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- W22455891 abstract "This chapter discusses the problems of racemization. The degree of racemization of a chemical reaction and the optical purity of the compound obtained are unrelated. Despite a considerable degree of racemization, fractionation in the course of isolation, purification, and crystallization may produce an optically pure product. To make a statement on the steric course of a reaction, different methods of measuring the extent of racemization must be applied than those used to check the optical purity of the isolated compound. Coupling reactions and operations carried out under alkaline conditions present the greatest danger of racemization during the synthesis of a peptide. This theory is supported by the behavior of acylamino and carbobenzoxyamino acids in an alkaline solution. Intermediary azlactone formation is the most likely course that racemization takes when occurring during a condensation reaction. Racemization has so far been observed to occur almost exclusively at the C-terminal amino acid of the carboxyl component. The nature of this amino acid plays an important role. The application of carboxyl-terminal glycine and proline is advantageous. An unfavorable influence is exerted by sterically hindered amino acids." @default.
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- W22455891 date "1965-01-01" @default.
- W22455891 modified "2023-09-25" @default.
- W22455891 title "PROBLEMS OF RACEMIZATION" @default.
- W22455891 doi "https://doi.org/10.1016/b978-1-4832-2819-8.50016-7" @default.
- W22455891 hasPublicationYear "1965" @default.
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