581810

(-)-Terreic Acid, Synthetic

a cell-permeable quinone epoxide antibiotic

• 別名: (-)-Terreic Acid, Synthetic, (1R,6S)-3-Hydroxy-4-methyl-7-oxabicyclo[4.1.0]hept-3-ene-2,5-dione, BTK Inhibitor II, Bruton′s Tyrosine Kinase Inhibitor II
• 実験式（ヒル表記法）: C₇H₆O₄
• CAS番号: 121-40-4
• 分子量: 154.12
• UNSPSCコード: 12352200

特性

• 品質水準: 100
• アッセイ: ≥98% (HPLC)
• 形状: solid
• メーカー／製品名: Calbiochem^®
• 保管条件: OK to freeze; protect from light
• 色: light beige
• 溶解性: water: 5 mg/mL
• 輸送温度: wet ice
• 保管温度: −20°C
• InChI: 1S/C7H6O4/c1-2-3(8)5(10)7-6(11-7)4(2)9/h6-8H,1H3/t6-,7+/m1/s1
• InChI Key: ATFNSNUJZOYXFC-RQJHMYQMSA-N

詳細

詳細

A cell-permeable quinone epoxide antibiotic that acts as a reversible, substrate competitive, and selective inhibitor of Bruton’s tyrosine kinase catalytic activity (BTK; IC₅₀ = 10 µM and 3 µM for the basal and activation levels). Shown to bind to the BTK pleckstrin homology domain (BTK-PH) and block the interaction between the BTK-PH and PKC (IC₅₀ = ~ 100 µM in human mast cell lysates), thus affecting the catalytic activity of BTK, but not of PKC. Selectively inhibits the autophosphorylating activity of PKC_βI (IC₅₀ = ~ 8 µM) and not of PKC_βII. Reported to effectively inhibit the production of TNF-α (IC₅₀ = ~ 3 µM), and activation of JNK1 (IC₅₀ = ~ 10 µM) in FcεRI-stimulated mast cells. Also inhibits the DNA synthesis in activated spleen cells (IC₅₀ = ~ 1.5 µM). Does not significantly affect the activities of Lyn, Syk, PKA, CK-1, ERK1, ERK2, and p38 kinases.

A cell-permeable quinone epoxide antibiotic that acts as a reversible, substrate competitive, and selective inhibitor of Bruton′s tyrosine kinase (BTK; IC₅₀ = 10 µM and 3 µM for the basal and activation levels), both in vitro and in vivo. Shown to bind to the BTK pleckstrin homology domain (BTK-PH) and block the interaction between BTK-PH and protein kinase C (PKC) (IC₅₀ ~100 µM in human mast cell lysates), thus affecting the catalytic activity of BTK, but not the activity of PKC. Selectively inhibits the autophosphorylation of PKC_βI (IC₅₀ ~8 µM) but not that of PKC_βII. Reported to effectively inhibit the production of TNF-α (IC₅₀ ~3 µM) and block the activation of JNK1 (IC₅₀ ~10 µM) in FcεRI-stimulated mast cells. Also reported to inhibit DNA synthesis in activated spleen cells (IC₅₀ ~1.5 µM). Does not significantly affect the activities of Lyn, Syk, PKA, CK-1, ERK1, ERK2 and p38 kinases.

生物化学的／生理学的作用

Cell permeable: yes

Primary Target
Bruton′s tyrosine kinase catalytic activity (BTK)

Product competes with ATP.

Reversible: yes

Target IC₅₀: 10 µM against BTK

包装

Packaged under inert gas

警告

Toxicity: Harmful (C)

再構成

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

その他情報

Kawakami, Y., et al. 2000. Proc. Natl. Acad. Sci. USA97, 7423.
Kawakami, Y., et al. 1999. Proc. Natl. Acad. Sci. USA96, 2227.
Yamamoto, H., et al. 1980. Jpn. J. Antibiot.33, 320.

法的情報

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

安全性情報

• 保管分類コード: 11 - Combustible Solids
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable