3HB-CoA
General
Type : CoA, Aminopurin, Purine
Chemical_Nomenclature : S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] 3-hydroxybutanethioate
Canonical SMILES : CC(CC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O)O
InChI : InChI=1S\/C25H42N7O18P3S\/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32\/h11-14,18-20,24,33,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)\/t13?,14-,18-,19-,20+,24-\/m1\/s1
InChIKey : QHHKKMYHDBRONY-RMNRSTNRSA-N
Other name(s) : (R)-3-hydroxybutyryl-CoA || CHEBI:57315 || (3R)-3-hydroxybutanoyl-CoA || 3-hydroxybutanoyl-CoA || 3-hydroxybutyryl-CoA || beta-hydroxybutyryl-CoA || 3-Hydroxybutyryl-coenzyme A || beta-Hydroxybutyryl-coenzyme A || SCHEMBL60564 || CHEBI:37050 || DB03612
MW : 853.6
Formula : C25H42N7O18P3S
CAS_number : 2871-66-1
PubChem : 644065
UniChem : QHHKKMYHDBRONY-RMNRSTNRSA-N
Target
Structures : No structure
Families : PHA_synth_I, PHA_synth_III_C, PHA_synth_II
References (21)
| Title : A review on poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) [P(3HB-co-3HHx)] and genetic modifications that affect its production - Tang_2022_Front.Bioeng.Biotechnol_10_1057067 |
| Author(s) : Tang HJ , Neoh SZ , Sudesh K |
| Ref : Front Bioeng Biotechnol , 10 :1057067 , 2022 |
| Abstract : |
| PubMedSearch : Tang_2022_Front.Bioeng.Biotechnol_10_1057067 |
| PubMedID: 36545679 |
| Title : Engineering Pseudomonas entomophila for synthesis of copolymers with defined fractions of 3-hydroxybutyrate and medium-chain-length 3-hydroxyalkanoates - Li_2019_Metab.Eng_52_253 |
| Author(s) : Li M , Chen X , Che X , Zhang H , Wu LP , Du H , Chen GQ |
| Ref : Metab Eng , 52 :253 , 2019 |
| Abstract : |
| PubMedSearch : Li_2019_Metab.Eng_52_253 |
| PubMedID: 30582985 |
| Title : Identification and Analysis of Putative Polyhydroxyalkanoate Synthase (PhaC) in Pseudomonas fluorescens - Lim_2018_J.Microbiol.Biotechnol_28_1133 |
| Author(s) : Lim JH , Rhie HG , Kim JN |
| Ref : J Microbiol Biotechnol , 28 :1133 , 2018 |
| Abstract : |
| PubMedSearch : Lim_2018_J.Microbiol.Biotechnol_28_1133 |
| PubMedID: 29926705 |
| Gene_locus related to this paper: psefl-q6xh00 |
| Title : Production of poly(3-hydroxypropionate) and poly(3-hydroxybutyrate-co-3-hydroxypropionate) from glucose by engineering Escherichia coli - Meng_2015_Metab.Eng_29_189 |
| Author(s) : Meng DC , Wang Y , Wu LP , Shen R , Chen JC , Wu Q , Chen GQ |
| Ref : Metab Eng , 29 :189 , 2015 |
| Abstract : |
| PubMedSearch : Meng_2015_Metab.Eng_29_189 |
| PubMedID: 25842374 |
| Gene_locus related to this paper: alceu-phbc |
| Title : Compositional regulation of poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) by replacement of granule-associated protein in Ralstonia eutropha - Kawashima_2015_Microb.Cell.Fact_14_187 |
| Author(s) : Kawashima Y , Orita I , Nakamura S , Fukui T |
| Ref : Microb Cell Fact , 14 :187 , 2015 |
| Abstract : |
| PubMedSearch : Kawashima_2015_Microb.Cell.Fact_14_187 |
| PubMedID: 26597300 |
| Gene_locus related to this paper: alceu-phbc |
| Title : A common active site of polyhydroxyalkanoate synthase from Bacillus cereus YB-4 is involved in polymerization and alcoholysis reactions - Hyakutake_2015_Appl.Microbiol.Biotechnol_99_4701 |
