Potential of DPD ((S)-4,5-dihydroxy-2,3-pentanedione) Analogs in Microparticulate Formulation as Vaccine Adjuvants
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Published on: December 9, 2022
Devyani Joshi1, Sarthak Shah1, Christiane Chbib2
1Center for Drug Delivery Research, Vaccine Nanotechnology Laboratory, College of Pharmacy, Mercer University, Atlanta, GA 30341, USA.
Abstract:
The molecule (S)-4,5-dihydroxy-2,3-pentanedione (DPD) is produced by many different species of bacteria and is involved in bacterial communication. DPD is the precursor of signal molecule autoinducer-2 (AI-2) and has high potential to be used as a vaccine adjuvant. Vaccine adjuvants are compounds that enhance the stability and immunogenicity of vaccine antigens, modulate efficacy, and increase the immune response to a particular antigen. Previously, the microparticulate form of (S)-DPD was found to have an adjuvant effect with the gonorrhea vaccine. In this study, we evaluated the immunogenicity and adjuvanticity of several synthetic analogs of the (S)-DPD molecule, including ent-DPD((R)-4,5-dihydroxy-2,3-pentanedione), n-butyl-DPD ((S)-1,2-dihydroxy-3,4-octanedione), isobutyl-DPD ((S)-1,2-dihydroxy-6-methyl-3,4-heptanedione), n-hexyl-DPD ((S)-1,2-dihydroxy-3,4-decanedione), and phenyl-DPD ((S)-3,4-dihydroxy-1-phenyl-1,2-butanedione), in microparticulate formulations. The microparticulate formulations of all analogs of (S)-DPD were found to be noncytotoxic toward dendritic cells. Among these analogs, ent-DPD, n-butyl-DPD, and isobutyl-DPD were found to be immunogenic toward antigens and showed adjuvant efficacy with microparticulate gonorrhea vaccines. It was observed that n-hexyl-DPD and phenyl-DPD did not show any adjuvant effect. This study shows that synthetic analogs of (S)-DPD molecules are capable of eliciting adjuvant effects with vaccines. A future in vivo evaluation will further confirm that these analogs are promising vaccine adjuvants.
Insights
Synthetic analogs of (S)-4,5-dihydroxy-2,3-pentanedione (DPD) show promise as vaccine adjuvants. Several DPD analogs demonstrated immunogenicity and enhanced adjuvant efficacy with microparticulate gonorrhea vaccines.
Area of Science:
- Microbiology
- Immunology
- Vaccine Development
Background:
- The molecule (S)-4,5-dihydroxy-2,3-pentanedione (DPD) is a bacterial signaling molecule and a potential vaccine adjuvant.
- Microparticulate formulations of (S)-DPD have previously shown adjuvant effects with vaccines.
Purpose of the Study:
- To evaluate the immunogenicity and adjuvanticity of synthetic analogs of (S)-DPD.
- To assess the potential of these analogs as vaccine adjuvants.
Main Methods:
- Synthesis and microparticulate formulation of several (S)-DPD analogs: ent-DPD, n-butyl-DPD, isobutyl-DPD, n-hexyl-DPD, and phenyl-DPD.
- Assessment of noncytotoxicity toward dendritic cells.
- Evaluation of immunogenicity and adjuvant efficacy with microparticulate gonorrhea vaccines.
Main Results:
- All microparticulate (S)-DPD analogs were noncytotoxic to dendritic cells.
- ent-DPD, n-butyl-DPD, and isobutyl-DPD demonstrated immunogenicity and adjuvant efficacy.
- n-hexyl-DPD and phenyl-DPD did not exhibit any adjuvant effect.
Conclusions:
- Synthetic analogs of (S)-DPD molecules can elicit adjuvant effects.
- ent-DPD, n-butyl-DPD, and isobutyl-DPD are promising candidates for vaccine adjuvants.
- Further in vivo studies are warranted to confirm their efficacy.

