Amino Acids and Peptides (SPR Amino Acids, Peptides (RSC)) by J. H. Jones

By J. H. Jones

Professional Periodical studies supply systematic and distinct overview insurance of growth within the significant parts of chemical examine. Written via specialists of their professional fields the sequence creates a distinct carrier for the energetic examine chemist, providing usual severe in-depth bills of development specifically parts of chemistry.

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Extra info for Amino Acids and Peptides (SPR Amino Acids, Peptides (RSC)) vol. 20

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Amino acids continue to be discovered in reaction mixtures that will be familiar to readers of this Chapter over the years. lo6 The authors note that this actually represents a new type of catalyst-free nitrogen fixation. lo7 This is surmised to account for extra-terrestrial generation of amino acids found in meteorites (in the absence of any other explanation). lo9 (Imidazol-4-yllacetaldehyde and the corresponding glycol are generated in solutions of erythrose, formldehyde, and a m n i a , suggesting a likely prebiotic route to histidine via Strecker reactions.

Statine I(3~,4~)-3-hydroxy-4-amlno-6-methylheptanoicacid1 is approachable by chain extension of the carboxy group of an a-amino acid, and Boc-D-leucine offers a suitable starting Conversion into the acylimidazole and nucleophilic substitution with LICHZCOZR gives the J3-keto-ester 'BuCH(NHBoc)CM=H&OzR, which gives a mixture of statine and 3g-epimer on hydride reduction and deprotection. The same chain extension technique is used in the synthesis of a statine analogue in which the two methyl groups of the isobutyl group are replaced by sulphur atoms as part of a dithiolane moiety.

Its purpose is to net examples that have not found a place in other parts, and Its presence helps to proliferation of the Chapter into small sub-sections. - All examples are based on familiar protein amino and are cited in order of increasing atomic number of the labelling isotope. Host attention has been given to introduction of hydrogen and carbon labels, of course, and the special demands for rapid synthesis and purification imposed by the short half-life of "C offer fascinating and more widely useful insights into the exploitation of the organic chemist's skills.

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