基于二硫键的半胱氨酸侧链保护基团。
Disulfide-Based Protecting Groups for the Cysteine Side Chain.
机构信息
Peptide Science Laboratory, School of Chemistry and Physics, University of KwaZulu-Natal, Durban 4001, South Africa.
KwaZulu-Natal Research Innovation and Sequencing Platform (KRISP), School of Laboratory Medicine and Medical Sciences, College of Health Sciences, University of KwaZulu-Natal, Durban 4041, South Africa.
出版信息
Org Lett. 2020 Dec 18;22(24):9644-9647. doi: 10.1021/acs.orglett.0c03705. Epub 2020 Nov 24.
Two new disulfide-based protecting groups (SIT and MOT) are proposed for Cys thiol in the substitution of SBu, which is often difficult to remove. Both groups are based on a secondary thiol with a branched point in the β-position for an efficient modulation of its lability and/or stability. This unique structure allows them to be fully compatible with Fmoc/Bu SPPS. At the end of the synthesis, these groups are removed in a straightforward manner with dithiothreitol with some HO.
两个新的基于二硫键的保护基团（SIT 和 MOT）被提议用于取代 Cys 巯基中的 SBu，因为 SBu 通常难以去除。这两个基团都基于β位带有支链点的次级硫醇，可有效地调节其反应活性和/或稳定性。这种独特的结构使其完全兼容 Fmoc/Bu SPPS。在合成结束时，这些基团可以通过二硫苏糖醇（DTT）在一些 HO 的存在下以直接的方式去除。
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