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1234064-11-9

1234064-11-9 Structure

1234064-11-9 Structure
IdentificationBack Directory
[Name]

FFN102
[CAS]

1234064-11-9
[Synonyms]

FFN102
FFN102 (Mini 102)
FFN102 >=98% (HPLC)
FFN-102 (trifluoroacetate salt)
[Molecular Formula]

C13H11ClF3NO5
[MOL File]

1234064-11-9.mol
[Molecular Weight]

353.678
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 20 mg/ml; DMSO: 20 mg/ml
[form ]

A crystalline solid
[color ]

white to light brown
[InChI]

1S/C11H10ClNO3.C2HF3O2/c12-8-4-7-6(1-2-13)3-11(15)16-10(7)5-9(8)14;3-2(4,5)1(6)7/h3-5,14H,1-2,13H2;(H,6,7)
[InChIKey]

OGHPXKAKVMJGQH-UHFFFAOYSA-N
[SMILES]

FC(F)(F)C(O)=O.NCCC(C1=CC(Cl)=C(O)C=C1O2)=CC2=O
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

FFN-102 is a fluorescent false neurotransmitter (FFN) that is a substrate for the dopamine transporter (DAT) and vesicular monoamine transporter 2 (VMAT2). It is a pH-dependent fluorescent probe that labels dopamine cell bodies, axons, and presynaptic terminals. It can also be used to monitor dopamine exocytosis. It has a pKa of 6.2 and displays pH-dependent excitation spectra of 340 and 370 nm at pH 5 and 7.4, respectively, which correspond to vesicular and cytoplasmic pH values. The emission spectrum of FFN-102 is pH-independent at 453 nm, but the intensity of emission is pH-dependent with a higher intensity at a pH of 7.4. FFN-102 inhibits DAT (13.6% at a concentration of 10 μM) and the serotonin (5-HT) receptor subtype 5-HT2c (Ki = ~3 μM) but does not bind to 37 other central nervous system receptors and transporters, including dopamine receptors, up to a concentration of 10 μM.
[Uses]

FFN-102 trifluoroacetate is an analogue of biogenic neurotransmitters. FFN-102 trifluoroacetate is a pH-dependent fluorescent probe that labels dopamine cell bodies, axons, and presynaptic terminals[1].
[References]

[1] Liu X, et al. A Dual Functional Electroactive and Fluorescent Probe for Coupled Measurements of Vesicular Exocytosis with High Spatial and Temporal Resolution. Angew Chem Int Ed Engl. 2017 Feb 20;56(9):2366-2370. DOI:10.1002/anie.201611145
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