Denatonium benzoate - CAS 3734-33-6
Catalog number: 3734-33-6
Category: Inhibitor
Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Molecular Formula:
C28H34N2O3
Molecular Weight:
446.58
COA:
Inquire
Targets:
Others
Description:
Denatonium benzoate is a stimulant of the bitter taste receptors used as aversive agents (bitterants) to prevent inappropriate ingestion.
Purity:
≥95%
Appearance:
White Solid
Synonyms:
THS-839; THS 839; THS839;Lidocaine benzyl benzoate;benzyl-[2-(2,6-dimethylanilino)-2-oxoethyl]-diethylazanium;benzoate;
Solubility:
Soluble in DMSO
Storage:
Store at 2-8 °C
MSDS:
Inquire
Application:
Used in denatured alcohol, antifreeze, nail biting preventions, respirator mask fit-testing, animal repellents, liquid soaps, and shampoos.
Quality Standard:
Enterprise Standard
Shelf Life:
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Quantity:
Grams-Kilos
Melting Point:
164-168 ºC
InChIKey:
VWTINHYPRWEBQY-UHFFFAOYSA-N
InChI:
InChI=1S/C21H28N2O.C7H6O2/c1-5-23(6-2,15-19-13-8-7-9-14-19)16-20(24)22-21-17(3)11-10-12-18(21)4;8-7(9)6-4-2-1-3-5-6/h7-14H,5-6,15-16H2,1-4H3;1-5H,(H,8,9)
Canonical SMILES:
CC[N+](CC)(CC1=CC=CC=C1)CC(=O)NC2=C(C=CC=C2C)C.C1=CC=C(C=C1)C(=O)[O-]
1.The Gustatory Signaling Pathway and Bitter Taste Receptors Affect the Development of Obesity and Adipocyte Metabolism in Mice.
Avau B;Bauters D;Steensels S;Vancleef L;Laermans J;Lesuisse J;Buyse J;Lijnen HR;Tack J;Depoortere I PLoS One. 2015 Dec 21;10(12):e0145538. doi: 10.1371/journal.pone.0145538. eCollection 2015.
Intestinal chemosensory signaling pathways involving the gustatory G-protein, gustducin, and bitter taste receptors (TAS2R) have been implicated in gut hormone release. Alterations in gut hormone profiles may contribute to the success of bariatric surgery. This study investigated the involvement of the gustatory signaling pathway in the development of diet-induced obesity and the therapeutic potential of targeting TAS2Rs to induce body weight loss. α-gustducin-deficient (α-gust-/-) mice became less obese than wild type (WT) mice when fed a high-fat diet (HFD). White adipose tissue (WAT) mass was lower in α-gust-/- mice due to increased heat production as a result of increases in brown adipose tissue (BAT) thermogenic activity, involving increased protein expression of uncoupling protein 1. Intra-gastric treatment of obese WT and α-gust-/- mice with the bitter agonists denatonium benzoate (DB) or quinine (Q) during 4 weeks resulted in an α-gustducin-dependent decrease in body weight gain associated with a decrease in food intake (DB), but not involving major changes in gut peptide release. Both WAT and 3T3-F442A pre-adipocytes express TAS2Rs. Treatment of pre-adipocytes with DB or Q decreased differentiation into mature adipocytes.
2.Flavor avoidance learning and its implications in reducing strychnine baiting hazards to nontarget animals.
El Hani A;Mason JR;Nolte DL;Schmidt RH Physiol Behav. 1998 Jul;64(5):585-9.
In reforested areas, underground strychnine baiting to control pocket gophers (Thomomys mazama) poses a hazard to golden mantled ground squirrels (Spermophilus lateralis) and yellow pine chipmunks (Eutamias amoenus). We designed this study to assess whether: 1) chemical insensitivity to bitter tastes might explain the ingestion of strychnine; 2) pocket gophers would avoid four bitter-tasting compounds: quebracho (QUEB), sucrose octaacetate (SOA), quinine hydrochloride (QHCl), and denatonium benzoate (DB); and 3) nontarget species could be trained to avoid strychnine paired with the most aversive compound. Our results showed that while all species readily consumed strychnine, the nontarget species could be conditioned to avoid it. Moreover, while high (0.1%) concentrations of DB, quinine hydrochloride, and quebracho reduced consumption by pocket gophers, 0.05% DB was inoffensive. Nontarget animals readily avoided 0.05% DB, and avoidance was stronger after conditioning. Together, our results suggest that all of the rodents tested are insensitive to strychnine, high concentrations of some bitter tastes may be effective pocket gopher repellents, and lower concentrations of DB may selectively repel nontarget animals from strychnine baits.
3.A kinetic study of bitter taste receptor sensing using immobilized porcine taste bud tissues.
Wei L;Qiao L;Pang G;Xie J Biosens Bioelectron. 2017 Jun 15;92:74-80. doi: 10.1016/j.bios.2017.01.064. Epub 2017 Feb 2.
At present, developing an efficient assay method for truly reflecting the real feelings of gustatory tissues is of great importance. In this study, a novel biosensor was fabricated to investigate the kinetic characteristics of the receptors in taste bud tissues sensing bitter substances for the first time. Porcine taste bud tissues were used as the sensing elements, and the sandwich-type sensing membrane was fixed onto a glassy carbon electrode for assembling the biosensor. With the developed sensor, the response currents induced by sucrose octaacetate, denatonium benzoate, and quercetin stimulating corresponding receptors were determined. The results demonstrated that the interaction between the analyst with their receptors were fitting to hyperbola (R;2;=0.9776, 0.9980 and 0.9601), and the activation constants were 8.748×10;-15;mol/L, 1.429×10;-12;mol/L, 6.613×10;-14;mol/L, respectively. The average number of receptors per cell was calculated as 1.75, 28.58, and 13.23, while the signal amplification factors were 1.08×10;4;, 2.89×10;3; and 9.76×10;4;. These suggest that the sensor can be used to quantitatively describe the interaction characteristics of cells or tissue receptors with their ligands, the role of cellular signaling cascade, the number of receptors, and the signal transmission pathways.
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CAS 3734-33-6 Denatonium benzoate

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