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α-Truxillic Acid Sale

(Synonyms: Gratissimic Acid) 目录号 : GC45224

An antinociceptive compound

α-Truxillic Acid Chemical Structure

Cas No.:490-20-0

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10mg
¥428.00
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50mg
¥1,508.00
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100mg
¥2,570.00
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500mg
¥10,707.00
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Sample solution is provided at 25 µL, 10mM.

Description

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).

化学性质

Cas No. 490-20-0 SDF
别名 Gratissimic Acid
化学名 (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
分子式 C18H16O4 分子量 296.3
溶解度 20mg/mL in DMSO, 16mg/mL in DMF 储存条件 Store at -20°C
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
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溶解性数据

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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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