Taurodeoxycholate

Activator of Bile salt activated lipase. Product of conjugation of cholic acid with taurine. Its sodium salt is the chief ingredient of the bile of carnivorous animals. It acts as a detergent to solubilize fats for absorption and is itself absorbed. It is used as a cholagogue and cholerectic. A bile salt formed in the liver by conjugation of deoxycholate with taurine, usually as the sodium salt. It is used as a cholagogue and choleretic, also industrially as a fat emulsifier.

General

Type : Natural,Steroid,Detergent,Sulfur Compound,Surfactant,Phenanthrene

Chemical_Nomenclature : 2-[[(4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]ethanesulfonic acid

Canonical SMILES : CC(CCC(=O)NCCS(=O)(=O)O)C1CCC2C1(C(CC3C2CCC4C3(CCC(C4)O)C)O)C

InChI : InChI=1S\/C26H45NO6S\/c1-16(4-9-24(30)27-12-13-34(31,32)33)20-7-8-21-19-6-5-17-14-18(28)10-11-25(17,2)22(19)15-23(29)26(20,21)3\/h16-23,28-29H,4-15H2,1-3H3,(H,27,30)(H,31,32,33)\/t16-,17-,18-,19+,20-,21+,22+,23+,25+,26-\/m1\/s1

InChIKey : AWDRATDZQPNJFN-VAYUFCLWSA-N

Other name(s) : Taurodeoxycholic acid,Deoxycholyltaurine,Tudcabil,Taurodesoxycholic acid,TDOC,CHEBI:9410,NaTDC,CHEMBL412272


MW : 499.7

Formula : C26H45NO6S

CAS_number : 516-50-7

PubChem : 2733768

UniChem : AWDRATDZQPNJFN-VAYUFCLWSA-N

IUPHAR :

Wikipedia :

Target

Families : Taurodeoxycholate ligand of proteins in family: Pancreatic_lipase

Stucture :

Protein : human-PNLIPRP2 || human-PNLIP

References (8)

Title : IR spectroscopy analysis of pancreatic lipase-related protein 2 interaction with phospholipids: 1. Discriminative recognition of mixed micelles versus liposomes - Mateos-Diaz_2018_Chem.Phys.Lipids_211_52
Author(s) : Mateos-Diaz E , Bakala N'Goma JC , Byrne D , Robert S , Carriere F , Gaussier H
Ref : Chemistry & Physic of Lipids , 211 :52 , 2018
Abstract : Mateos-Diaz_2018_Chem.Phys.Lipids_211_52
ESTHER : Mateos-Diaz_2018_Chem.Phys.Lipids_211_52
PubMedSearch : Mateos-Diaz_2018_Chem.Phys.Lipids_211_52
PubMedID: 28235448

Title : Efficient heterologous expression of Fusarium solani lipase, FSL2, in Pichia pastoris, functional characterization of the recombinant enzyme and molecular modeling - Jallouli_2016_Int.J.Biol.Macromol_94_61
Author(s) : Jallouli R , Parsiegla G , Carriere F , Gargouri Y , Bezzine S
Ref : Int J Biol Macromol , 94 :61 , 2016
Abstract : Jallouli_2016_Int.J.Biol.Macromol_94_61
ESTHER : Jallouli_2016_Int.J.Biol.Macromol_94_61
PubMedSearch : Jallouli_2016_Int.J.Biol.Macromol_94_61
PubMedID: 27620466
Gene_locus related to this paper: fushe-LIPASE

Title : A comparative study on two fungal lipases from Thermomyces lanuginosus and Yarrowia lipolytica shows the combined effects of detergents and pH on lipase adsorption and activity - Aloulou_2007_Biochim.Biophys.Acta_1771_1446
Author(s) : Aloulou A , Puccinelli D , de Caro A , Leblond Y , Carriere F
Ref : Biochimica & Biophysica Acta , 1771 :1446 , 2007
Abstract : Aloulou_2007_Biochim.Biophys.Acta_1771_1446
ESTHER : Aloulou_2007_Biochim.Biophys.Acta_1771_1446
PubMedSearch : Aloulou_2007_Biochim.Biophys.Acta_1771_1446
PubMedID: 18022403
Gene_locus related to this paper: humla-1lipa

Title : Val-407 and Ile-408 in the beta5'-loop of pancreatic lipase mediate lipase-colipase interactions in the presence of bile salt micelles - Freie_2006_J.Biol.Chem_281_7793
Author(s) : Freie AB , Ferrato F , Carriere F , Lowe ME
Ref : Journal of Biological Chemistry , 281 :7793 , 2006
Abstract : Freie_2006_J.Biol.Chem_281_7793
ESTHER : Freie_2006_J.Biol.Chem_281_7793
PubMedSearch : Freie_2006_J.Biol.Chem_281_7793
PubMedID: 16431912
Gene_locus related to this paper: human-PNLIP

Title : Hydrolysis of triacylglycerol arachidonic and linoleic acid ester bonds by human pancreatic lipase and carboxyl ester lipase - Chen_1989_Biochim.Biophys.Acta_1004_372
Author(s) : Chen Q , Sternby B , Nilsson A
Ref : Biochimica & Biophysica Acta , 1004 :372 , 1989
Abstract : Chen_1989_Biochim.Biophys.Acta_1004_372
ESTHER : Chen_1989_Biochim.Biophys.Acta_1004_372
PubMedSearch : Chen_1989_Biochim.Biophys.Acta_1004_372
PubMedID: 2503032

Title : Inhibition of human pancreatic lipase-colipase activity by mixed bile salt-phospholipid micelles - Patton_1981_Am.J.Physiol_241_G328
Author(s) : Patton JS , Carey MC
Ref : American Journal of Physiology , 241 :G328 , 1981
Abstract : Patton_1981_Am.J.Physiol_241_G328
ESTHER : Patton_1981_Am.J.Physiol_241_G328
PubMedSearch : Patton_1981_Am.J.Physiol_241_G328
PubMedID: 7315970

Title : On the binding of bile salt to pancreatic lipase - Borgstrom_1976_Biochim.Biophys.Acta_450_352
Author(s) : Borgstrom B , Donner J
Ref : Biochimica & Biophysica Acta , 450 :352 , 1976
Abstract : Borgstrom_1976_Biochim.Biophys.Acta_450_352
ESTHER : Borgstrom_1976_Biochim.Biophys.Acta_450_352
PubMedSearch : Borgstrom_1976_Biochim.Biophys.Acta_450_352
PubMedID: 1009092

Title : Inhibition of pancreatic lipase B activity by taurodeoxycholate and its reversal by colipase - Momsen_1976_J.Biol.Chem_251_384
Author(s) : Momsen WE , Brockman HL
Ref : Journal of Biological Chemistry , 251 :384 , 1976
Abstract : Momsen_1976_J.Biol.Chem_251_384
ESTHER : Momsen_1976_J.Biol.Chem_251_384
PubMedSearch : Momsen_1976_J.Biol.Chem_251_384
PubMedID: 1245478