Chemical Property of 2,3-Pentanedione, 4,5-dihydroxy-, (R)- (9CI)
Chemical Property:
- Boiling Point:263.0±30.0 °C(Predicted)
- PKA:11.36±0.20(Predicted)
- Density:1.311±0.06 g/cm3(Predicted)
- Purity/Quality:
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(4R)-4,5-Dihydroxy-2,3-pentandione - aqueous solution *data from reagent suppliers
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General Description
2,3-Pentanedione, 4,5-dihydroxy-, (R)- (9CI), also known as (R)-DPD, is a key quorum-sensing signaling molecule in bacteria, functioning as the precursor for autoinducer-2 (AI-2). It plays a universal role in interspecies bacterial communication, regulating behaviors such as bioluminescence, biofilm formation, and virulence. The (R)-enantiomer specifically forms a cyclic borate complex, which is critical for its bioactivity in marine bacteria like *Vibrio harveyi*. While unstable in its free form, its acetylated derivative (Ac2-DPD) serves as a stable precursor, hydrolyzing to release active DPD. Studies confirm its involvement in both Gram-negative and Gram-positive bacterial signaling, highlighting its broad significance in microbial quorum sensing. **Return:** (R)-4,5-Dihydroxy-2,3-pentanedione (DPD) is a biologically active quorum-sensing molecule that serves as the precursor for autoinducer-2 (AI-2), mediating interspecies bacterial communication. Its (R)-enantiomer forms a borate complex essential for signaling in bacteria like *Vibrio harveyi*, regulating processes such as bioluminescence and biofilm formation. Though unstable, its acetylated derivative (Ac2-DPD) acts as a stable prodrug, releasing DPD upon hydrolysis. This molecule demonstrates broad relevance in both Gram-negative and Gram-positive bacterial signaling pathways.
