Merck
  • F9128
All Photos(3)

F9128

Sigma-Aldrich

5′-(4-Fluorosulfonylbenzoyl)adenosine hydrochloride

All Photos(3)
Synonym(s):
Adenosine-5′-(4-fluorosulfonylbenzoate) hydrochloride, FSBA
Empirical Formula (Hill Notation):
C17H16FN5O7S · HCl
CAS Number:
78859-42-4
Molecular Weight:
489.86
Beilstein:
8178939
MDL number:
MFCD00043258
PubChem Substance ID:
24894988
NACRES:
NA.51

Assay

≥95% (TLC)

Quality Level

200

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

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5′-(4-Fluorosulfonylbenzoyl)adenosine hydrochloride

Sigma-Aldrich

F9128

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Sigma-Aldrich

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Sigma-Aldrich

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5′-(N-Ethylcarboxamido)adenosine powder

Sigma-Aldrich

E2387

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assay

≥95% (TLC)

assay

97%

assay

≥97% (silver nitrate titration)

assay

-

form

powder

form

solid

form

powder

form

powder

solubility

methanol: 50 mg/mL, clear, colorless

solubility

-

solubility

H2O: 50 mM (Stable when aliquoted at −20°C. Half-life = 6 minutes in pH 7.0 buffer systems.)

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.2 mg/mL (Solutions may be stored for several days at 4 °C.), DMSO: 14 mg/mL (Solutions may be stored for several days at 4 °C.), 0.1 M HCl: 3.4 mg/mL (Solutions may be stored for several days at 4 °C.), H2O: insoluble, ethanol: soluble (Solutions may be stored for several days at 4 °C.)

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

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.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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