A propionate CoA-transferase of Ralstonia eutropha H16 with broad substrate specificity catalyzing the CoA thioester formation of various carboxylic acids

Applied Microbiology and Biotechnology

Volumn 97, Issue 17, 2013, Pages 7699-7709

  Lindenkamp, Nicole ^a   Schürmann, Marc ^a   Steinbüchel, Alexander ^a,b  

^a UNIVERSITY OF MÜNSTER   (Germany)

^b KING ABDULAZIZ UNIVERSITY   (Saudi Arabia)

Author keywords

Family I CoA transferase; Poly(3 hydroxybutyrate); Polyhydroxyalkanoates; Propionate CoA transferase; Ralstonia eutropha H16

Indexed keywords

AMINO ACIDS; CLONING; ELECTROPHORESIS; ENZYMES; ESCHERICHIA COLI; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY;

FAMILY I COA-TRANSFERASE; POLY-3-HYDROXYBUTYRATE; POLYHYDROXYALKANOATES; PROPIONATE-COA-TRANSFERASE; RALSTONIA EUTROPHA;

VOLATILE FATTY ACIDS;

3 HYDROXYBUTYRIC ACID; 4 HYDROXYBUTYRIC ACID; ACETIC ACID; ACRYLIC ACID; BUTYRIC ACID; CARBOXYLIC ACID; COENZYME A; COENZYME A TRANSFERASE; GLUCONIC ACID; GLUTAMIC ACID; HYDRACRYLIC ACID; LACTIC ACID; PROPIONATE COENZYME A TRANSFERASE; PROPIONIC ACID; PROPIONYL COENZYME A; THIOESTER; UNCLASSIFIED DRUG;

BACTERIUM; CARBOXYLIC ACID; ENZYME ACTIVITY; FILTRATION; GROWTH RATE; MUTATION; ORGANIC COMPOUND; PURIFICATION; SUBSTRATE;

ARTICLE; BACTERIAL GENE; CARBON SOURCE; CATALYSIS; CLOSTRIDIUM; CLOSTRIDIUM PROPIONICUM; CONTROLLED STUDY; CUPRIAVIDUS NECATOR; DELETION MUTANT; ENZYME ACTIVITY; ENZYME SPECIFICITY; ESCHERICHIA COLI; GEL FILTRATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; MOLECULAR WEIGHT; NONHUMAN; POLYACRYLAMIDE GEL ELECTROPHORESIS; PROTEIN QUATERNARY STRUCTURE; WILD TYPE;

CLOSTRIDIUM PROPIONICUM; CUPRIAVIDUS NECATOR; ESCHERICHIA COLI;

ACETYL COENZYME A; AMINO ACID SEQUENCE; BACTERIAL PROTEINS; CARBOXYLIC ACIDS; COENZYME A-TRANSFERASES; CUPRIAVIDUS NECATOR; MOLECULAR SEQUENCE DATA; SEQUENCE ALIGNMENT; SUBSTRATE SPECIFICITY;

EID: 84883817711     PISSN: 01757598     EISSN: 14320614     Source Type: Journal    
DOI: 10.1007/s00253-012-4624-9     Document Type: Article

References (48)

