Pentadecanal

• CAS: 2765-11-9
• Catalog Number: ACM2765119-1
• Category: Main Products
• Molecular Weight: 226.4
• Molecular Formula: C15H30O
• Boiling Point: 183 °C
• Melting Point: 25°C

Case Study

Pentadecanal Derivatives as Anti-Biofilm Agents Against S. epidermidis

Ricciardelli, Annarita, et al. Biofouling 34.10 (2018): 1110-1120.

Pentadecanal-originally identified from Antarctic bacterium Pseudoalteromonas haloplanktis TAC125-demonstrated inhibitory activity against Staphylococcus epidermidis biofilm formation. This case study examines synthetic pentadecanal derivatives for enhanced anti-biofilm applications and antibiotic synergy.
· Derivative Design & Synthesis
Three derivatives were synthesized to modify pentadecanal's reactivity and physicochemical properties, including: 1) Pentadecanoic acid (carboxylic acid; commercially sourced); 2) Pentadecanoic acid methyl ester (ester): Synthesized by reacting pentadecanoic acid (50 mg) with 5 ml 1.25 M HCl/CH3OH at 80°C for 16 h. Post-reaction, hexane extraction yielded 99% pure ester.; 3) 1,1-Dimethoxypentadecane (acetal): Produced by treating pentadecanal (50 mg) with 6 ml 1.25 M HCl/CH3OH at 80°C for 16 h. Anion exchange resin (HCO3- form) purification achieved 98% yield.
· Key Findings
Pentadecanal derivatives can prevent biofilm formation to varying degrees, and pentadecanoic acid can positively regulate the antibacterial activity of vancomycin. In addition, these molecules can also be used in combination with appropriate antibiotic therapy to fight existing infections, suggesting that pentadecanoic acid combined with vancomycin can improve the efficacy of treating Staphylococcus epidermidis biofilm-related infections.

Pentadecanal-Based Coatings for Preventing S. epidermidis Biofilms on Medical-Grade PDMS

Ricciardelli, Annarita, et al. Pathogens and Disease 78.3 (2020): ftaa012.

Pentadecanal and its derivative, pentadecanoic acid, were utilized as coatings on polydimethylsiloxane (PDMS) to inhibit the formation of Staphylococcus epidermidis biofilms, addressing significant infections associated with medical device biofilms.
· Preparation of PDMS Membrane Modified with Pentadecanal/Pentadecanoic Acid
PDMS surfaces were fabricated by mixing base and curing agent (10:1 w/w), degassing, molding in PMMA mold, and curing at 65°C for ≥5 hours before sterilization with 70% ethanol. Commercial pentadecanal or pentadecanoic acid dissolved in acetone (5 mg/ml) were drop-casted onto PDMS, air-dried under sterile conditions, rinsed with sterile water, and stored.
· Performance Validation
Testing in parallel plate flow chambers demonstrated both coatings significantly reduced biofilm formation versus untreated PDMS. Pentadecanoic acid coating additionally exhibited sustained drug-release capacity and maintained efficacy over 21 days.
· Conclusion
This surface modification takes advantage of pentadecanal's inherent anti-biofilm properties through a straightforward drop-casting technique, resulting in infection-resistant surfaces for PDMS-based medical devices.

Custom Reviews

August 07, 2023

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An alkane chain compound
Pentadecanal has a long chain structure which provides a long side chain for the synthesis of organic compounds.

Custom Q&A

What is the molecular formula of pentadecanal?

The molecular formula of pentadecanal is C15H30O.

What is the molecular weight of pentadecanal?

The molecular weight of pentadecanal is 226.40 g/mol.

What is another name for pentadecanal?

Another name for pentadecanal is n-pentadecanal.

What is the role of pentadecanal?

Pentadecanal has a role as an antimicrobial agent, a volatile oil component, and a plant metabolite.

In which organisms is pentadecanal found as a natural product?

Pentadecanal is found as a natural product in Laurencia filiformis and Mikania cordifolia.

What is the InChIKey for pentadecanal?

The InChIKey for pentadecanal is XGQJZNCFDLXSIJ-UHFFFAOYSA-N.

How many hydrogen bond acceptor counts does pentadecanal have?

Pentadecanal has 1 hydrogen bond acceptor count.

What is the topological polar surface area of pentadecanal?

The topological polar surface area of pentadecanal is 17.1 Ų.

How many rotatable bond counts does pentadecanal have?

Pentadecanal has 13 rotatable bond counts.

What is the complexity value of pentadecanal?

The complexity value of pentadecanal is 131.