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FFN-102 is a fluorescent false neurotransmitter that serves as a substrate for the dopamine transporter (DAT) and vesicular monoamine transporter 2 (VMAT2). It is a pH-dependent fluorescent probe that selectively labels dopamine cell bodies, axons, and presynaptic terminals, and can be utilized to monitor dopamine exocytosis. With a pKa of 6.2, FFN-102 exhibits pH-dependent excitation spectra at 340 and 370 nm corresponding to vesicular and cytoplasmic pH values, respectively. Its emission spectrum is pH-independent at 453 nm, but the emission intensity varies with pH, peaking at a pH of 7.4. FFN-102 demonstrates inhibitory effects on DAT and the serotonin receptor subtype 5-HT2c, while showing no binding affinity to 37 other central nervous system receptors and transporters at concentrations up to 10 μM.

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  • 1234064-11-9 Structure
  • Basic information

    1. Product Name: FFN102
    2. Synonyms: FFN102;FFN-102 (trifluoroacetate salt)
    3. CAS NO:1234064-11-9
    4. Molecular Formula: C13H11ClF3NO5
    5. Molecular Weight: 353.6783496
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 1234064-11-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: FFN102(CAS DataBase Reference)
    10. NIST Chemistry Reference: FFN102(1234064-11-9)
    11. EPA Substance Registry System: FFN102(1234064-11-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1234064-11-9(Hazardous Substances Data)

1234064-11-9 Usage

Uses

Used in Neuroscience Research:
FFN-102 is used as a fluorescent probe for visualizing and studying the morphology and function of dopaminergic neurons. Its ability to label dopamine cell bodies, axons, and presynaptic terminals makes it a valuable tool for investigating the role of dopamine in various neurological processes and disorders.
Used in Neurotransmitter Release Studies:
FFN-102 is employed as a tool to monitor dopamine exocytosis, providing insights into the release mechanisms and dynamics of neurotransmitters in the central nervous system.
Used in Drug Development and Screening:
FFN-102 is utilized in the development and screening of drugs targeting the dopamine transporter (DAT) and serotonin receptor subtype 5-HT2c. Its inhibitory effects on these receptors make it a useful compound for evaluating the efficacy and selectivity of potential therapeutic agents.
Used in Cellular Imaging and Analysis:
FFN-102 is used as a fluorescent marker in cellular imaging and analysis, allowing researchers to study the distribution, localization, and dynamics of dopaminergic neurons and neurotransmitter release in real-time.
Used in Disease Modeling and Pathophysiology Studies:
FFN-102 is employed in disease modeling and pathophysiology studies to investigate the role of dopamine dysregulation in various neurological and neuropsychiatric disorders, such as Parkinson's disease, schizophrenia, and addiction. Its selective labeling and monitoring capabilities enable researchers to gain a deeper understanding of the underlying mechanisms and potential therapeutic targets for these conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 1234064-11-9 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,2,3,4,0,6 and 4 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1234064-11:
(9*1)+(8*2)+(7*3)+(6*4)+(5*0)+(4*6)+(3*4)+(2*1)+(1*1)=109
109 % 10 = 9
So 1234064-11-9 is a valid CAS Registry Number.

1234064-11-9Downstream Products

1234064-11-9Relevant articles and documents

pH-responsive fluorescent false neurotransmitters and their use

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Page/Page column 34; 35, (2015/07/15)

This invention relates to compounds having the following structure: wherein Y is O, X is O, bond α is absent and bond β is present, or Y is H, X is CH, bond α is present, and bond β is absent; atom Z is a carbon and bonds χ, δ and γ are present, or atom Z is a nitrogen and bonds χ, δ and γ are absent, or atom Z is a nitrogen and bonds χ and δ are present and γ is absent. R1, R2, R3, R4, R5, and R6 are various substituents as described in the specification.

PH RESPONSIVE FLUORESCENT FALSE NEUROTRANSMITTERS AND THEIR USE

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Page/Page column 49; 50, (2011/08/21)

This invention relates to compounds having the following structure: wherein Y is O, X is O, bond α is absent and bond β is present, or Y is H, X is CH, bond α is present, and bond β is absent; atom Z is a carbon and bonds χ, δ and γ are present, or atom Z is a nitrogen and bonds χ, δ and γ are absent, or atom Z is a nitrogen and bonds χ and δ are present and γ is absent. R1, R2, R3, R4, R5, and R6 are various substituents as described in the specification.

Development of pH-responsive fluorescent false neurotransmitters

Lee, Minhee,Gubernator, Niko G.,Sulzer, David,Sames, Dalibor

supporting information; experimental part, p. 8828 - 8830 (2010/08/21)

We introduce pH-responsive fluorescent false neurotransmitters (pH-responsive FFNs) as novel probes that act as vesicular monoamine transporter (VMAT) substrates and ratiometric fluorescent pH sensors. The development of these agents was achieved by systematic molecular design that integrated several structural elements, including the aminoethyl group (VMAT recognition), halogenated hydroxy-coumarin core (ratiometric optical pH sensing in the desired pH range), and N- or C-alkylation (modulation of lipophilicity). Of 14 compounds that were synthesized, the probe Mini202 was selected based on the highest uptake in VMAT2-transfected HEK cells and desirable optical properties. Using Mini202, we measured the pH of catecholamine secretory vesicles in PC-12 cells (pH -5.9) via two-photon fluorescence microscopy. Incubation with methamphetamine led to an increase in vesicular pH (pH - 6.4), consistent with a proposed mechanism of action of this psychostimulant, and eventually to redistribution of vesicular content (including Mini202) from vesicles to cytoplasm. Mini202 is sufficiently bright, photostable, and suitable for two-photon microscopy. This probe will enable fundamental neuroscience and neuroendocrine research as well as drug screening efforts.

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