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F9128

Sigma-Aldrich

5′-(4-Fluorosulfonylbenzoyl)adenosine hydrochloride

Sinônimo(s):

Adenosine-5′-(4-fluorosulfonylbenzoate) hydrochloride, FSBA

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25 MG
R$ 3.535,00
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R$ 10.701,00
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R$ 3.535,00

Previsão de entrega em27 de março de 2025

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25 MG
R$ 3.535,00
100 MG
R$ 10.701,00
500 MG
R$ 42.778,00

About This Item

Fórmula empírica (Notação de Hill):
C17H16FN5O7S · HCl
Número CAS:
78859-42-4
Peso molecular:
489.86
Beilstein:
8178939
Número MDL:
MFCD00043258
Código UNSPSC:
41106305
ID de substância PubChem:
24894988
NACRES:
NA.51

R$ 3.535,00

Previsão de entrega em27 de março de 2025

fonte biológica

synthetic (organic)

Nível de qualidade

200

Ensaio

≥95% (TLC)

Formulário

powder

solubilidade

methanol: 50 mg/mL, clear, colorless

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

chave InChI

ZUHVYHQVJYIHPN-KHXPSBENSA-N

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Aplicação

5′-(4-Fluorosulfonylbenzoyl)adenosine (FSBA) is an ATP analog used to study the mechanism of action of wortmannin. FSBA has been used to study vesicular transport in intestinal cells such as Caco-2, and to covalently modify residues in the nucleotide-binding domains (NBDs) of various ATPases, kinases, and other proteins.
5′-(4-Fluorosulfonylbenzoyl)adenosine hydrochloride has been used to incubate with Ime2 (inducer of meiosis 2) to determine the sensitivity of Ime2 to the adenosine triphosphate (ATP) analog 5′-fluorosulfonylbenzoyladenosine (FSBA).[1]

Ações bioquímicas/fisiológicas

5′-(4-Fluorosulfonylbenzoyl)adenosine helps to recognize adenosine triphosphate (ATP)-binding sites in kinases due to its reaction with nucleophilic amino acids happening within these motifs.[2]

Pictogramas

Corrosion
GHS05

Palavra indicadora

Danger

Frases de perigo

H314

Classificações de perigo

Eye Dam. 1 - Skin Corr. 1B

Código de classe de armazenamento

8A - Combustible corrosive hazardous materials

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

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Certificados de análise (COA)

Lot/Batch Number
0000342108
0000342108
SLBX0795
SLBS7663
SLBN9061V

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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
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
Eric Faudry et al.
The Journal of biological chemistry, 279(19), 19607-19613 (2004-02-27)
Apyrases are nucleoside triphosphate-diphosphohydrolases (EC 3.6.1.5) present in a variety of organisms. The apyrase activity found in the saliva of hematophagous insects is correlated with the prevention of ADP-induced platelet aggregation of the host during blood sucking. Purification of apyrase
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
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
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