F9128

5′-(4-Fluorosulfonylbenzoyl)adenosine hydrochloride

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

• Synonym(s): Adenosine-5′-(4-fluorosulfonylbenzoate) hydrochloride, FSBA
• 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

Properties

• Product Name: 5′-(4-Fluorosulfonylbenzoyl)adenosine hydrochloride,
• biological source: synthetic (organic)
• Quality Segment: 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

Description

Application

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).

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.

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H314
• pcodes: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• 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)