Use of solid-supported 4-fluorophenyl 3-nitro-2-pyridinesulfenate in the construction of disulfide-linked hybrid molecules.,Organic & Biomolecular Chemistry

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Use of solid-supported 4-fluorophenyl 3-nitro-2-pyridinesulfenate in the construction of disulfide-linked hybrid molecules.
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2020-09-07 , DOI: 10.1039/d0ob01370f
Yan Cui ₁ , Akihiro Taguchi ₁ , Kiyotaka Kobayashi ₁ , Hayate Shida ₁ , Kentaro Takayama ₁ , Atsuhiko Taniguchi ₁ , Yoshio Hayashi ₁

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To construct disulfide-linked hybrid molecules systematically and efficiently, we established a more practical solid-phase disulfide ligation (SPDSL) system with enhanced utility. The group Npys-OPh(pF) shows reactivity similar to that of Npys-Cl, but it is more stable. An efficient synthesis of the cyclic peptide oxytocin and a peptide–sugar conjugate was accomplished as models. These results indicate that the Npys-OPh(pF) resin functions as a common synthetic platform in SPDSL.

中文翻译：

在构建二硫键连接的杂化分子中使用固体支持的 3-硝基-2-吡啶亚磺酸 4-氟苯基酯。

为了系统和高效地构建二硫键连接的杂化分子，我们建立了一个更实用的固相二硫键连接 (SPDSL) 系统，具有更高的实用性。Npys-OPh( p F) 基团显示出与 Npys-Cl 相似的反应性，但更稳定。作为模型，完成了环肽催产素和肽-糖缀合物的有效合成。这些结果表明，Npys-OPh( p F) 树脂作为 SPDSL 中的常用合成平台。

更新日期：2020-09-23

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