9-(2,2-Dicyanovinyl)julolidine TCI D5971

Chemical Identity

Other names: DCVJ · 2-[(2,3,6,7-Tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-9-yl)methylene]malononitrile
CAS No.: 58293-56-4
PubChem: CID 2963·SID 468591668
Formula: C16H15N3
Molecular weight: 249.32 g/mol
Purity: >97.0%(HPLC)(qNMR)
Storage: 0-10°C

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 2-(1-azatricyclo[7.3.1.05,13]trideca-5,7,9(13)-trien-7-ylmethylidene)propanedinitrile
SMILES: C1CC2=CC(=CC3=C2N(C1)CCC3)C=C(C#N)C#N
InChIKey: LROAUBRDKLVBCP-UHFFFAOYSA-N
MDL: MDL01747392

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TCI D5971, 9-(2,2-Dicyanovinyl)julolidine — known among researchers by the abbreviation DCVJ — is a fluorescent probe of the molecular rotor type. Its structure combines an extremely electron-rich julolidine core with a dicyanovinyl group acting as a strong electron acceptor, joined by a single bond that is free to rotate. This donor–acceptor arrangement forms a characteristic intramolecular charge transfer system. In the laboratory, DCVJ is used to measure microviscosity and the rigidity of the environment immediately surrounding a molecule, a quantity that is difficult to obtain by conventional methods at the microscopic scale or inside living cells.

The distinguishing feature of DCVJ lies in its mechanism of action. In a low-viscosity medium, the bond between the julolidine core and the dicyanovinyl group rotates freely once the molecule has been excited, and that rotation dissipates the excitation energy without emitting light, so the fluorescence is very weak. When the molecule sits in an environment that is viscous, rigid, or confined, this rotation is hindered and the non-radiative decay pathway is closed off, so the fluorescence intensity rises sharply. Emission brightness therefore serves as a direct reporter of local microviscosity, which is what makes this probe a preferred choice where an environment-sensitive readout is required rather than a simple stain.

In Indonesian laboratories, DCVJ is typically handled in university and institutional research groups working on biophysics, cell biology, and protein chemistry, as well as in analytical facilities equipped with fluorescence spectrometers or fluorescence microscopes. Because the probe is supplied by TCI within the Life Science line of biochemicals and reagents, it is generally ordered in small research quantities for method development and specific experimental series rather than for routine bulk testing.

Related TCI products

Microviscosity measurement — the probe responds directly to the viscosity of its immediate surroundings, giving access to a quantity that conventional bulk methods cannot resolve at microscopic scale.
Intracellular environment studies — DCVJ can report on the rigidity and crowding of the medium inside living cells, where classical viscometry is simply not applicable.
Protein conformation and aggregation work — restricted rotation within a rigid or confined binding environment raises emission, so the probe tracks changes in molecular packing during such studies.
Membrane and confined-medium characterization — hindered rotation inside ordered or constrained environments produces a strong fluorescence increase that distinguishes rigid regions from fluid ones.
Fluorescence method development — as a well-characterized molecular rotor with intramolecular charge transfer behaviour, it serves as a reference probe when establishing environment-sensitive fluorescence protocols.

Brand	TCI (Tokyo Chemical Industry)
CAS number	58293-56-4
Molecular formula	—
Purity	—
Category	Life Science > Biochemicals and Reagents > Fluorescent Probes, Fluorescent Labels, Fluorescent Stains
Pack sizes	as listed in the manufacturer's current catalogue entry and on the product label
Physical form	—
Storage	—

Chemical name: 9-(2,2-Dicyanovinyl)julolidine, commonly abbreviated DCVJ
Product code: D5971

Store the product in its original, tightly closed container in accordance with the storage conditions stated by the manufacturer on the label and in the accompanying documentation. As a fluorescent probe, it should be kept away from direct light and protected from moisture; amber glass or otherwise light-shielded containers are appropriate for prepared solutions. Handle in a well-ventilated area or fume hood, wearing gloves, safety glasses, and a laboratory coat. Avoid contact with skin and eyes and avoid inhaling any dust. Consult the Safety Data Sheet supplied with the product before use, and dispose of residues and contaminated materials through the laboratory's chemical waste procedure.

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