By Benson R.E., Breslow R., Ireland R.E. (eds.)

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Increased coupling yields in solid phase peptide synthesis with a modified carbodiimide coupling procedure. Hoppe-Seyler’s Z Physiol Chem 353, 1973, 1972. 6 PEPTIDE-BOND FORMATION FROM MIXED ANHYDRIDES OF N-ALKOXYCARBONYLAMINO ACIDS The second most popular method of peptide-bond formation has been the mixedanhydride method, which was the first general method available. Only the acylchloride and acyl-azide methods predate it. 7), yet the compound has not been blessed with the designation “coupling reagent” because the coupling cannot be effected by adding the reagent directly to a mixture of the two components.

350pp. Humana Press. (Also Peptide Analysis Protocols). Sewald, N. and Jakubke, H-D. (2000) Peptides: Chemistry and Biology. 450pp. Wiley. An overview for newcomers to the field. M. D. (1984) Solid Phase Peptide Synthesis, 2nd ed. 184pp. Pierce Chemical Company. The classical working handbook. , and Bodanszky, M. (1991) The world of peptides: a brief history of peptide chemistry. 298pp. Springer-Verlag. Wünsch, E. (1974) in Houben-Weyl, Methoden der Organische Chemie, 15/1, 15/2. Synthesen von Peptiden.

This is the case if there is no N-nucleophile, such as when a preactivation is effected or when the intention is to prepare the symmetrical anhydride. The same result is obtained when the reactant is an O-nucleophile that has been added to produce an ester. Delays in consumption of O-acylisourea can also be a result of the slower approach of an N-nucleophile that is insoluble in the reaction medium. Such is the case in solid-phase synthesis; here a portion of the peptide emanates from the symmetrical anhydride.

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Organic Syntheses by Benson R.E., Breslow R., Ireland R.E. (eds.)

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