Convenient High Yielding Gram Scale Solution Synthesis of Methionine-Enkephalin

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概要

• 論文の詳細を見る

• A simple, large-scale synthesis of a cytokine, methionine-enkephalin, Tyr-Gly-Gly-Phe-Met, has been elaborated. Classical solution peptide chemistry methods without protection of amino acid side-chain functions and 1+(2+2) segment condensation were used. A nine-step synthesis from commercial amino acid derivatives was developed with yields ranging from 86% to 99%, averaging 92%. The purity of all intermediates was found to be 99.0-100% by HPLC. The process has been used to prepare greater than 150 g quantities of the pentapeptide as a monohydrate of 100% purity. Hydantoin formation was observed during saponification of Boc-Tyr-Gly-Gly-Phe-Met-OMe and minimised.

• 公益社団法人日本薬学会の論文
• 1998-11-15

著者

• MASIUKIEWICZ Elzbieta

  Department of Organic Chemistry, University of Opole

• RZESZOTARSKA Barbara

  Department of Organic Chemistry, University of Opole

• Rzeszotarska Barbara

  Department Of Organic Chemistry University Of Opole

• Masiukiewicz Elzbieta

  Department Of Organic Chemistry University Of Opole

関連論文

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• The Molecular and Crystal Structure of tert-Butyl N^α-tert-Butoxycarbonyl-_L-(S-trityl)cysteinate and the Conformation-Stabilizing Function of Weak Intermolecular Bonding
• A Large Scale Synthesis of Mono- and Di-urethane Derivatives of Lysine
• Convenient High Yielding Gram Scale Solution Synthesis of Methionine-Enkephalin
• Synthesis of Peptides with α, β-Dehydroamino Acids. XIII Photoisomerization of Ac-(Z)-Δ-Phe-NHMe : Ac-(E)-ΔPHe-NHMe

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