthesis of N-succinyl-L,L-diaminopimelate in the bacterial biosynthesis of lysine [133]. This is a rare example of PLP-mediated transamination of a simple aldehyde, rather than an a-amino acid, illustrating substrate specificity divergence. 39) [134]. 39 Biosynthesis of proline and ornithine. Although the general chemical strategy for the biosynthesis of ornithine is common to many organisms, contemporary studies have revealed a diversity of detail in the pathways, associated with different acyl-transfer chemistry [135].

Cysteine plays a key role in responding to oxidative stress encountered by M. tuberculosis in its dormant phase. The CysO-dependent route to cysteine may be particularly important under these conditions because thiocarboxylate may be used as it is more resistant to oxidation that other sulfide sources. The absence of this biosynthetic route in other organisms, including humans, make inhibitors of these biosynthetic enzymes of great interest for the treatment of the persistent phase of tuberculosis.

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