人促甲状腺激素（hTSH）β亚基的全化学合成：精氨酸标记的乙酰氨基甲基（Acm）保护基的应用
Total Chemical Synthesis of Human Thyroid-Stimulating Hormone (hTSH) -Subunit: Application of Arginine-tagged Acetamidomethyl (Acm) Protecting Groups.
作者信息
Brailsford John A, Stockdill Jennifer L, Axelrod Abram J, Peterson Michael T, Vadola Paul A, Johnston Eric V, Danishefsky Samuel J
机构信息
Laboratory for Bioorganic Chemistry, Memorial Sloan Kettering Cancer Center, 1275 York Avenue, New York, NY 10065.
出版信息
Tetrahedron. 2018 Apr 12;74(15):1951-1956. doi: 10.1016/j.tet.2018.02.067. Epub 2018 Mar 6.
Abstract
The β-subunit of human thyroid stimulating hormone (hTSH) has been synthesized as a single glycoform bearing a chitobiose disaccharide at the native glycosylation site. Key to the successful completion of this synthesis was the introduction of an arginine-tagged acetamidomethyl group, which served to greatly facilitate handling of a glycopeptide fragment with poor aqueous solubility. This general solution to the challenge of working with intractable peptides is expected to find wide use in protein synthesis.
摘要
人促甲状腺激素（hTSH）的β亚基已被合成为一种单一糖型，在天然糖基化位点带有一个壳二糖二糖。成功完成该合成的关键是引入了一个带有精氨酸标签的乙酰氨基甲基基团，这极大地便于处理水溶性差的糖肽片段。这种应对难处理肽挑战的通用解决方案有望在蛋白质合成中得到广泛应用。
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Total Chemical Synthesis of Human Thyroid-Stimulating Hormone (hTSH) -Subunit: Application of Arginine-tagged Acetamidomethyl (Acm) Protecting Groups.人促甲状腺激素（hTSH）β亚基的全化学合成：精氨酸标记的乙酰氨基甲基（Acm）保护基的应用
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