Andrew B. Hughes's Amino Acids, Peptides and Proteins in Organic Chemistry: PDF

By Andrew B. Hughes

ISBN-10: 3527321039

ISBN-13: 9783527321032

This is the fourth 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 foreign "who's who" in amino acid study, those volumes symbolize a true benchmark for amino acid chemistry, supplying a finished dialogue of the incidence, makes use of and functions of amino acids and, via extension, their polymeric varieties, peptides and proteins.

The functional price of every quantity is heightened by way of the inclusion of experimental procedures.


The five volumes disguise the subsequent topics:

Volume 1: Origins and Synthesis of Amino Acids

Volume 2: transformed Amino Acids, Organocatalysis and Enzymes

Volume three: development Blocks, Catalysis and Coupling Chemistry

Volume four: safety Reactions, Medicinal Chemistry, Combinatorial Synthesis

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


The fourth quantity during this sequence is established in 3 major sections. the 1st part is set defense reactions and amino acid established peptidomimetics. the second one, and so much large, half is dedicated to the medicinal chemistry of amino acids. It contains, between others, the chemistry of alpha- and beta amino acids, peptide medications, and advances in N- and O-glycopeptide synthesis. the ultimate half offers with amino acids in combinatorial synthesis. equipment, resembling phage demonstrate, library peptide synthesis, and computational layout are described.


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 may be seen here.

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Read or Download Amino Acids, Peptides and Proteins in Organic Chemistry: Volume 4 - Protection Reactions, Medicinal Chemistry, Combinatorial Synthesis (Amino Acids, Peptides and Proteins in Organic Chemistry (VCH)) PDF

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Additional info for Amino Acids, Peptides and Proteins in Organic Chemistry: Volume 4 - Protection Reactions, Medicinal Chemistry, Combinatorial Synthesis (Amino Acids, Peptides and Proteins in Organic Chemistry (VCH))

Example text

Na-Protected Pbf amino acids are prepared by the action of Pbf-Cl on amino acids under Schotten–Baumann conditions. The group is stable towards bases and catalytic hydrogenation, and cleaved by 10% dimethyl sulfide (DMS) in TFA. 13 Sulfonyl-type a-amino protections. 2 a-Amino Protection (Na Protection) sodium methoxide in CH3CN, respectively. The nosyl group on N-methylated a-amino groups is deblocked much more readily than that on unsubstituted a-amino groups. O(C2H5)2) as well as to alkali. The group is cleaved by treatment with cesium fluoride.

20, type B). , 9-fluorenylmethyl- and 2-sulfonylethyl-based urethanes). 21. The order of incorporation of the components can be different. It can be through an initial formation of a chloroformate followed by its aminolysis (route 1) or through the formation of an isocyanate followed by its alcoholysis (route 2). In either of the modes, the variable component is only the alcohol. Therefore, a wide variety of urethanes can be prepared by changing the alcohol component. Indeed, the properties of Na-urethane-protected amino acids, such as stability, solubility, methods of cleavage, and reactivity, depend on the nature of the alcohol component of the urethane segment.

1 a-Azido Acids as a-Amino Acid Precursors The conversion of the a-amino group into an azido group eliminates the problem of competing nucleophilicity. This transformation can be easily reversed to regenerate the a-amino group through reduction of the azide. a-Azido acids can be synthesized by azidolysis of a-bromo acids (synthesized by diazotization of amino acids in the presence of KBr or a-bromination of alkyl acids by N-bromosuccinimide (NBS)) with NaN3 [132]. Alternatively, optically pure a-azido acids can be obtained in a single step by treating amino acids with triflyl azide [133].

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Amino Acids, Peptides and Proteins in Organic Chemistry: Volume 4 - Protection Reactions, Medicinal Chemistry, Combinatorial Synthesis (Amino Acids, Peptides and Proteins in Organic Chemistry (VCH)) by Andrew B. Hughes

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