2-Methylenebutyrolactone

別名:Tulipalin A, MBL, α-methylene-γ-butyrolactone

2-Methylenebutyrolactone (Tulipalin A, MBL, α-methylene-γ-butyrolactone), also known as α-methylene-γ-butyrolactone (MBL) (Tulipalin A), belongs to the class of sesquiterpene lactone family and is considered as cyclic analog of most common vinyl monomer methyl methacrylate (MMA).

2-Methylenebutyrolactone化学構造

CAS No. 547-65-9

サイズ (液体) 価格(税別) 在庫状況
JPY 15900 国内在庫あり

代表番号: 045-509-1970|電子メール:[email protected]
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製品安全説明書

現在のバッチを見る: S514801 純度: 99.34%
99.34

2-Methylenebutyrolactone関連製品

生物活性

製品説明 2-Methylenebutyrolactone (Tulipalin A, MBL, α-methylene-γ-butyrolactone), also known as α-methylene-γ-butyrolactone (MBL) (Tulipalin A), belongs to the class of sesquiterpene lactone family and is considered as cyclic analog of most common vinyl monomer methyl methacrylate (MMA).
In Vitro
In vitro After exposure of Jurkat T cells to 2-Methylenebutyrolactone (Tulipalin A , TUPA) for 72 h, a dose dependent toxicity is detected. Concentrations higher than 20 μM lead to a significant reduction of viable cells. Compared to vehicle-treated control cells, concentrations of 47.6 and 26.8 μM decrease the cell viability significantly by 50% (IC50) and 10% (IC10), respectively. In contrast, THP-1 cells are less sensitive toward TUPA. Concentrations >41 μM lead to a significant reduction of viable cells. IC10 is calculated with 50 μM, whereas a concentration of 83 μM is necessary to decrease the cell viability to 50% (IC50). In Jurkat T cells, four proteins responsible for the de novo purine synthesis, namely phosphoribosylformylglycinamidine synthase (PFAS), GMP synthase (GMPS), and ribosephosphate pyrophosphokinases 1 and 2 (PRPS1/2) are increased through TUPA treatment. Glutamine is also increased after TUPA treatment. In addition to the proteins belonging to the purine synthesis pathway, the abundances of proteins for DNA synthesis and repair (XRCC5, XRCC6, MCM3, MCM6, MCM7, TRA1) are also increased/induced during the treatment. While in THP-1 cells, no indication for higher purine synthesis induced by TUPA in subtoxic concentrations is discovered. TUPA induces the expression of proteins in Jurkat T cells responsible for cell stress, drug response, and protein folding: HYOU1, PDIA3, and DNAJB11. Additionally, the treatment with TUPA leads to the induction of three heat shock proteins (HSP90AA1, HSP90AB1, and HSP90B1) and three proteins belonging to the TRiC complex (CCT3,6,8) that are also responsible for proper protein folding. Treatment with TUPA leads to the induction of ROS that have adverse effects on Jurkat T cells and evokes slight cell stress responses in THP-1 cells. TUPA has influence on proteins in Jurkat T cells that contribute to different immune-specific, especially immunostimulating, reactions as allergic contact dermatitis. In THP-1 cells, no proteins regarding immune-specific reactions are up- or downregulated due to TUPA treatment[1].
細胞実験 細胞株 Human leukemic Jurkat T cells and human leukemic monocytes THP-1 cells
濃度 10 to 82 μM (Jurkat cells); 20 to 163 μM (THP-1 cells)
反応時間 72 h
実験の流れ

The influence of TUPA on the cell viability is measured using the MTT assay. Cells are seeded in flat bottom 96-well plates at a density of 4 × 105 cells/mL. Afterward, Jurkat cells are exposed to TUPA in concentrations ranging from 10 to 82 μM. THP-1 cells (4 × 105 cells/mL) are exposed to concentrations ranging from 20 to 163 μM. After incubation for 72 h under humidified conditions (5% CO2, 37℃), 10 μL of MTT (5 mg/mL) per well are added and cells are further incubated for 3 h. Subsequently, 200 μL DMSO are added for cell lysis and formazan solubilization following an incubation of the plates for 15 min while shaking. Afterward, absorbance is recorded at 550 and 620 nm using a microplate reader.

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT05850871 Recruiting
Carbapenem-Resistant Enterobacteriaceae Infection
Qianfoshan Hospital
January 6 2023 Not Applicable

化学情報

分子量 98.10 化学式

C5H6O2

CAS No. 547-65-9 SDF Download 2-Methylenebutyrolactone SDFをダウンロードする
密度 1.119 g/mL at 25 °C
Smiles C=C1CCOC1=O
保管 2 years -80°C liquid

In vitro
Batch:

モル濃度計算器

in vivo
Batch:

Add solvents to the product individually and in order.

投与溶液組成計算機

実験計算

モル濃度計算器

質量 濃度 体積 分子量

投与溶液組成計算機(クリア溶液)

ステップ1:実験データを入力してください。(実験操作によるロスを考慮し、動物数を1匹分多くして計算・調製することを推奨します)

mg/kg g μL

ステップ2:投与溶媒の組成を入力してください。(ロット毎に適した溶解組成が異なる場合があります。詳細については弊社までお問い合わせください)

% DMSO % % Tween 80 % ddH2O
%DMSO %

計算結果:

投与溶媒濃度: mg/ml;

DMSOストック溶液調製方法: mg 試薬を μL DMSOに溶解する(濃度 mg/mL, 注:濃度が当該ロットのDMSO溶解度を超える場合はご連絡ください。 )

投与溶媒調製方法:Take μL DMSOストック溶液に μL PEG300,を加え、完全溶解後μL Tween 80,を加えて完全溶解させた後 μL ddH2O,を加え完全に溶解させます。

投与溶媒調製方法:μL DMSOストック溶液に μL Corn oil,を加え、完全溶解。

注意:1.ストック溶液に沈殿、混濁などがないことをご確認ください;
2.順番通りに溶剤を加えてください。次のステップに進む前に溶液に沈殿、混濁などがないことを確認してから加えてください。ボルテックス、ソニケーション、水浴加熱など物理的な方法で溶解を早めることは可能です。

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