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F9128

5′-(4-Fluorosulfonylbenzoyl)adenosine hydrochloride

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C17H16FN5O7S · HCl
CAS Number:
78859-42-4
Molecular Weight:
489.86
NACRES:
NA.51
PubChem Substance ID:
24894988
UNSPSC Code:
41106305
MDL number:
MFCD00043258
Beilstein/REAXYS Number:
8178939
Assay:
≥95% (TLC)
Biological source:
synthetic (organic)
Form:
powder
Solubility:
methanol: 50 mg/mL, clear, colorless
Storage temp.:
−20°C
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Product Name

5′-(4-Fluorosulfonylbenzoyl)adenosine hydrochloride,

biological source

synthetic (organic)

Quality Level

200

assay

≥95% (TLC)

form

powder

solubility

methanol: 50 mg/mL, clear, colorless

storage temp.

−20°C

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

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

Application

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).
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.

Biochem/physiol Actions

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.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SLBX0795
SLBS7663
SLBN9061V
SLBH1919V
061M5054V

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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
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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Global Trade Item Number

SKUGTIN
F9128-100MG04061833048184
F9128-25MG04061833048191
F9128-500MG04061833048207