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Merck
CN

F9128

5′-(4-氟磺酰基苯甲酰基)腺苷 盐酸盐

≥95% (TLC), synthetic (organic), powder

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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关于此项目

经验公式(希尔记法):
C17H16FN5O7S · HCl
化学文摘社编号:
分子量:
489.86
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
Beilstein/REAXYS Number:
8178939
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产品名称

5′-(4-氟磺酰基苯甲酰基)腺苷 盐酸盐,

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

SMILES string

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

InChI key

ZUHVYHQVJYIHPN-KHXPSBENSA-N

biological source

synthetic (organic)

assay

≥95% (TLC)

form

powder

solubility

methanol: 50 mg/mL, clear, colorless

storage temp.

−20°C

Quality Level

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Application

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。

Biochem/physiol Actions

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。

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

存储类别

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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P Borowski et al.
Biological chemistry, 380(4), 403-412 (1999-06-04)
A detergent extract isolated from the enriched fraction of integral membrane proteins of Jurkat cells showed an enhanced tyrosine phosphate level when phosphorylated in the presence of phorbol 12-myristate 13-acetate (TPA) and phorbol 12,13-dibutyrate (PDBu). The enhanced tyrosine phosphorylation was
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
Dinesh Manvar et al.
Biochemistry, 52(2), 432-444 (2012-12-28)
We have used an ATP analogue 5'-[p-(fluorosulfonyl)benzoyl]adenosine (FSBA) to modify HCV replicase in order to identify the ATP binding site in the enzyme. FSBA inactivates HCV replicase activity in a concentration-dependent manner with a binding stoichiometry of 2 moles of
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
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

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