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(Synonyms: PSH-red) 目录号 : GC61588

FM-red(PSH-red)是一种发红光且对环境敏感的探针,用于选择性检测和标记蛋白硫醇。FM-red可用于在活细胞和体内蛋白质巯基的成像。FM-red也可用于测量硫氧还蛋白(Trx)的氧化还原状态。

FM-red Chemical Structure

规格 价格 库存 购买数量
5 mg
¥3,150.00
现货
10 mg
¥5,220.00
现货

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产品描述

FM-red (PSH-red) is a red-emitting and environment-sensitive probe for selectively detecting and labeling protein thiols. FM-red can be used to image protein sulfhydryl groups in live cells and in vivo. FM-red also could be used to measure of the redox states of thioredoxin (Trx)[1].

FM-red (10 μM; 30 min) is suitable for imaging protein thiols in HeLa cells[1].FM-red (20 μM; 48 h) has no significant cytotoxicity in HeLa cells[1].FM-red possesses a long emission wavelength (~655 nm) and fast response (~10 min) by binding to protein thiols[1].FM-red exhibits time- and concentration-dependent fluorescence response to bovine serum albumin (BSA)[1].

FM-red (10 μM; 30 min) could be used to image protein thiols in zebrafishes[1].

[1]. Hu G, et, al. Depletion of protein thiols and the accumulation of oxidized thioredoxin in Parkinsonism disclosed by a red-emitting and environment-sensitive probe. J Mater Chem B. 2019 Apr 28;7(16):2696-2702.

Chemical Properties

Cas No. SDF
别名 PSH-red
Canonical SMILES CN(C1=CC=C(C2=[O+]C3=C(C=CC(N(CC)CC)=C3)C(C4=C(C=CC=C4)C(N5CCC(CC5)NC(CCCN6C(C=CC6=O)=O)=O)=O)=C2)C=C1)C.O=Cl(=O)([O-])=O
分子式 C41H46ClN5O9 分子量 788.29
溶解度 DMSO : 50 mg/mL (63.43 mM; Need ultrasonic) 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 1.2686 mL 6.3428 mL 12.6857 mL
5 mM 0.2537 mL 1.2686 mL 2.5371 mL
10 mM 0.1269 mL 0.6343 mL 1.2686 mL
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Research Update

Depletion of protein thiols and the accumulation of oxidized thioredoxin in Parkinsonism disclosed by a red-emitting and environment-sensitive probe

J Mater Chem B 2019 Apr 28;7(16):2696-2702.PMID:32255002DOI:10.1039/c8tb03101k.

Protein sulfhydryl groups play a vital role in maintaining cellular redox homeostasis and protein functions and have attracted increasing interests for the selective detection of protein thiols over low-molecular-weight thiols (LMWTs). Herein, we reported a red-emitting and environment-sensitive probe (FM-red) for detecting and labeling protein thiols. The probe contains a maleimide unit as a thiol receptor and an environment-sensitive fluorophore as a sensor. The emission signal of the probe was exclusively switched on by binding to protein sulfhydryl groups through the twisted intramolecular charge transfer mechanism, while negligible fluorescence was observed when FM-red reacted with LMWTs. Various experiments verified that FM-red possessed fast responsivity (∼10 min) and high selectivity to sense protein thiols over LMWTs with a red emission (∼655 nm). These favorable properties enable the probe to image protein sulfhydryl groups in live cells and in vivo. In addition, as FM-red has a relatively high molecular weight (MW 688), it is able to separate the labeled proteins from the unlabeled ones after FM-red derivatization via routine protein electrophoresis, which may be applied to determine the redox states of thioredoxin, a small redox protein ubiquitous in all cells. With the aid of the probe, we demonstrated a significant decrease in the protein thiols and the accumulation of oxidized thioredoxin in a cellular model of Parkinson's disease.