Tributyrin

General

Type : Water-soluble short chain ester, Acyl-Glycerol, Triacylglycerol

Chemical_Nomenclature : 2,3-di(butanoyloxy)propyl butanoate

Canonical SMILES : CCCC(=O)OCC(COC(=O)CCC)OC(=O)CCC

InChI : InChI=1S\/C15H26O6\/c1-4-7-13(16)19-10-12(21-15(18)9-6-3)11-20-14(17)8-5-2\/h12H,4-11H2,1-3H3

InChIKey : UYXTWWCETRIEDR-UHFFFAOYSA-N

Other name(s) : C4-triglyceride  ||  Glyceryl tributyrate  ||  Glyceryl-tributyrate  ||  Glyceril tributirate  ||  Glyceril-tributirate  ||  Glycerol tributyrate  ||  Tributyrinine  ||  Tributin  ||  Butyryl triglyceride  ||  Butanoic acid, 1,2,3-propanetriyl ester  ||  Butyrin  ||  Tri-n-butyrin  ||  Glyceroltributyrin  ||  1,2,3-Tributyrylglycerol  ||  1,2,3-tributylglycerol  ||  Butyrin, tri-  ||  Tributyrl glyceride  ||  Glycerin tributyrate  ||  Tributyryl glyceride  ||  Glycerol tributanoate  ||  FEMA No. 2223  ||  HSDB 878  ||  1,2,3-Propanetriyl tributanoate  ||  Butyric acid triester with glycerin  ||  EINECS 200-451-5  ||  NSC661583  ||  NSC 661583  ||  BRN 1714746  ||  AI3-01776  ||  1,3-Tributyrylglycerol  ||  AC1L1LP0  ||  UNII-S05LZ624MF  ||  T8626_SIGMA  ||  W222305_ALDRICH  ||  113026_ALDRICH  ||  AC1Q63D4  ||  CHEMBL118722  ||  2,3-Bis(butyryloxy)propyl butyrate  ||  2,3-di(butanoyloxy)propyl butanoate  ||  ANW-13576  ||  AR-1L7114  ||  CPD-13014  ||  ZINC03860906  ||  AKOS015903304  ||  NSC-661583  ||  LS-48211  ||  NCI60_021427  ||  T0364  ||  C13870  ||  4-02-00-00799 (Beilstein Handbook Reference)


MW : 302.36334

Formula : C15H26O6

CAS_number : 60-01-5

PubChem : 6050

UniChem : UYXTWWCETRIEDR-UHFFFAOYSA-N

Wikipedia : Tributyrin

References (15)

Title : Monomeric Esterase: Insights into Cooperative Behavior, Hysteresis\/Allokairy - Vinces_2024_Biochemistry_63_1178
Author(s) : Vinces TC , de Souza AS , Carvalho CF , Visnardi AB , Teixeira RD , Llontop EE , Bismara BAP , Vicente EJ , Pereira JO , de Souza RF , Yonamine M , Marana SR , Farah CS , Guzzo CR
Ref : Biochemistry , 63 :1178 , 2024
Abstract :
PubMedSearch : Vinces_2024_Biochemistry_63_1178
PubMedID: 38669355
Gene_locus related to this paper: 9bact-6EB3

Title : An efficient system for intestinal on-site butyrate production using novel microbiome-derived esterases - Jung_2021_J.Biol.Eng_15_9
Author(s) : Jung DH , Yong JH , Hwang W , Yoon MY , Yoon SS
Ref : J Biol Eng , 15 :9 , 2021
Abstract :
PubMedSearch : Jung_2021_J.Biol.Eng_15_9
PubMedID: 33676548

Title : Principles of lipid-enzyme interactions in the limbus region of the catalytic site of Candida antarctica Lipase B - Silvestrini_2020_Int.J.Biol.Macromol_158_358
Author(s) : Silvestrini L , Cianci M
Ref : Int J Biol Macromol , 158 :358 , 2020
Abstract :
PubMedSearch : Silvestrini_2020_Int.J.Biol.Macromol_158_358
PubMedID: 32380114
Gene_locus related to this paper: canar-LipB

