Enantioselective Synthesis of  D ‐α‐(Uracil‐5‐yl)glycine Derivatives and Their Racemization‐Free Incorporation into a Model Peptide | Zendy

Weckenmann Nicole M. | Zendy; Nachtsheim Boris J. | Zendy

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Enantioselective Synthesis of D ‐α‐(Uracil‐5‐yl)glycine Derivatives and Their Racemization‐Free Incorporation into a Model Peptide

Author(s) -

Weckenmann Nicole M.,

Nachtsheim Boris J.

Publication year - 2015

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201500914

Subject(s) - racemization , chemistry , enantioselective synthesis , uracil , peptide synthesis , glycine , hydantoin , peptide , kinetic resolution , stereochemistry , combinatorial chemistry , solid phase synthesis , organic chemistry , catalysis , amino acid , biochemistry , dna

An efficient asymmetric synthesis of D ‐α‐(uracil‐5‐yl)glycine derivatives using an enzymatic dynamic kinetic resolution of D , L ‐hydantoin intermediates with an immobilized D ‐hydantoinase ( D ‐Hyd‐1) is described. In addition, mild conditions for a racemization‐free solid‐phase peptide synthesis (SPPS) using the Fmoc strategy have been found.

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