A Synthesis of Thyrotropin-Releasing Factor

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概要

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• A procedure is given for the synthesis of thyrotropin-releasing factor (TRF), a tripeptide L-pyrogultamyl-L-histidyl-L-proline amide. Benzyloxycarbonyl(Z)-glutaminyl-histidyl-proline amide (III) is obtained as an intermediate by the coupling of Z-glutamine <I>p</I>-nitrophenyl ester with histidyl-proline amide which is derived from the crystalline Z-dipeptide amide. Deprotection of III and the subsequent cyclization produce TRF in a moderate yield. Compound III and the corresponding <I>N</I><SUP>α</SUP>-acetyl derivative have little or no TRF activity.

• 公益社団法人 日本化学会の論文

著者

• Inouye Ken

  Biochemistry Division, Shionogi Research Laboratory, Shionogi & Co., Ltd.

• Otsuka Hideo

  Biochemistry Division, Shionogi Research Laboratory, Shionogi & Co., Ltd.

• Namba Keiko

  Biochemistry Division, Shionogi Research Laboratory, Shionogi & Co., Ltd.

• Namba Keiko

  Biochemistry Division, Shionogi Research Laboratory, Shionogi & Co., Ltd.

関連論文

• Synthesis of a Heptacosapeptide Corresponding to the Human Corticotropin 1-27 Sequence
• Synthesis of Corticotropin Peptides. XII. The Effect of Amino-terminal Substitution in the Corticotropin 1-18 Peptide
• A Synthesis of Thyrotropin-Releasing Factor
• Synthesis of Corticotropin Peptides. IX. Synthesis of [1-Glycine]-ACTH(1–18)-Octadecapeptide Amide

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