Title : Determinants and prediction of esterase substrate promiscuity patterns - Martinez-Martinez_2018_ACS.Chem.Biol_13_225
Author(s) : Martinez-Martinez M , Coscolin C , Santiago G , Chow J , Stogios PJ , Bargiela R , Gertler C , Navarro-Fernandez J , Bollinger A , Thies S , Mendez-Garcia C , Popovic A , Brown G , Chernikova TN , Garcia-Moyano A , Bjergah GE , Perez-Garcia P , Hai T , Del Pozo MV , Stokke R , Steen IH , Cui H , Xu X , Nocek BP , Alcaide M , Distaso M , Mesa V , Pelaez AI , Sanchez J , Buchholz PCF , Pleiss J , Fernandez-Guerra A , Glockner FO , Golyshina OV , Yakimov MM , Savchenko A , Jaeger KE , Yakunin AF , Streit WR , Golyshin PN , Guallar V , Ferrer M
Ref : ACS Chemical Biology , 13 :225 , 2018
Abstract :
PubMedSearch : Martinez-Martinez_2018_ACS.Chem.Biol_13_225
PubMedID: 29182315
Gene_locus related to this paper: 9zzzz-a0a2k8jn75 , 9zzzz-a0a2k8jt94 , 9zzzz-a0a0g3fj44 , 9zzzz-a0a0g3fh10 , 9zzzz-a0a0g3fh03 , 9bact-a0a1s5qkj8 , 9zzzz-a0a0g3feh5 , 9zzzz-a0a0g3fkz4 , 9zzzz-a0a0g3fh07 , 9zzzz-a0a0g3fh34 , 9zzzz-a0a0g3fh31 , 9bact-KY458167 , alcbs-q0vqa3 , 9bact-a0a1s5qki8 , 9zzzz-a0a0g3feq8 , 9zzzz-a0a0g3feh8 , 9zzzz-a0a0g3fh19 , 9bact-KY203037 , 9bact-a0a1s5ql22 , 9bact-a0a1s5qm34 , 9bact-KY203034 , 9bact-r9qzg0 , 9bact-a0a1s5qly8 , 9zzzz-a0a0g3fkz8 , 9zzzz-a0a0g3feg9 , 9zzzz-KY203033 , 9zzzz-a0a0g3fes4 , 9zzzz-a0a0g3fh42 , 9bact-a0a1s5qlx2 , 9zzzz-KY483651 , 9bact-a0a1s5qmh4 , 9zzzz-KY203032 , 9zzzz-EH87 , 9zzzz-a0a0g3fei1 , 9zzzz-a0a0g3fet2 , 9zzzz-KY483647 , 9zzzz-EH82 , 9zzzz-a0a0g3fe15 , 9bact-KY203031 , 9bact-t1w006 , 9zzzz-a0a0g3fet6 , 9bact-KY458164 , geoth-g8myf3 , 9bact-a0a1s5ql04 , 9gamm-a0a1y0ihk7 , 9bact-a0a1s5qly6 , 9bact-a0a1s5qkg4 , 9bact-a0a1s5qkm4 , 9gamm-s5tv80 , 9gamm-a0a0c4zhg2 , 9zzzz-t1b379 , 9gamm-KY483646 , 9bact-KY458160 , 9zzzz-a0a0g3fj57 , 9gamm-s5t8349 , 9arch-KY203036 , 9bact-KY458168 , 9zzzz-a0a0g3fes0 , 9zzzz-t1be47 , 9bact-KY458159 , 9zzzz-a0a0g3fh39 , 9bact-t1vzd5 , 9prot-EH41 , 9bact-Lip114 , alcbs-q0vt77 , 9bact-a0a1s5qke6 , 9bact-a0a1s5qkf3 , 9prot-SRP030024 , 9gamm-s5t532 , 9bact-a0a1s5qkl2 , 9bact-a0a1s5qkk8 , 9zzzz-KY203030 , 9zzzz-t1d4I7 , 9prot-KY019260 , 9bact-a0a1s5qm38 , 9arch-KY458161 , 9prot-KY010302 , 9zzzz-a0a0g3fl25 , 9actn-KY010298 , 9gamm-s5u059 , 9bact-a0a1s5qmi7 , 9bact-KY010297 , 9bact-KY483642 , 9bact-a0a1s5qkj1 , 9bact-KY010299 , 9bact-KY483648 , alcbs-q0vtl7 , 9bact-a0a1s5qf1 , 9bact-a0a1s5qkg0 , 9bact-a0a0h4tgu6 , 9bact-MilE3 , 9bact-LAE6 , 9alte-MGS-MT1 , 9bact-r9qzf7 , 9gamm-k0c6t6 , alcbs-q0vl36 , alcbs-q0vlq1 , alcbs-q0vq49 , bacsu-pnbae , canar-LipB , canan-lipasA , geost-lipas , marav-a1u5n0 , pseps-i7k8x5 , staep-GEHD , symth-q67mr3 , altma-s5cfn7 , cycsp-k0c2b8 , alcbs-q0vlk5 , 9bact-k7qe48 , 9bact-MGS-M1 , 9bact-MGS-M2 , 9bact-a0a0b5kns5 , 9zzzz-a0a0g3fej4 , 9zzzz-a0a0g3fj60 , 9zzzz-a0a0g3fej0 , 9zzzz-a0a0g3fj64 , 9bact-a0a0b5kc16 , 9zzzz-a0a0g3feg6 , 9zzzz-a0a0g3feu6

Title : The beta5-Loop and Lid Domain Contribute to the Substrate Specificity of Pancreatic Lipase-related Protein 2 (PNLIPRP2) - Xiao_2015_J.Biol.Chem_290_28847
Author(s) : Xiao X , Lowe ME
Ref : Journal of Biological Chemistry , 290 :28847 , 2015
Abstract :
PubMedSearch : Xiao_2015_J.Biol.Chem_290_28847
PubMedID: 26494624
Gene_locus related to this paper: human-PNLIP , human-PNLIPRP2

