3,5-DHBA - CAS 99-10-5
Category: Inhibitor
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Molecular Formula:
C7H6O4
Molecular Weight:
154.12
COA:
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Targets:
Others
Description:
3,5-DHBA is a selective agonist of hydroxycarboxylic acid receptor 1 (HCA1/GPR81) (EC50 ~150 μM). It inhibits lipolysis in wild-type mouse adipocytes. 3,5-DHBA can be used as a biomarker of whole grain wheat and rye.
Brife Description:
HCA1 agonist
Purity:
≥99% by HPLC
Synonyms:
3,5-Dihydroxybenzoic acid; α-Resorcylic Acid; 5-Carboxyresorcinol; NSC 22948
MSDS:
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InChIKey:
UYEMGAFJOZZIFP-UHFFFAOYSA-N
InChI:
InChI=1S/C7H6O4/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3,8-9H,(H,10,11)
Canonical SMILES:
C1=C(C=C(C=C1O)O)C(=O)O
1.The lactate receptor (HCAR1/GPR81) contributes to doxorubicin chemoresistance via ABCB1 transporter up-regulation in human cervical cancer HeLa cells.
Wagner W;Kania KD;Blauz A;Ciszewski WM J Physiol Pharmacol. 2017 Aug;68(4):555-564.
The lactate receptor, also known as hydroxycarboxylic acid receptor 1 (HCAR1/GPR81), plays a vital role in cancer biology. Recently, HCAR1 was reported to enhance metastasis, cell growth, and survival of pancreatic, breast, and cervical cancer cells. This study showed, for the first time, the mechanism of HCAR1-mediated chemoresistance to doxorubicin through regulation of ABCB1 transporter. We observed the HCAR1 agonists L-lactate, D-lactate and 3,5-dihydroxybenzoic acid (DHBA) induced up-regulation of ABCB1. HCAR1 silencing decreased ABCB1 mRNA and protein by 80% and 40%, respectively. Moreover, cellular doxorubicin accumulation decreased by 30% after DHBA treatment, while HCAR1 silencing increased accumulation of ABCB1 substrates by nearly 2-fold. Based on growth inhibition assays, cell cycle analysis, and annexin V staining assays, we demonstrated that HCAR1 enhances cell survival and doxorubicin resistance. Finally, DHBA-stimulated up-regulation of ABCB1 functionality was suppressed by pharmacological inhibition of the PKC pathway. Taken together, our study shows the novel role of HCAR1 in development of chemoresistance in cervical carcinoma HeLa cells via ABCB1 transporter up-regulation.
2.Comparison of plasma alkylresorcinols (AR) and urinary AR metabolites as biomarkers of compliance in a short-term, whole-grain intervention study.
McKeown NM;Marklund M;Ma J;Ross AB;Lichtenstein AH;Livingston KA;Jacques PF;Rasmussen HM;Blumberg JB;Chen CY Eur J Nutr. 2016 Apr;55(3):1235-44. doi: 10.1007/s00394-015-0936-8. Epub 2015 Jun 5.
PURPOSE: ;Alkylresorcinols (AR) are phenolic lipids present in the bran of wheat and rye. Plasma AR and their urinary metabolites may be suitable biomarkers of whole-grain (WG) wheat and rye consumption. The objective of this study was to examine plasma AR and urinary AR metabolites in response to WG wheat consumption.;METHODS: ;In a randomized crossover study, 19 subjects (10 males, 9 females; BMI 22.0 kg/m(2); age 26 years) incorporated either 3 servings (48 g) or 6 servings (96 g) of WG wheat daily into their regular diet for 1 week. Subjects completed a 2-week washout period, abstaining from all WG consumption, before each intervention. Fasting blood and 24-h urine were collected before and after each intervention. Plasma AR homologues (C19:0, C21:0, C23:0) were quantified by GC-MS after diethyl ether and solid phase extraction and derivatization. Urinary AR metabolites [3,5-dihydroxybenzoic acid and 3-(3,5-dihydroxyphenyl)-propanoic acid] were determined using HPLC with electrochemical detection after enzymatic deconjugation and ethyl acetate extraction.;RESULTS: ;Urinary total AR metabolites were significantly higher after 6 compared with 3 servings of WG wheat (56 vs. 32 μmol/day, P < 0.
3.Separation of five isomers of dihydroxybenzoic acid by high-speed counter-current chromatography with dual-rotation elution method.
Liu D;Su Z;Wang C;Gu M J Chromatogr Sci. 2009 May-Jun;47(5):345-8.
Five small molecular isomers, 2,3-, 2,4-, 2,6-, 3,4-, and 3,5-dihydroxybenzoic acid, were successfully separated in one step with solvent system n-hexane-ethyl acetate-methanol-water (1:5:1.5:5) on high-speed counter-current chromatography (HSCCC). A new method, dual-rotation elution, was successfully used to decrease separation time and increase resolution. Five peak factions were eluted within 850 min. HSCCC became an efficient method to separate small molecular isomers from intermediates and products of organic synthesis, especially with the dual-rotation elution method.
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CAS 99-10-5 3,5-DHBA

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