| Author(s) : Hyakutake M , Tomizawa S , Mizuno K , Hisano T , Abe H , Tsuge T |
| Ref : Applied Microbiology & Biotechnology , 99 :4701 , 2015 |
| Abstract : |
| PubMedSearch : Hyakutake_2015_Appl.Microbiol.Biotechnol_99_4701 |
| PubMedID: 25503319 |
| Gene_locus related to this paper: bacce-PHAC |
| Title : Class IV polyhydroxyalkanoate (PHA) synthases and PHA-producing Bacillus - Tsuge_2015_Appl.Microbiol.Biotechnol_99_6231 |
| Author(s) : Tsuge T , Hyakutake M , Mizuno K |
| Ref : Applied Microbiology & Biotechnology , 99 :6231 , 2015 |
| Abstract : |
| PubMedSearch : Tsuge_2015_Appl.Microbiol.Biotechnol_99_6231 |
| PubMedID: 26135986 |
| Title : Metabolic engineering of Ralstonia eutropha for the biosynthesis of 2-hydroxyacid-containing polyhydroxyalkanoates - Park_2013_Metab.Eng_20_20 |
| Author(s) : Park SJ , Jang YA , Lee H , Park AR , Yang JE , Shin J , Oh YH , Song BK , Jegal J , Lee SH , Lee SY |
| Ref : Metab Eng , 20 :20 , 2013 |
| Abstract : |
| PubMedSearch : Park_2013_Metab.Eng_20_20 |
| PubMedID: 23973656 |
| Title : Revelation of the ability of Burkholderia sp. USM (JCM 15050) PHA synthase to polymerize 4-hydroxybutyrate monomer - Lau_2012_AMB.Express_2_41 |
| Author(s) : Lau NS , Sudesh K |
| Ref : AMB Express , 2 :41 , 2012 |
| Abstract : |
| PubMedSearch : Lau_2012_AMB.Express_2_41 |
| PubMedID: 22877240 |
| Gene_locus related to this paper: 9neis-e1apk1 |
| Title : Hydroxybutyrate prevents protein aggregation in the halotolerant bacterium Pseudomonas sp. CT13 under abiotic stress - Soto_2012_Extremophiles_16_455 |
| Author(s) : Soto G , Setten L , Lisi C , Maurelis C , Mozzicafreddo M , Cuccioloni M , Angeletti M , Ayub ND |
| Ref : Extremophiles , 16 :455 , 2012 |
| Abstract : |
| PubMedSearch : Soto_2012_Extremophiles_16_455 |
| PubMedID: 22527039 |
| Title : Construction of pha-operon-defined knockout mutants of Pseudomonas putida KT2442 and their applications in poly(hydroxyalkanoate) production - Ouyang_2007_Macromol.Biosci_7_227 |
| Author(s) : Ouyang SP , Liu Q , Fang L , Chen GQ |
| Ref : Macromol Biosci , 7 :227 , 2007 |
| Abstract : |
| PubMedSearch : Ouyang_2007_Macromol.Biosci_7_227 |
| PubMedID: 17295412 |
| Title : Molecular cloning and functional analysis of two polyhydroxyalkanoate synthases from two strains of Aeromonas hydrophila spp - Lu_2005_FEMS.Microbiol.Lett_243_149 |
| Author(s) : Lu X , Zhang W , Jian J , Wu Q , Chen GQ |
| Ref : FEMS Microbiology Letters , 243 :149 , 2005 |
| Abstract : |
| PubMedSearch : Lu_2005_FEMS.Microbiol.Lett_243_149 |
| PubMedID: 15668013 |
| Gene_locus related to this paper: aerhy-PHAC |
| Title : Polyhydroxyalkanoate (PHA) accumulation in sulfate-reducing bacteria and identification of a class III PHA synthase (PhaEC) in Desulfococcus multivorans - Hai_2004_Appl.Environ.Microbiol_70_4440 |
| Author(s) : Hai T , Lange D , Rabus R , Steinbuchel A |
| Ref : Applied Environmental Microbiology , 70 :4440 , 2004 |
| Abstract : |
| PubMedSearch : Hai_2004_Appl.Environ.Microbiol_70_4440 |
| PubMedID: 15294771 |
