(4-Carboxybutyl)triphenylphosphonium bromide
CAS 17814-85-6
CAS · 17814-85-6
Product Overview
(4-Carboxybutyl)triphenylphosphonium bromide is a high-purity organophosphorus-compounds supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.
Product Specifications
| Appearance | White to off-white solid |
|---|---|
| Purity (HPLC) | 98% min |
| Melting point | 204.0 - 209.0 ℃ |
Applications
(4-Carboxybutyl)triphenylphosphonium bromide is a specialized phosphonium salt widely used in biochemical research, organic synthesis, and pharmaceutical development. In medicinal and biochemical research, it serves as a mitochondrial-targeting agent, as the triphenylphosphonium (TPP) moiety facilitates the selective delivery of compounds into mitochondria due to the organelle's negative membrane potential. This makes it valuable for studying mitochondrial function, delivering antioxidants, or modulating bioenergetics in cellular models. In synthetic chemistry, it is utilized as a phosphonium salt precursor in the preparation of ylides for Wittig reactions, enabling the formation of carbon–carbon double bonds with high stereoselectivity. It also finds applications in the development of mitochondrial probes, fluorescent dyes, and targeted therapeutic agents, where the carboxybutyl group provides additional sites for functionalization or conjugation.
Benefits
The benefits of (4-Carboxybutyl)triphenylphosphonium bromide derive from its dual functionality: the triphenylphosphonium cation allows selective mitochondrial targeting, while the carboxybutyl group provides chemical versatility for conjugation or further derivatization. This combination enables precise delivery of bioactive molecules or probes to mitochondria, enhancing experimental accuracy and therapeutic potential. In organic synthesis, it serves as a stable phosphonium precursor, facilitating efficient Wittig reactions with predictable stereochemical outcomes. Its chemical stability, solubility in polar solvents, and ease of functionalization make it a versatile reagent for both biochemical studies and synthetic applications. Additionally, its ability to improve mitochondrial uptake of conjugated molecules can enhance cellular bioavailability and efficacy, providing significant advantages in drug development and experimental research.
Conclusion
(4-Carboxybutyl)triphenylphosphonium bromide is a multifunctional phosphonium salt with important applications in mitochondrial research, organic synthesis, and targeted therapeutics. Its combination of mitochondrial-targeting ability and chemical versatility allows precise delivery, functionalization, and efficient synthetic transformations. The benefits it provides-including enhanced mitochondrial uptake, stereoselective reactions, and conjugation flexibility-make it a valuable tool in biochemical studies, drug discovery, and advanced organic chemistry. Its unique properties continue to support innovation in mitochondrial biology, chemical synthesis, and targeted therapeutic development.
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