IPG-acetate
the production of enantiopure (S)-IPG, a chiral building block for the synthesis of beta-blockers, glycerophospholipids, and prostaglandins
General
Type : IPG-ester, Acetate, Dioxolane
Chemical_Nomenclature : (2,2-dimethyl-1,3-dioxolan-4-yl)methyl acetate
Canonical SMILES : CC(=O)OCC1COC(O1)(C)C
InChI : InChI=1S\/C8H14O4\/c1-6(9)10-4-7-5-11-8(2,3)12-7\/h7H,4-5H2,1-3H3
InChIKey : CKCWECNJFXXSQU-UHFFFAOYSA-N
Other name(s) : (2S)-2-O,3-O-Isopropylideneglycerol 1-acetate || (2,2-dimethyl-1,3-dioxolan-4-yl)methyl acetate || [(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl acetate || 4-acetoxymethyl-2,2-dimethyl-1,3-dioxolane || NSC74009 || AC1L5LQT
MW : 174.19
Formula : C8H14O4
CAS_number : 14739-11-8
PubChem : 13872029, 252333, 11137611
UniChem : CKCWECNJFXXSQU-UHFFFAOYSA-N
Target
Structures : No structure
Families : Monoglyceridelipase_lysophospholip, 6_AlphaBeta_hydrolase, ABHD11-Acetyl_transferase
References (10)
| Title : A stereospecific carboxyl esterase from Bacillus coagulans hosting nonlipase activity within a lipase-like fold - De Vitis_2018_FEBS.J_285_903 |
| Author(s) : De Vitis V , Nakhnoukh C , Pinto A , Contente ML , Barbiroli A , Milani M , Bolognesi M , Molinari F , Gourlay LJ , Romano D |
| Ref : Febs J , 285 :903 , 2018 |
| Abstract : |
| PubMedSearch : De Vitis_2018_FEBS.J_285_903 |
| PubMedID: 29278448 |
| Gene_locus related to this paper: bacco-a0a0b5wsq6 |
| Title : Enhancement of the enantioselectivity of carboxylesterase A by structure-based mutagenesis - Godinho_2012_J.Biotechnol_158_36 |
| Author(s) : Godinho LF , Reis CR , Rozeboom HJ , Dekker FJ , Dijkstra BW , Poelarends GJ , Quax WJ |
| Ref : J Biotechnol , 158 :36 , 2012 |
| Abstract : |
| PubMedSearch : Godinho_2012_J.Biotechnol_158_36 |
| PubMedID: 22248594 |
| Gene_locus related to this paper: bacsu-cbxnp |
| Title : An esterase with superior activity and enantioselectivity towards 1,2-O-isopropylideneglycerol esters obtained by protein design - Godinho_2012_Adv.Synth.Catal_354_3009 |
| Author(s) : Godinho LF , Reis CR , van Merkerk R , Poelarends GL , Quax WJ |
| Ref : Adv Synth Catal , 354 :3009 , 2012 |
| Abstract : |
| PubMedSearch : Godinho_2012_Adv.Synth.Catal_354_3009 |
| PubMedID: |
| Gene_locus related to this paper: ecoli-ybff |
| Title : Discovery of an Escherichia coli esterase with high activity and enantioselectivity toward 1,2-O-isopropylideneglycerol esters - Godinho_2011_Appl.Environ.Microbiol_77_6094 |
| Author(s) : Godinho LF , Reis CR , Tepper PG , Poelarends GJ , Quax WJ |
| Ref : Applied Environmental Microbiology , 77 :6094 , 2011 |
| Abstract : |
| PubMedSearch : Godinho_2011_Appl.Environ.Microbiol_77_6094 |
| PubMedID: 21764964 |
| Gene_locus related to this paper: ecoli-ybff |
| Title : Purification and characterization of the enantioselective esterase from Kluyveromyces marxianus CBS 1553 - Monti_2008_J.Biotechnol_133_65 |
| Author(s) : Monti D , Ferrandi EE , Righi M , Romano D , Molinari F |
| Ref : J Biotechnol , 133 :65 , 2008 |
| Abstract : |
| PubMedSearch : Monti_2008_J.Biotechnol_133_65 |
| PubMedID: 18029043 |
| Title : Comparison and functional characterisation of three homologous intracellular carboxylesterases of Bacillus subtilis - Droge_2005_J.Mol.Catal.B.Enzym_32_261 |
| Author(s) : Droge MJ , Bos R , Boersma YL , Quax WJ |
| Ref : J Mol Catal B Enzym , 32 :261 , 2005 |
| Abstract : |
| PubMedSearch : Droge_2005_J.Mol.Catal.B.Enzym_32_261 |
| PubMedID: |
| Gene_locus related to this paper: bacsu-cbxnp , bacsu-ybfk |
| Title : Enhanced enantioselectivity of Bacillus coagulans in the hydrolysis of 1,2-O-isopropylidene glycerol esters by thermal knock-out of undesired enzymes - Romano_2005_Tetrahedron.Asymmetry_16_841 |
| Author(s) : Romano D , Falcioni F , Mora D , Molinari F , Buthe A , Ansorge-Schumacher M |
| Ref : Tetrahedron Asymmetry , 16 :841 , 2005 |
| Abstract : |
| PubMedSearch : Romano_2005_Tetrahedron.Asymmetry_16_841 |
| PubMedID: |
| Gene_locus related to this paper: bacco-a0a0b5wsq6 |
| Title : Newly isolated Streptomyces spp. as enantioselective biocatalysts: hydrolysis of 1,2-O-isopropylidene glycerol racemic esters - Molinari_2005_J.Appl.Microbiol_99_960 |
| Author(s) : Molinari F , Romano D , Gandolfi R , Kroppenstedt RM , Marinelli F |
| Ref : J Appl Microbiol , 99 :960 , 2005 |
| Abstract : |
| PubMedSearch : Molinari_2005_J.Appl.Microbiol_99_960 |
| PubMedID: 16162249 |
| Title : Enantioselective hydrolysis of (RS)-isopropylideneglycerol acetate with Kluyveromyces marxianus - Molinar_2004_Tetrahedron.Asymmetry_15_1945 |
| Author(s) : Molinari F , Cavenago KS , Romano A , Romano D , Gandolfi R |
| Ref : Tetrahedron Asymmetry , 15 :1945 , 2004 |
| Abstract : |
| PubMedSearch : Molinar_2004_Tetrahedron.Asymmetry_15_1945 |
| PubMedID: |
| Title : Paralogous gene analysis reveals a highly enantioselective 1,2-O-isopropylideneglycerol caprylate esterase of Bacillus subtilis - Droge_2001_Eur.J.Biochem_268_3332 |
| Author(s) : Droge MJ , Bos R , Quax WJ |
| Ref : European Journal of Biochemistry , 268 :3332 , 2001 |
| Abstract : |
| PubMedSearch : Droge_2001_Eur.J.Biochem_268_3332 |
| PubMedID: 11389736 |
| Gene_locus related to this paper: bacsu-cbxnp |