An ‘Umpolung’ Route to Peptide Mimetics of Thyrotropin‐Releasing Hormone based on a cyclohexane framework | Zendy

Bös Michael | Zendy; Olson Gary L. | Zendy; Vincent George P. | Zendy

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An ‘Umpolung’ Route to Peptide Mimetics of Thyrotropin‐Releasing Hormone based on a cyclohexane framework

Author(s) -

Bös Michael,

Olson Gary L.,

Vincent George P.

Publication year - 1994

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19940770207

Subject(s) - chemistry , umpolung , peptide , thyrotropin releasing hormone , cyclohexane , reagent , cyclohexenone , wittig reaction , side chain , combinatorial chemistry , stereochemistry , hormone , organic chemistry , biochemistry , nucleophile , catalysis , polymer

Peptide mimetics of thyrotropin‐releasing hormone (TRH) in which the peptide backbone is replaced by cyclohexane were synthesized from the cyclohexenone precursor 7 . The aromatic side chains of the mimetics were derived from the corresponding aldehydes which were attached to the cyclohexenone via the Wittig reagent 8 . The TRH mimetics are active in a mouse model of cognitive performance.

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