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溴丙酮酸 (3-BP)

己糖激酶II抑制剂。抗肿瘤剂。
    级别和纯度:
  • ≥96%
有货

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库存信息

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货号 (SKU) 包装规格 是否现货 价格 数量
B120321-5g
5g 现货 Stock Image
B120321-25g
25g 现货 Stock Image
B120321-100g
100g 期货 Stock Image

基本描述

别名 3-溴丙酮酸
英文别名 AS-16146 | B1153 | 3-bromopyruvic acid | bromo-2-oxopropanoic acid | bromopyruvic acid | Bromopyruvic acid, >=97.0% (T) | J-650255 | 3-bromopyruvate | BPV | J-511892 | 3-bromo-2-oxopropanoic acid | AKOS015892643 | AM84337 | EINECS 214-206-5 | 3-BP | 3-BrP
规格或纯度 ≥96%
英文名称 Bromopyruvic acid (3-BP)
生化机理 己糖激酶II抑制剂。抗肿瘤剂。抑制谷胱甘肽S-转移酶和SOD。丙酮酸衍生物。引起氧化应激。诱导S和G2 / M细胞周期停滞。显示出抗增殖作用。显示抗肿瘤和抗菌
储存温度 2-8°C储存,充氩
运输条件 冰袋运输
备注 如果有可能,您尽量在使用的当天配置溶液,并在当天使用完它。但是,如果您需要预先配制储备溶液,我们建议您将溶液等份保存在-20°C的密封小瓶中。通常,它们最多可以使用一个月。在使用前和打开样品瓶之前,我们建议您让您的产品在室温下平衡至少1小时。需要更多关于溶解度,用法和处理的建议吗?请访问我们的常见问题(FAQ)页面以获取更多详细信息。
产品介绍


3-Bromopyruvic acid is a brominated derivative of pyruvic acid , which inhibits HXK II (hexokinase II) in cancer cells. As a result of this inhibition the cells are unable to metabolize glucose into ATP directly. Studies conducted on MCF-7 breast cancer cells show that 3-Bromopyruvic acid hydrate reduces the expression of Bcl-2, c-Myc and mutant p53, which are involved in the cell death signal transduction pathway. Alternate studies indicate that 3-Bromopyruvic acid hydrate is a very selective antibiotic, inhibiting the growth of certain yeasts.
Affinity label for cysteine residues; Cross-linker between nucleic acids and proteins

纯度 ≥96%

关联靶点(其它种属)

Hdac6 Histone deacetylase 6 (222 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
dapA Dihydrodipicolinate synthase (65 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Escherichia coli (133304 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
icl1 Isocitrate lyase 1 (45 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SARS-CoV-2 (38078 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

PubChem SID 504754555
EC号 214-206-5
分子类型 小分子
IIUPAC Name 3-bromo-2-oxopropanoic acid
INCHI 1S/C3H3BrO3/c4-1-2(5)3(6)7/h1H2,(H,6,7)
InChi Key PRRZDZJYSJLDBS-UHFFFAOYSA-N
Smiles C(C(=O)C(=O)O)Br
Isomeric SMILES C(C(=O)C(=O)O)Br
分子量 166.96
Beilstein号 1746786
Reaxy-Rn 1746786
Reaxys-RN link address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1746786&ln=

化学和物理性质

敏感性 对空气敏感、吸湿、对热敏感
熔点 77°C
分子量 166.960 g/mol
XLogP3 0.500
氢键供体数Hydrogen Bond Donor Count 1
氢键受体数Hydrogen Bond Acceptor Count 3
可旋转键计数Rotatable Bond Count 2
精确质量Exact Mass 165.927 Da
单同位素质量Monoisotopic Mass 165.927 Da
拓扑极表面积Topological Polar Surface Area 54.400 Ų
重原子数Heavy Atom Count 7
形式电荷Formal Charge 0
复杂度Complexity 98.400
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 0
未定义的原子立体中心计数Undefined Atom Stereocenter Count 0
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性(GHS)

象形图 GHS05
信号词 危险
危险声明

H314: 造成严重的皮肤灼伤和眼睛损伤

预防措施声明

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P310: 立即致电解毒中心或医生。

P305+P351+P338: 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。

WGK Germany 3
RTECS UZ0840000
个人防护装备 Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

质检证书(CoA,COO,BSE/TSE 和分析图谱)

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批号(Lot Number) 证书类型 货号
H2518235 分析证书 B120321
H2518236 分析证书 B120321
H2518237 分析证书 B120321
B2314236 分析证书 B120321
B2314297 分析证书 B120321
B2314283 分析证书 B120321
B2314235 分析证书 B120321
I2412072 分析证书 B120321

此产品的引用文献

引用文献

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37. Alvaro Marín-Hernández,Juan Carlos Gallardo-Pérez,Sayra Y López-Ramírez,Jorge Donato García-García,José Salud Rodríguez-Zavala,Lena Ruiz-Ramírez,Isabel Gracia-Mora,Alejandro Zentella-Dehesa,Marcela Sosa-Garrocho,Marina Macías-Silva,Rafael Moreno-Sánchez,Sara Rodríguez-Enríquez.  (2012-02-22)  Casiopeina II-gly and bromo-pyruvate inhibition of tumor hexokinase, glycolysis, and oxidative phosphorylation..  Archives of toxicology,  86  ((5)): (753-766).  [PMID:22349057]
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44. Shanmugasundaram Ganapathy-Kanniappan,Rani Kunjithapatham,Jean-Francois Geschwind.  (2012-12-26)  Anticancer efficacy of the metabolic blocker 3-bromopyruvate: specific molecular targeting..  Anticancer research,  33  ((1)): (13-20).  [PMID:23267123]
45. Michael A Lea,Mehreen S Qureshi,Michael Buxhoeveden,Nicolette Gengel,Jessica Kleinschmit,Charles Desbordes.  (2013-02-09)  Regulation of the proliferation of colon cancer cells by compounds that affect glycolysis, including 3-bromopyruvate, 2-deoxyglucose and biguanides..  Anticancer research,  33  ((2)): (401-407).  [PMID:23393330]
46. Eva Calviño,María Cristina Estañ,Carlos Sánchez-Martín,Rocío Brea,Elena de Blas,María del Carmen Boyano-Adánez,Eduardo Rial,Patricio Aller.  (2013-12-07)  Regulation of death induction and chemosensitizing action of 3-bromopyruvate in myeloid leukemia cells: energy depletion, oxidative stress, and protein kinase activity modulation..  The Journal of pharmacology and experimental therapeutics,  348  ((2)): (324-335).  [PMID:24307199]
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