345834

Genistein, Soybean

A cell-permeable, reversible, substrate competitive inhibitor of protein tyrosine kinases, including autophosphorylation of epidermal growth factor receptor kinase (IC₅₀ = 2.6 µM).

• 동의어(들): Genistein, Soybean, 4ʹ,5,7-Trihydroxyisoflavone
• 실험식(Hill 표기법): C₁₅H₁₀O₅
• CAS Number: 446-72-0
• Molecular Weight: 270.24
• MDL number: MFCD00016952
• UNSPSC 코드: 12352200
• NACRES: NA.77

속성

• Quality Level: 100
• 설명: Merck USA index - 14, 4391
• 분석: ≥95% (HPLC)
• 양식: solid
• 제조업체/상표: Calbiochem^®
• 저장 조건: OK to freeze; protect from light
• 색상: white
• solubility: DMSO: 200 mg/mL
• 배송 상태: ambient
• 저장 온도: −20°C
• SMILES string: [o]1c2c([c](c(c1)c3ccc(cc3)O)=O)c(cc(c2)O)O
• InChI: 1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H
• InChI key: TZBJGXHYKVUXJN-UHFFFAOYSA-N

설명

일반 설명

A cell-permeable, reversible, substrate competitive inhibitor of protein tyrosine kinases, including autophosphorylation of epidermal growth factor receptor kinase (IC₅₀ = 2.6 µM). The inhibition is competitive with respect to ATP and non-competitive with respect to the phosphate acceptor. Has only a trivial effect on the activity of PKA and PKC (IC₅₀ >350 µM). Inhibits tumor cell proliferation and induces tumor cell differentiation. Produces cell cycle arrest and apoptosis in Jurkat T-leukemia cells. However, it prevents anti-CD3 monoclonal antibody-induced thymic apoptosis. Also inhibits topoisomerase II activity in vitro.

A cell-permeable, reversible, substrate competitive inhibitor of protein tyrosine kinases, including autophosphorylation of epidermal growth factor receptor kinase (IC₅₀ = 2.6 µM). The inhibition is competitive with respect to ATP and non-competitive with respect to the phosphate acceptor. Inhibits tumor cell proliferation and induces tumor cell differentiation. Inhibits exogenous substrate phosphorylation by EGFR kinase and pp60^v-src with similar potencies (IC₅₀ = 20-25 µM). Has only a trivial effect on PKC and PKA (IC₅₀ >350 µM). Produces cell cycle arrest and apoptosis in Jurkat T-leukemia cells. Prevents anti-CD3 monoclonal antibody-induced thymic apoptosis. Also inhibits topoisomerase II activity in vitro. Blocks oxidative DNA damage in vitro.

생화학적/생리학적 작용

Cell permeable: yes

Primary Target
EGFR kinase

Product does not compete with ATP.

Reversible: yes

Target IC₅₀: 2.6 µM against autophosphorylation of epidermal growth factor receptor kinase

경고

Toxicity: Standard Handling (A)

기타 정보

Constantinou, A., and Huberman, E. 1995. Proc. Soc. Exp. Biol. Med. 208, 109.
Wei, H., et al. 1995. Proc. Soc. Exp. Biol. Med. 208, 124.
Wei, H., et al. 1995. Carcinogenesis17, 73.
Kobayashi, S., et al. 1994. J. Biol. Chem.269, 9011.
Migita, K., et al. 1994. J. Immunol.153, 3457.
Spinozzi, F., et al. 1994. Leuk. Res.18, 431.
Dhar, A., et al. 1990. Mol. Pharmacol.37, 519.
Hill, T.D., et al. 1990. Science248, 1660.
Dean, N.M., et al. 1989. Biochem. Biophys. Res. Commun.165, 795.
Akiyama, T., et al. 1987. J. Biol. Chem.262, 5592.

법적 정보

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

안전성 정보

• 픽토그램: GHS07
• 신호어: Warning
• 유해 및 위험 성명서: H302
• 예방조치 성명서: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable