Merck
CN

F9128

Sigma-Aldrich

5′-(4-氟磺酰基苯甲酰基)腺苷 盐酸盐

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别名:
FSBA, 三磷酸腺苷-5′-(4-氟磺酰基苯甲酸酯) 盐酸盐
经验公式(希尔记法):
C17H16FN5O7S · HCl
CAS号:
分子量:
489.86
Beilstein:
8178939
MDL编号:
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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Sanjay S Khandekar et al.
Journal of biomolecular screening, 10(5), 447-455 (2005-08-12)
The currently approved kinase inhibitors for therapeutic uses and a number of kinase inhibitors that are undergoing clinical trials are directed toward the adenosine triphosphate (ATP) binding site of protein kinases. The 5'-fluorosulfonylbenzoyl 5'-adenosine (FSBA) is an ATP-affinity reagent that
Giovanni Renzone et al.
Proteins, 67(1), 189-197 (2007-01-24)
Sso7d from the extreme thermophilic crenarchaeon Sulfolobus solfataricus is a multifunctional protein in in vitro assays, whose in vivo role is still puzzling. Crystals of Sso7d in complex with DNA elucidated the protein surface involved in the binding to the
Nicolas Menzel et al.
Analytical biochemistry, 368(2), 178-184 (2007-06-29)
Nearly all processes in cells are regulated by the coordinated interplay between reversible protein phosphorylation and dephosphorylation. Therefore, it is a great challenge to identify all phosphorylation substrates of a single protein kinase to understand its integration into intracellular signaling
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
Xavier Hanoulle et al.
Journal of proteome research, 5(12), 3438-3445 (2006-12-02)
Adenine nucleotides are small, abundant molecules that bind numerous proteins involved in pivotal cellular processes. These nucleotides are co-factors or substrates for enzymes, regulators of protein function, or structural binding motifs. The identification of nucleotide-binding sites on a proteome-wide scale

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