Title : The galactolipase activity of some microbial lipases and pancreatic enzymes - Amara_2013_Eur.J.Lipid.Sci.Technol_115_442
Author(s) : Amara S , Lafont D , Parsiegla G , Point V , Chabannes A , Rousset A , Carriere F
Ref : Eur J Lipid Sci Technol , 115 :442 , 2013
Abstract :
PubMedSearch : Amara_2013_Eur.J.Lipid.Sci.Technol_115_442
PubMedID:
Gene_locus related to this paper: bovin-balip , human-CEL

Title : Non-lipolytic and lipolytic sequence-related carboxylesterases: a comparative study of the structure-function relationships of rabbit liver esterase 1 and bovine pancreatic bile-salt-activated lipase - Chahinian_2010_Biochim.Biophys.Acta_1801_1195
Author(s) : Chahinian H , Fantini J , Garmy N , Manco G , Sarda L
Ref : Biochimica & Biophysica Acta , 1801 :1195 , 2010
Abstract :
PubMedSearch : Chahinian_2010_Biochim.Biophys.Acta_1801_1195
PubMedID: 20655391

Title : Structure of human pancreatic lipase-related protein 2 with the lid in an open conformation - Eydoux_2008_Biochemistry_47_9553
Author(s) : Eydoux C , Spinelli S , Davis TL , Walker JR , Seitova A , Dhe-Paganon S , de Caro A , Cambillau C , Carriere F
Ref : Biochemistry , 47 :9553 , 2008
Abstract :
PubMedSearch : Eydoux_2008_Biochemistry_47_9553
PubMedID: 18702514
Gene_locus related to this paper: human-PNLIPRP2

Title : Structural insights into the lipase\/esterase behavior in the Candida rugosa lipases family: crystal structure of the lipase 2 isoenzyme at 1.97A resolution - Mancheno_2003_J.Mol.Biol_332_1059
Author(s) : Mancheno JM , Pernas MA , Martinez MJ , Ochoa B , Rua ML , Hermoso JA
Ref : Journal of Molecular Biology , 332 :1059 , 2003
Abstract :
PubMedSearch : Mancheno_2003_J.Mol.Biol_332_1059
PubMedID: 14499609
Gene_locus related to this paper: canru-2lipa

Title : A novel extracellular esterase from Bacillus subtilis and its conversion to a monoacylglycerol hydrolase - Eggert_2000_Eur.J.Biochem_267_6459
Author(s) : Eggert T , Pencreac'h G , Douchet I , Verger R , Jaeger KE
Ref : European Journal of Biochemistry , 267 :6459 , 2000
Abstract :
PubMedSearch : Eggert_2000_Eur.J.Biochem_267_6459
PubMedID: 11029590
Gene_locus related to this paper: bacsu-LIPB

Title : Staphylococcus haemolyticus lipase: biochemical properties, substrate specificity and gene cloning - Oh_1999_FEMS.Microbiol.Lett_179_385
Author(s) : Oh B , Kim H , Lee J , Kang S , Oh T
Ref : FEMS Microbiology Letters , 179 :385 , 1999
Abstract :
PubMedSearch : Oh_1999_FEMS.Microbiol.Lett_179_385
PubMedID: 10518741
Gene_locus related to this paper: staha-Q9RGZ6

Title : Purification and molecular cloning of porcine intestinal glycerol-ester hydrolase--evidence for its identity with carboxylesterase - David_1998_Eur.J.Biochem_257_142
Author(s) : David L , Guo XJ , Villard C , Moulin A , Puigserver A
Ref : European Journal of Biochemistry , 257 :142 , 1998
Abstract :
PubMedSearch : David_1998_Eur.J.Biochem_257_142
PubMedID: 9799112
Gene_locus related to this paper: pig-EST1

Title : Purification and biochemical characterization of dog gastric lipase - Carriere_1991_Eur.J.Biochem_202_75
Author(s) : Carriere F , Moreau H , Raphel V , Laugier R , Benicourt C , Junien JL , Verger R
Ref : European Journal of Biochemistry , 202 :75 , 1991
Abstract :
PubMedSearch : Carriere_1991_Eur.J.Biochem_202_75
PubMedID: 1935982
Gene_locus related to this paper: canfa-1lipg

Title : Purification, characterization and kinetic properties of the rabbit gastric lipase - Moreau_1988_Biochim.Biophys.Acta_960_286
Author(s) : Moreau H , Gargouri Y , Lecat D , Junien JL , Verger R
Ref : Biochimica & Biophysica Acta , 960 :286 , 1988
Abstract :
PubMedSearch : Moreau_1988_Biochim.Biophys.Acta_960_286
PubMedID: 3382677

Title : Kinetic assay of human gastric lipase on short- and long-chain triacylglycerol emulsions - Gargouri_1986_Gastroenterology_91_919
Author(s) : Gargouri Y , Pieroni G , Riviere C , Sauniere JF , Lowe PA , Sarda L , Verger R
Ref : Gastroenterology , 91 :919 , 1986
Abstract :
PubMedSearch : Gargouri_1986_Gastroenterology_91_919
PubMedID: 3743968