Potassium 2,3,3-Trimethyl-3H-indole-5-sulfonate TCI P2824

Chemical Identity

CAS No.: 184351-56-2
PubChem: CID 23681862·SID 468592744
Formula: C11H12KNO3S
Molecular weight: 277.38 g/mol
Purity: >95.0%(HPLC)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: potassium 2,3,3-trimethylindole-5-sulfonate
SMILES: CC1=NC2=C(C1(C)C)C=C(C=C2)S(=O)(=O)[O-].[K+]
InChIKey: ZWIOSPCYIJAHKM-UHFFFAOYSA-M

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Potassium 2,3,3-trimethyl-3H-indole-5-sulfonate is the potassium salt of an indolenine derivative with a sulfonate group at the 5-position of the aromatic ring. TCI supplies it under product code P2824 as a heterocyclic building block. In the laboratory, it is best known as a key precursor for water-soluble cyanine dyes, a family of fluorescent dyes widely used to label biomolecules. The 2-methyl group of the indolenine is the reactive site. After the ring nitrogen is quaternized, this methyl group can take part in condensation reactions that build the polymethine chain characteristic of cyanine dyes.

What sets this compound apart is its sulfonate group, which makes the finished dye soluble in water. Cyanine dyes without sulfonation tend to aggregate in aqueous solution. This aggregation lowers fluorescence intensity and makes conjugation to proteins or nucleic acids more difficult. Researchers who start their synthesis from a sulfonated indolenine get dyes that dissolve more readily in biological buffers and are less likely to aggregate. The potassium salt is also easier to handle as a solid than the free acid, which makes weighing, storage, and routine preparative work simpler for synthetic chemists.

In Indonesia, demand for fluorescent dyes in biological research is growing in university chemistry departments, biotechnology research centers, and molecular biology laboratories. Some research groups prefer to synthesize their own labeling dyes, or to modify existing structures for specific needs. For them, a reliable supply of sulfonated indolenine precursors is an important starting point. AMI Scientific supplies this TCI reagent to support synthetic organic chemistry, dye development, and bioconjugation projects at Indonesian research institutions.

Related TCI products

Synthesis of water-soluble cyanine dyes: the sulfonated indolenine core gives the final polymethine dye good solubility in water, so it can be used in aqueous labeling protocols.
Preparation of fluorescent labels for biomolecules: dyes built from this precursor aggregate less in buffer, which helps preserve fluorescence intensity when they are conjugated to proteins or nucleic acids.
Quaternization and condensation studies: the reactive 2-methyl group becomes active after nitrogen quaternization, making this a useful substrate for exploring the condensation steps of polymethine dye synthesis.
Heterocyclic building block research: as a functionalized indolenine, it gives medicinal and synthetic chemists a sulfonated heterocyclic scaffold to elaborate further into new structures.
Development of custom dye structures: research groups can modify the indolenine-based dye framework while keeping the water solubility that the sulfonate group provides.

Brand	TCI (product code P2824)
CAS number	184351-56-2
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes	TCI standard pack sizes; please confirm with AMI Scientific which pack sizes are currently available
Physical form	Solid (potassium salt)
Storage	Keep tightly closed in a cool, dry place; follow the storage conditions on the TCI label and Safety Data Sheet

Keep this reagent in its original, tightly sealed container in a cool, dry, well-ventilated area away from moisture and direct light. Close the container promptly after each use so the solid does not absorb humidity, and use clean, dry spatulas when weighing. Wear standard personal protective equipment, including a lab coat, safety glasses, and chemical-resistant gloves. Weigh the powder in a fume hood or ventilated enclosure to avoid inhaling dust. Keep it away from incompatible materials, such as strong oxidizing agents. Before use, read the TCI Safety Data Sheet for complete hazard, first-aid, and disposal information. Dispose of waste according to local regulations and your institution's procedures.

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