>>Signaling Pathways>> Immunology/Inflammation>> KEAP1-Nrf2>>(+)-DHMEQ

(+)-DHMEQ (Synonyms: (1R,2R,6R)-Dehydroxymethylepoxyquinomicin; (1R,2R,6R)-DHMEQ)

Catalog No.GC31691

(+)-DHMEQ는 항산화 전사 인자 Nrf2의 활성화제입니다.

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(+)-DHMEQ Chemical Structure

Cas No.: 287194-41-6

Size 가격 재고 수량
10mM (in 1mL DMSO)
US$184.00
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2mg
US$129.00
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5mg
US$202.00
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10mg
US$276.00
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25mg
US$552.00
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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Protocol

Cell experiment:

SK-N-SH cells are seeded at 1.75×104 cells/well in a 24-well plate and cultured overnight. The cells are treated with various concentrations of (+)-DHMEQ (1, 3, and 10 μg/mL) for 24 h and subsequently treated with 300 μM 6-OHDA for 24 h. Then, cells are stained with Trypan blue, and the number of stained cells is counted[1].

References:

[1]. Niitsu Y, et al. Chemoenzymatic synthesis of (2R,3R,4R)-dehydroxymethylepoxyquinomicin (DHMEQ), a newactivator of antioxidant transcription factor Nrf2. Org Biomol Chem. 2011 Jun 21;9(12):4635-41.

Background

(+)-DHMEQ is an activator of antioxidant transcription factor Nrf2. (+)-DHMEQ is the enantiomer of (-)-DHMEQ. (-)-DHMEQ inhibits NF-kB than its enantiomer (+)-DHMEQ.

(+)-DHMEQ ((2R,3R,4R)-DHMEQ) activates Nrf2, which is a transcription factor that induces the expression of multiple antioxidant enzymes. (+)-DHMEQ activates Nrf2 in a promoter reporter assay. (+)-DHMEQ also increases the expression of target antioxidant proteins and cancelled reactive oxygen species (ROS)-induced cell death in a neuronal cell line. ROS generating 6-hydroxydopamine hydrochloride (6-OHDA) induces the death of SK-N-SH cells, and (+)-DHMEQ decreases the cytotoxic effect of 6-OHDA, whereas its effect is weaker in Nrf2-knockdown cells prepared with siRNA. Thus, enhancement of the neural cell viability by (+)-DHMEQ is due to the activation of Nrf2[1].

[1]. Niitsu Y, et al. Chemoenzymatic synthesis of (2R,3R,4R)-dehydroxymethylepoxyquinomicin (DHMEQ), a newactivator of antioxidant transcription factor Nrf2. Org Biomol Chem. 2011 Jun 21;9(12):4635-41.

Chemical Properties

Cas No. 287194-41-6 SDF
Synonyms (1R,2R,6R)-Dehydroxymethylepoxyquinomicin; (1R,2R,6R)-DHMEQ
Canonical SMILES O=C(NC([C@@H](O)[C@@]1([H])O[C@@]21[H])=CC2=O)C3=CC=CC=C3O
Formula C13H11NO5 M.Wt 261.23
Solubility DMSO : ≥ 35 mg/mL (133.98 mM) Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 3.828 mL 19.1402 mL 38.2804 mL
5 mM 0.7656 mL 3.828 mL 7.6561 mL
10 mM 0.3828 mL 1.914 mL 3.828 mL
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리뷰

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Average Rating: 5 ★★★★★ (Based on Reviews and 22 reference(s) in Google Scholar.)

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