引用本文:
Jian Chen, Bei Zhang, Cao Xie, Yi Lu, Wei Wu. Synthesis of a highly hydrophobic cyclic decapeptide by solid-phase synthesis of linear peptide and cyclization in solution[J]. Chinese Chemical Letters,
2010, 21(4): 391-394.
doi:
10.1016/j.cclet.2009.11.026
Citation: Jian Chen, Bei Zhang, Cao Xie, Yi Lu, Wei Wu. Synthesis of a highly hydrophobic cyclic decapeptide by solid-phase synthesis of linear peptide and cyclization in solution[J]. Chinese Chemical Letters, 2010, 21(4): 391-394. doi: 10.1016/j.cclet.2009.11.026
Citation: Jian Chen, Bei Zhang, Cao Xie, Yi Lu, Wei Wu. Synthesis of a highly hydrophobic cyclic decapeptide by solid-phase synthesis of linear peptide and cyclization in solution[J]. Chinese Chemical Letters, 2010, 21(4): 391-394. doi: 10.1016/j.cclet.2009.11.026
Synthesis of a highly hydrophobic cyclic decapeptide by solid-phase synthesis of linear peptide and cyclization in solution
摘要:
A general method was described to synthesize a highly hydrophobic cyclic peptide,cyclo[(L)W(L)W(L)W(L)W(L)Q]where underlines indicate D-configuration of the amino acid,by a two-step solid-phase/solution synthesis strategy.The linear decapeptide was assembled by standard Boc chemistry on solid-phase and subsequently cyclized in solution with high efficiency and reproducibility.In subsequent purification by semi-preparative HPLC,50%(v/v)DMF/H2O was employed as the solvent to overcome the difficulty of solubilization for the hydrophobic cyclic decapeptide and achieved a total yield of 30-35% with a purity of over 98%.
English
Synthesis of a highly hydrophobic cyclic decapeptide by solid-phase synthesis of linear peptide and cyclization in solution
Abstract:
A general method was described to synthesize a highly hydrophobic cyclic peptide,cyclo[(L)W(L)W(L)W(L)W(L)Q]where underlines indicate D-configuration of the amino acid,by a two-step solid-phase/solution synthesis strategy.The linear decapeptide was assembled by standard Boc chemistry on solid-phase and subsequently cyclized in solution with high efficiency and reproducibility.In subsequent purification by semi-preparative HPLC,50%(v/v)DMF/H2O was employed as the solvent to overcome the difficulty of solubilization for the hydrophobic cyclic decapeptide and achieved a total yield of 30-35% with a purity of over 98%.
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Key words:
- Cyclic peptide
- / Decapeptide
- / cyclo[(L)W(L)W(L)W(L)W(L)Q]
- / Solid-phase synthesis
- / Cyclization
- / Purification
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