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Merck
CN

F9128

Sigma-Aldrich

5′-(4-氟磺酰基苯甲酰基)腺苷 盐酸盐

别名:

FSBA, 三磷酸腺苷-5′-(4-氟磺酰基苯甲酸酯) 盐酸盐

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About This Item

经验公式(希尔记法):
C17H16FN5O7S · HCl
CAS号:
分子量:
489.86
Beilstein:
8178939
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.51

生物来源

synthetic (organic)

质量水平

检测方案

≥95% (TLC)

形式

powder

溶解性

methanol: 50 mg/mL, clear, colorless

储存温度

−20°C

SMILES字符串

Cl[H].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COC(=O)c4ccc(cc4)S(F)(=O)=O)[C@@H](O)[C@H]3O

InChI

1S/C17H16FN5O7S.ClH/c18-31(27,28)9-3-1-8(2-4-9)17(26)29-5-10-12(24)13(25)16(30-10)23-7-22-11-14(19)20-6-21-15(11)23;/h1-4,6-7,10,12-13,16,24-25H,5H2,(H2,19,20,21);1H/t10-,12-,13-,16-;/m1./s1

InChI key

ZUHVYHQVJYIHPN-KHXPSBENSA-N

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应用

5′-(4-氟磺酰基苯甲酰基)腺苷盐酸盐可用于与 Ime2(减数分裂 2 的诱导剂)孵育以确定 Ime2 对三磷酸腺苷(ATP)类似物 5′-氟磺酰基苯甲酰腺苷(FSBA)的敏感性。
5′-(4-氟磺酰基苯甲酰基)腺苷(FSBA)是 ATP 类似物,用于研究渥曼青霉素的作用机理。FSBA 已用于研究肠道细胞(例如 Caco-2)中的囊泡运输,并对各种 ATP 酶、激酶和其他蛋白质的核苷酸结合域(NBD)中的残基进行共价修饰。

生化/生理作用

由于 5′-(4-氟磺酰基苯甲酰基)腺苷与这些基序中发生的亲核氨基酸反应,因此其有助于识别激酶中的三磷酸腺苷(ATP)结合位点。

象形图

Corrosion

警示用语:

Danger

危险声明

危险分类

Eye Dam. 1 - Skin Corr. 1B

储存分类代码

8A - Combustible corrosive hazardous materials

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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Regalla Kumarswamy et al.
The international journal of biochemistry & cell biology, 41(6), 1430-1440 (2009-01-17)
Role of cytochrome-c in insect cell apoptosis is highly controversial, with many earlier reports suggesting lack of involvement of mitochondrial factors in Drosophila while more recent studies have indicated otherwise, thus warranting more in-depth studies of insect cell apoptosis. In
C Oudot et al.
European journal of biochemistry, 258(2), 579-585 (1999-01-05)
The ATPase activity of Escherichia coli isocitrate dehydrogenase kinase/phosphatase was rapidly lost after prior incubation with the ATP analogue 5'-[p-(fluorosulfonyl)benzoyl]adenosine (FSBA). This inactivation was prevented by the presence of either 5 mM ATP or 5 mM ADP plus Mg2+, while
Selective Ion Tracing and MS n Analysis of Peptide Digests from FSBA-Treated Kinases for the Analysis of Protein ATP-Binding Sites
Renzone G, et al.
Journal of Proteome Research, 5(8), 2019-2024 (2006)
Steven J Ratcliffe et al.
Journal of biomolecular screening, 12(1), 126-132 (2006-12-15)
Most of the kinase inhibitors that are approved for therapeutic uses or that are undergoing clinical trials are directed toward the adenosine triphosphate (ATP) binding site of protein kinases. 5'-Fluorosulfonylbenzoyl 5'-adenosine (FSBA) is an activitybased probe (ABP) that covalently modifies
Kenichi A Tanaka et al.
Platelets, 15(5), 325-332 (2004-09-17)
The use of clopidogrel (Plavix), an inhibitor of adenosine diphosphate (ADP)-induced platelet aggregation, has been proven to reduce ischemic events in cardiovascular patients, but little information is available for optimal monitoring of platelet function in patients receiving the drug preoperatively.

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