Synthesis of Fusukang by solid-phase synthesis

GUO Yiqiong; ZHAO Jiong; GAN Yiru

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Synthesis of Fusukang by solid-phase synthesis

更新时间：2025-12-10

- Synthesis of Fusukang by solid-phase synthesis
- CIESC Journal Issue 1, (2007)
- 作者机构：
  
  天津大学化工学院生物工程系
- 作者简介：
- 基金信息：
- DOI：
  CLC：
- Online First：05 January 2007，
  
  Published：05 January 2007
- 稿件说明：
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GUO Yiqiong, ZHAO Jiong, GAN Yiru. Synthesis of Fusukang by solid-phase synthesis[J]. CIESC Journal, 2007, (1).
DOI：

GUO Yiqiong, ZHAO Jiong, GAN Yiru. Synthesis of Fusukang by solid-phase synthesis[J]. CIESC Journal, 2007, (1). DOI：

摘要

研究了36肽扶素康的9-芴甲氧羰基(Fmoc)法固相化学合成，包括Fmoc固相逐步化学合成和Fmoc固相片断缩合化学合成。在片段缩合中，研究了多肽片断的分段策略、片断缩合溶剂、片断缩合剂对片断缩合法合成扶素康质量的影响，确立了优化的片段缩合工艺条件为：将扶素康按残基1～10、11～20、21～25、26～36分作4段；以王树脂为固相载体；HATU /HOAt/DIEA为缩合剂(4倍过量)；DMF/DCM(1∶1)为反应溶剂；每步加入的全保护肽段为1.5倍过量；缩合及脱保护完成后以DCM为洗涤溶剂洗涤5次，进行固相片段缩合反应。该条件下合成的扶素康，粗品收率达67.31%，按标准曲线定量分析其纯度达38.75%。

Abstract

9-Fluorenyl methoxy carbonyl(Fmoc)solid-phase synthesis of Fusukang was studied firstly

including stepwise solid-phase peptide synthesis(SPPS) and solid-phase convergent synthesis.The SPPS methodology utilized DMF as the coupling solvent

HBTU/HOBt/DIEA as the coupling reagent

Wang resin as solid supporter

TFA/p-methyl phenol/EDT/H2O(97∶0.25∶0.25∶2.5) as the cleavage condition

with 2-fold equivalent molar excess of protected amino acid.In the Fmoc solid-phase convergent synthesis of Fusukang

the effects of convergent protocol

coupling solvents

and coupling reagents on the yield of Fusukang were systemically studied

and the protocol of condensation process was optimized

i.e.using the sequential condensation of four protected peptide segments(1—10，11—20，21—25，26—36) with 1.5-fold equivalent molar excess of protected peptide segments in solvent; HATU/HOAt/DIEA (4-fold equivalent) as the coupling reagent; mixture DMF/DCM(1∶1

vol) as the coupling solvent; TFA/p-methyl phenol/EDT/H2O (97∶0.25∶0.25∶2.5) as the cleavage condition

washing resin 5 times with DCM before and after each reaction.The yield of crude Fusukang was 67.31%

and the purity was 38.75%.

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