4.7 Article

Chemical Synthesis of the Homogeneous Granulocyte-Macrophage Colony-Stimulating Factor Through Se-Auxiliary-Mediated Ligation

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 3, Pages 1652-1660

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b02232

Keywords

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Funding

  1. National Natural Science Foundation of China [21672146, 91753102, 21907064]
  2. Shanghai Committee of Science and Technology [17JC1405300]

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Here, we describe a convergent synthesis of the human granulocyte-macrophage colony-stimulating factor (hGM-CSF) harboring both O- and N-glycosylation sites using a Se-auxiliary-mediated ligation protocol together with native chemical ligation methodology. The robust and rapid Se-mediated ligation enables assembly of the N-terminus of hGM-CSF in just 4 h, which is significantly faster than the traditional ligation/desulfurization method. Therefore, this new methodology could help to produce hGM-CSF glycoform libraries more efficiently for future elucidation of the importance of glycosylation.

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