化学
五肽重复序列
会聚合成
组合化学
可扩展性
体外
立体化学
氨基酸
肽序列
产量(工程)
肽合成
寡肽
环肽
产品(数学)
化学合成
生物活性
肽
敌手
序列(生物学)
作者
Veeranjaneyulu Avula,Ranjithkumar Murugan,Archanadevi Kumaran,Nagendra Govindappa,H. Surya Prakash Rao
标识
DOI:10.1021/acs.oprd.5c00284
摘要
We report a scalable and operationally simple synthesis of cetrorelix acetate, a clinically used decapeptide GnRH antagonist (Ac-D-2′Nal1-D-(4-Cl)Phe2-D-3′Pal3-Ser4-Tyr5-D-Cit6-Leu7-Arg8-Pro9-d-Ala10-NH2) employed in in vitro fertilization (IVF) regimens. The peptide was assembled through a convergent [5-mer +5-mer] strategy using tailor-made hydrophobic tags to facilitate fragment anchorage and handling. Pentapeptide intermediates and the final product were constructed via iterative Fmoc-based couplings of suitably protected amino acids. The hydrophobic tags enabled efficient, chromatography-free isolation of intermediates through precipitation and liquid–liquid extraction. This approach provides a practical and scalable route to cetrorelix acetate and demonstrates the utility of tag-assisted peptide synthesis for complex therapeutic peptides.
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