| Gene_locus related to this paper: desml-phaCDm |
| Title : Polyester synthases: natural catalysts for plastics - Rehm_2003_Biochem.J_376_15 |
| Author(s) : Rehm BH |
| Ref : Biochemical Journal , 376 :15 , 2003 |
| Abstract : |
| PubMedSearch : Rehm_2003_Biochem.J_376_15 |
| PubMedID: 12954080 |
| Title : In vitro evolution of a polyhydroxybutyrate synthase by intragenic suppression-type mutagenesis - Taguchi_2002_J.Biochem_131_801 |
| Author(s) : Taguchi S , Nakamura H , Hiraishi T , Yamato I , Doi Y |
| Ref : J Biochem , 131 :801 , 2002 |
| Abstract : |
| PubMedSearch : Taguchi_2002_J.Biochem_131_801 |
| PubMedID: 12038975 |
| Gene_locus related to this paper: ralso-PHBC |
| Title : Engineering of Ralstonia eutropha for production of poly(3-hydroxybutyrate-co-3-hydroxyhexanoate) from fructose and solid-state properties of the copolymer - Fukui_2002_Biomacromolecules_3_618 |
| Author(s) : Fukui T , Abe H , Doi Y |
| Ref : Biomacromolecules , 3 :618 , 2002 |
| Abstract : |
| PubMedSearch : Fukui_2002_Biomacromolecules_3_618 |
| PubMedID: 12005535 |
| Title : Identification of the intracellular polyhydroxyalkanoate depolymerase gene of Paracoccus denitrificans and some properties of the gene product - Gao_2001_FEMS.Microbiol.Lett_196_159 |
| Author(s) : Gao D , Maehara A , Yamane T , Ueda S |
| Ref : FEMS Microbiology Letters , 196 :159 , 2001 |
| Abstract : |
| PubMedSearch : Gao_2001_FEMS.Microbiol.Lett_196_159 |
| PubMedID: 11267773 |
| Gene_locus related to this paper: parde-Q9WX79 |
| Title : In vitro polymerization and copolymerization of 3-hydroxypropionyl-CoA with the PHB synthase from Ralstonia eutropha - Song_2000_Biomacromolecules_1_433 |
| Author(s) : Song JJ , Zhang S , Lenz RW , Goodwin S |
| Ref : Biomacromolecules , 1 :433 , 2000 |
| Abstract : |
| PubMedSearch : Song_2000_Biomacromolecules_1_433 |
| PubMedID: 11710134 |
| Gene_locus related to this paper: alceu-phbc |
| Title : Lipases provide a new mechanistic model for polyhydroxybutyrate (PHB) synthases: characterization of the functional residues in chromatium vinosum PHB synthase - Jia_2000_Biochemistry_39_3927 |
| Author(s) : Jia Y , Kappock TJ , Frick T , Sinskey AJ , Stubbe J |
| Ref : Biochemistry , 39 :3927 , 2000 |
| Abstract : |
| PubMedSearch : Jia_2000_Biochemistry_39_3927 |
| PubMedID: 10747780 |
| Title : Cloning, molecular analysis, and expression of the polyhydroxyalkanoic acid synthase (phaC) gene from Chromobacterium violaceum - Kolibachuk_1999_Appl.Environ.Microbiol_65_3561 |
| Author(s) : Kolibachuk D , Miller A , Dennis D |
| Ref : Applied Environmental Microbiology , 65 :3561 , 1999 |
| Abstract : |
| PubMedSearch : Kolibachuk_1999_Appl.Environ.Microbiol_65_3561 |
| PubMedID: 10427049 |
| Gene_locus related to this paper: chrvi-PHAC , vibpa-PHAC |
| Title : PHA synthase from chromatium vinosum: cysteine 149 is involved in covalent catalysis - Muh_1999_Biochemistry_38_826 |
| Author(s) : Muh U , Sinskey AJ , Kirby DP , Lane WS , Stubbe J |
| Ref : Biochemistry , 38 :826 , 1999 |
| Abstract : |
| PubMedSearch : Muh_1999_Biochemistry_38_826 |
| PubMedID: 9888824 |
| Gene_locus related to this paper: chrvi-phbc |