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α-Truxillic Acid (Synonyms: Gratissimic Acid)

カタログ番号GC45224

α-トルキシル酸は、抗炎症活性を持つα-trans-桂皮酸の 2 つの分子の二量体化によって形成されます。

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α-Truxillic Acid 化学構造

Cas No.: 490-20-0

サイズ 価格 在庫数 個数
10mM (in 1mL DMSO)
$50.00
在庫あり
5mg
$30.00
在庫あり
10mg
$45.00
在庫あり
25mg
$63.00
在庫あり
50mg
$99.00
在庫あり
100mg
$162.00
在庫あり

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Sample solution is provided at 25 µL, 10mM.

Description of α-Truxillic Acid

α-Truxillic acid can be formed by the dimerization of two molecules of α-trans-cinnamic acid. [1]  It is related to incarvillateine, a natural antinociceptive compound derived from the Asian herb I. sinensis. [2]  α-Truxillic acid and some of its derivatives significantly block inflammatory pain while having little effect on neurogenic pain, as indicated by the formalin test in mice. [2] [3] Related compounds, like SB-FI-26 , bind fatty acid binding protein 5 (FABP5). [4] This may be related to pain suppression, since FABP5 acts as a transporter of the endocannabinoid anandamide. [5] While certain derivatives of α-truxillic acid can directly activate peroxisome proliferator-activated receptor γ, α-truxillic acid has no such activity. [6] 

Reference:
[1]. Benedict, J.B., and Coppens, P. Kinetics of the single-crystal to single-crystal two-photon photodimerization of α-trans-cinnamic acid to α-truxillic acid. J.Phys.Chem.A. 113(13), 3116-3120 (2009).
[2]. Chi, Y.M., Nakamura, M., Yoshizawa, T., et al. Anti-inflammatory activities of α-truxillic acid derivatives and their monomer components. Biological and Pharmaceutical Bullentin 28(9), 1776-1778 (2005).
[3]. Chi, Y.M., Nakamura, M., Zhao, X.Y., et al. Antinociceptive activities of α-truxillic acid and β-truxillic acid derivatives. Biological and Pharmaceutical Bullentin 29(3), 580-584 (2006).
[4]. Berger, W.T., Ralph, B.P., Kaczocha, M., et al. Targeting fatty acid binding protein (FABP) anandamide transporters - a novel strategy for development of anti-inflammatory and anti-nociceptive drugs. PLoS One 7(12), (2012).
[5]. Kaczocha, M., Glaser, S.T., and Deutsch, D.G. Identification of intracellular carriers for the endocannabinoid anandamide. Proceedings of the National Academy of Sciences of the United States of America 106(15), 6375-6380 (2009).
[6]. Steri, R., Rupp, M., Proschak, E., et al. Truxillic acid derivatives act as peroxisome proliferator-activated receptor γ activators. Bioorganic & Medicinal Chemistry Letters 20(9), 2920-2923 (2010).

Chemical Properties of α-Truxillic Acid

Cas No. 490-20-0 SDF
同義語 Gratissimic Acid
Chemical Name (1α,2α,3β,4β)-2,4-diphenyl-1,3-cyclobutanedicarboxylic acid
Canonical SMILES OC([C@H]1[C@H](C2=CC=CC=C2)[C@H](C(O)=O)[C@H]1C3=CC=CC=C3)=O
Formula C18H16O4 M.Wt 296.3
溶解度 20mg/mL in DMSO, 16mg/mL in DMF Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of α-Truxillic Acid

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1 mg 5 mg 10 mg
1 mM 3.375 mL 16.8748 mL 33.7496 mL
5 mM 0.675 mL 3.375 mL 6.7499 mL
10 mM 0.3375 mL 1.6875 mL 3.375 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 12 reference(s) in Google Scholar.)

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