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首页> 外文期刊>Chemistry: A European journal >A native-chemical-ligation-mechanism-based ratiometric fluorescent probe for aminothiols
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A native-chemical-ligation-mechanism-based ratiometric fluorescent probe for aminothiols

机译：基于天然化学连接机理的氨基硫醇比例荧光探针

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摘要

Thiol-containing amino acids (aminothiols) such as cysteine (Cys) and homocysteine (Hcy) play a key role in various biological processes including maintaining the homeostasis of biological thiols. However, abnormal levels of aminothiols are associated with a variety of diseases. The native chemical ligation (NCL) reaction has attracted great attention in the fields of chemistry and biology. NCL of peptide segments involves cascade reactions between a peptide-α-thioester and an N-terminal cysteine peptide. In this work, we employed the NCL reaction mechanism to formulate a F?rster resonance energy transfer (FRET) strategy for the design of ratiometric fluorescent probes that were selective toward aminothiols. On the basis of this new strategy, the ratiometric fluorescent probe 1 for aminothiols was judiciously designed. The new probe is highly selective toward aminothiols over other thiols and exhibits a very large variation (up to 160-fold) in its fluorescence ratio (I _(458)/I_(603)). The new fluorescent probe is capable of ratiometric detection of aminothiols in newborn calf and human serum samples and is also suitable for ratiometric fluorescent imaging of aminothiols in living cells.
机译：含巯基的氨基酸（氨基硫醇），例如半胱氨酸（Cys）和高半胱氨酸（Hcy）在包括维持生物硫醇的稳态在内的各种生物学过程中起着关键作用。但是，氨基硫醇水平异常与多种疾病有关。天然化学连接（NCL）反应在化学和生物学领域引起了极大的关注。肽段的NCL涉及肽-α-硫酯和N端半胱氨酸肽之间的级联反应。在这项工作中，我们采用NCL反应机理来制定Fster共振能量转移（FRET）策略，以设计对氨基硫醇具有选择性的比例荧光探针。在这种新策略的基础上，明智地设计了氨基硫醇比例荧光探针1。新探针对氨基硫醇的选择性比其他硫醇高，并且其荧光比率（I_（458）/ I_（603））表现出非常大的变化（最多160倍）。新型荧光探针能够按比例检测新生小牛和人血清样品中的氨基硫醇，还适用于对活细胞中氨基硫醇进行比例荧光成像。

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