196440
巴马司他
≥98% (HPLC), solid, Matrix metalloproteinase inhibitor, Calbiochem
别名:
巴马司他, （4-N-羟氨基）-2R-异丁基-3S-（噻吩硫基甲基）琥珀酰）-L-苯丙氨酸-N-甲酰胺，BB-94
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关于此项目
经验公式（希尔记法）:
C23H31N3O4S2
化学文摘社编号:
分子量:
477.64
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
产品名称
巴马司他, Batimastat primarily used in Inhibition.
SMILES string
[s]1c(ccc1)SC[C@@H]([C@@H](CC(C)C)C(=O)N[C@@H](Cc2ccccc2)C(=O)NC)C(=O)NO
InChI
1S/C23H31N3O4S2/c1-15(2)12-17(18(22(28)26-30)14-32-20-10-7-11-31-20)21(27)25-19(23(29)24-3)13-16-8-5-4-6-9-16/h4-11,15,17-19,30H,12-14H2,1-3H3,(H,24,29)(H,25,27)(H,26,28)/t17-,18+,19+/m1/s1
InChI key
XFILPEOLDIKJHX-QYZOEREBSA-N
assay
≥98% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
protect from light
color
off-white
solubility
DMSO: 50 mg/mL
shipped in
ambient
storage temp.
2-8°C
Quality Level
Disclaimer
毒性：标准处理（A）
General description
一种基于Marimastat（目录编号444289）的基于肽基异羟肟酸酯的抑制剂，可有效抑制广谱金属蛋白酶，包括MMP-1，MMP-2，MMP-3/溶血素，MMP-7/基质溶素，MMP-9，ΔMT1（没有TM结构域的MMP-14），ADAM8和ADAM17/TACE（IC50分别为3、4、20、6、4、2.08、51.3和19 nM），靶向底物结合位点和活性位点Zn2+，而对ACE（血管紧张素转换酶）或α-分泌酶的效力低得多（IC50分别为1.6和3.3 µM）。Batimastat被广泛用于研究MMPs在体外培养和动物体内的癌变和非癌病理过程中的参与。也可以作为25 mM的DMSO溶液（目录号508408）提供。
Other Notes
Schlomann, U., et al. 2002.J. Biol. Chem.277, 48210.
Whittaker, M., et al. 1999.Chem. Rev.99, 2735.
Parvathy, S., et al. 1998.Biochemistry37, 1680.
Parvathy, S., et al. 1998.FEBS Lett.431, 63.
Yamamoto, M., et al. 1998.J. Med. Chem.41, 1209.
Moss, M.L., et al. 1997.Nature385, 733.
Eccles, S.A., et al. 1996.Cancer Res.56, 2815.
Brown, P.D.1995.Advan.Enzyme Regul.35, 293.
Wang, X., et al. 1994.Cancer Res.54, 4726.
Davies, B., et al. 1993.Cancer Res.53, 2087.
Whittaker, M., et al. 1999.Chem. Rev.99, 2735.
Parvathy, S., et al. 1998.Biochemistry37, 1680.
Parvathy, S., et al. 1998.FEBS Lett.431, 63.
Yamamoto, M., et al. 1998.J. Med. Chem.41, 1209.
Moss, M.L., et al. 1997.Nature385, 733.
Eccles, S.A., et al. 1996.Cancer Res.56, 2815.
Brown, P.D.1995.Advan.Enzyme Regul.35, 293.
Wang, X., et al. 1994.Cancer Res.54, 4726.
Davies, B., et al. 1993.Cancer Res.53, 2087.
Packaging
用惰性气体包装
Preparation Note
复溶后，等分并冷冻保存（-20°C）。储备液在-20°C条件下可稳定保存6个月。
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Ivonne Melano et al.
Microbiology spectrum, 11(5), e0385422-e0385422 (2023-09-15)
Severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2), the etiological agent of the Coronavirus disease-19 (COVID-19) pandemic, utilizes angiotensin-converting enzyme 2 (ACE2) as a receptor for virus infection. However, the expression pattern of ACE2 does not coincide with the tissue tropism
Abdulbasit Amin et al.
Molecular metabolism, 73, 101731-101731 (2023-05-01)
The metalloprotease ADAM17 (also called TACE) plays fundamental roles in homeostasis by shedding key signaling molecules from the cell surface. Although its importance for the immune system and epithelial tissues is well-documented, little is known about the role of ADAM17
Jana Koch et al.
Cancers, 14(15) (2022-08-13)
Matrix metalloproteinases (MMPs) play a crucial role in tumour initiation, progression, and metastasis, including peritoneal carcinosis (PC) formation. MMPs serve as biomarkers for tumour progression in colorectal cancer (CRC), and MMP overexpression is associated with advanced-stage metastasis and poor survival.
Marina Badenes et al.
Life science alliance, 6(4) (2023-02-01)
The metalloprotease ADAM17 is a sheddase of key molecules, including TNF and epidermal growth factor receptor ligands. ADAM17 exists within an assemblage, the "sheddase complex," containing a rhomboid pseudoprotease (iRhom1 or iRhom2). iRhoms control multiple aspects of ADAM17 biology. The
Eva Maria Wenzel et al.
Nature communications, 15(1), 1277-1277 (2024-02-11)
Overexpression of the transmembrane matrix metalloproteinase MT1-MMP/MMP14 promotes cancer cell invasion. Here we show that MT1-MMP-positive cancer cells turn MT1-MMP-negative cells invasive by transferring a soluble catalytic ectodomain of MT1-MMP. Surprisingly, this effect depends on the presence of TKS4 and
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