A naturally-occurring N-acyl dopamine
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N-Palmitoyl Dopamine

Item No. 10007697

Technical Information
Formal Name
N-[2-(3,4-dihydroxyphenyl)ethyl]-hexadecanamide
CAS Number
136181-87-8
Synonyms
  • PALDA
Molecular Formula
C24H41NO3
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/ml
λmax
204, 283 nm
SMILES
CCCCCCCCCCCCCCCC(=O)NCCc1ccc(O)c(O)c1
InChi Code
InChI=1S/C24H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-24(28)25-19-18-21-16-17-22(26)23(27)20-21/h16-17,20,26-27H,2-15,18-19H2,1H3,(H,25,28)
InChi Key
TWJJFOWLTIEYFO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Several different fatty acyl dopamine analogs, such as N-arachidonoyl dopamine (NADA), N-oleoyl dopamine (ODA) and N-palmitoyl dopamine (PALDA), have been isolated and characterized from bovine brain.1,2 Structurally, PALDA is the amide of palmitic acid and dopamine and is therefore a “hybrid” analog which incorporates components of both the anandamide-like and dopamine neurotransmitter pathways. Unlike NADA and ODA, PALDA is nearly inactive as a vanilloid receptor 1 (VR1) ligand and fails to elicit hyperalgesic or nocifensive responses in vivo.2 However, PALDA exhibits an “entourage” effect at concentrations of 0.1-10 µM by potentiating the VR1-mediated effects of NADA and anandamide.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Huang, S.M., Bisogno, T., Petros, T.J., et alIdentification of a new class of molecules, the arachidonyl amino acids, and characterization of one member that inhibits pain. The Journal of Biological Chemisty 276(46), 42639-42644 (2001).

    2. Chu, C.J., Huang, S.M., De Petrocellis, L., et alN-oleoyldopamine, a novel endogenous capsaicin-like lipid that produces hyperalgesia. The Journal of Biological Chemisty 278(16), 13633-13639 (2003).

    3. De Petrocellis, L., Chu, C.J., Moriello, A.S., et alActions of two naturally occurring saturated N-acyldopamines on transient receptor potential vanilloid 1 (TRPV1) channels. Br. J. Pharmacol. 143(2), 251-256 (2004).