1. Altschul FA, Madden TL, Schäffer AA, Zhang J, Zhang Z, Miller W, Lipman DJ (1997) Gapped BLAST and PSI-BLAST: a new generation of protein database search programs. Nucleic Acids Res 25:3389-3402
2. Anderson AJ, Dawes EA (1990) Occurrence, metabolism, metabolic role, and industrial uses of bacterial polyhydroxyalkanoates. Microbiol Rev 54:450-472
3. Auras R, Harte B, Selke S (2004) An overview of polylactides as packaging materials. Macromol Biosci 4:835-864
4. Bradford MM (1976) Rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 72:248-254
5. Brandl H, Gross RA, Lenz RW, Fuller RC (1988) Pseudomonas oleovorans as a source of poly(β-hydroxyalkanoates) for potential applications as biodegradable polyesters. Appl Environ Microbiol 66:2117-2124
6. Brigham CJ, Budde CF, Holder JW, Zeng Q, Mahan AE, Rha C, Sinskey AJ (2010) Elucidation of β-oxidation pathways in Ralstonia eutropha H16 by examination of global gene expression. J Bacteriol 192:5454-5464
7. Buckel W, Dorn U, Semmler R (1981) Glutaconate CoA-transferase from Acidaminococcus fermentans. Eur J Biochem 118:315-321
8. Corthésy-Theulaz IE, Bergonzelli GE, Henry H, Bachmann D, Schorderet DF, Ornston N (1997) Cloning and characterization of Helicobacter pylori succinyl-CoA:acetoacetate CoA-transfease, a novel prokaryotic member of the CoA-transferase family. J Biol Chem 272:25659-25667
9. Han X, Satoh Y, Satoh T, Matsumoto K, Kakuchi T, Taguchi S, Dairi T, Munekata M, Tajima K (2011) Chemo-enzymatic synthesis of polyhydroxyalkanoate (PHA) incorporating 2-hydroxybutyrate by wild-type class I PHA synthase from Ralstonia eutropha. Appl Microbiol Biotechnol 92:509-517
10. Hanahan D (1983) Studies on transformation of Escherichia coli with plasmids. J Mol Biol 166:557-580
11. Heider J (2001) A new family of CoA-transferases. FEBS Lett 509:345-349
12. Hogrefe C, Römermann D, Friedrich B (1981) Alcaligenes eutrophus hydrogenase genes (Hox). J Bacteriol 158:43-48
13. Jacob U, Mack T, Clausen T, Huber R, Buckel W, Messerschmidt A (1997) Glutaconate CoA-transferase from Acidaminococcus fermentans: the crystal structure reveals homology with other CoAtransferases. Structure 5:415-426
14. Jung YK, Kim TY, Park SJ, Lee SY (2010) Metabolic engineering of Escherichia coli for the production of polylactic acid and its copolymers. Biotechnol Bioeng 105:161-171
15. Laemmli UK (1970) Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 227:680-685
16. Lindenkamp N, Peplinski K, Volodina E, Ehrenreich A, Steinbüchel A (2010) Impact of multipe β-ketothiolase deletion mutations in Ralstonia eutropha H16 on the composition of 3-mercaptopropionic acid-containing copolymers. Appl Environ Microbiol 76:5373-5382
17. Mack M, Buckel W (1995) Identification of glutamate beta 54 as the covalent-catalytic residue in the active site of glutaconate CoAtransferase from Acidaminococcus fermentans. FEBS Lett 357:145-148
18. Mack M, Bendrat K, Zelder O, Eckel E, Linder D, Buckel W (1994) Location of the two genes encoding glutaconate coenzyme Atransferase at the beginning of the hydroxyglutarate operon in Acidaminococcus fermentans. Eur J Biochem 226:41-51
19. Marmur J (1961) A procedure for the isolation of desoxyribonucleic acids from microorganisms. J Mol Biol 3:208-218
20. Matsumoto K, Taguchi S (2010) Enzymatic and whole-cell synthesis of lactate-containing polyesters: toward the complete biological production of polylactate. Appl Microbiol Biotechnol 85:921-932
21. Matsumoto K, Okei T, Honma I, Ooi T, Aoki H, Taguchi S (2012) Efficient (R)-3-hydroxybutyrate production using acetyl CoAregenerating pathway catalyzed by coenzyme A transferase. Appl Microbiol Biotechnol. doi:10.1007/s00253-012- 4104-2
22. Parales RE, Harwood CS (1992) Characterization of the genes encoding β-ketoadipate succinyl-coenzyme A transferase in Pseudomonas putida. J Bacteriol 174:4657-4666
23. Peplinski K, Ehrenreich A, Döring C, Bömeke M, Steinbüchel A (2010) Investigations on the microbial catabolism of the organic sulfur compounds TDP and DTDP in Ralstonia eutropha H16 employing DNA microarrays. Appl Microbiol Biotechnol 88:1145-1159
24. Pohlmann A, Fricke WF, Reinecke F, Kusian B, Liesegang H, Cramm R, Eitinger T, Ewering C, Pötter M, Schwartz E, Strittmatter A, Voss I, Gottschalk G, Steinbüchel A, Friedrich B, Bowien B (2006) Genome sequence of the bioplastic-producing "Knallgas" bacterium Ralstonia eutropha H16. Nat Biotechnol 24:1257-1262
25. Pötter M, Müller H, Steinbüchel A (2005) Influence of homologous phasins (PhaP) on PHA accumulation and regulation of their expression by the transcriptional repressor PhaR in Ralstonia eutropha H16. Microbiol (SGM) 151:825-833
26. Quandt J, Hynes MF (1993) Versatile suicide vectors which allow direct selection for gene replacement in Gram-negative bacteria. Gene 127:15-21
27. Rangarajan ES, Li Y, Ajamian E, Iannuzzi P, Kernaghan SD, Fraser ME, Cygler M, Matte A (2005) Crystallographic trapping of the glutamyl-CoA thioesters intermediate of family I CoA transferases. J Biol Chem 280:42919-42928
28. Sambrook J, Fritsch EF, Maniatis T (1989) Molecular cloning: a laboratory manual, 2nd edn. Cold Spring Harbor Laboratory, Cold Spring Harbor
29. Schlegel HG, Kaltwasser H, Gottschalk G (1961) Ein Submersverfahren zur Kultur wasserstoffoxidierender Bakterien: Wachstumsphysiologische Untersuchungen. Arch Mikrobiol 38:209-222
30. Schubert PA, Steinbüchel A, Schlegel HG (1988) Cloning of the Alcaligenes eutrophus genes for synthesis of poly-β-hydroxybutyrate. J Bacteriol 170:5837-5847
31. Schürmann M, Wübbeler JH, Grote J, Steinbüchel A (2011) Novel reaction of succinyl-CoA synthetase: Activation of 3-sulfinopropionate to 3-sulfinopropionyl-CoA in Advenella mimigardefordensis strain DPN7T during degradation of 3,3'-dithiodipropionic acid. J Bacteriol 193:3078-3089
32. Schwartz E, Henne A, Cramm R, Eitinger T, Friedrich B, Gottschalk G (2003) Complete nucleotide sequence of pHG1: a Ralstonia eutropha H16 megaplasmid encoding key enzymes of H2-based lithoautotrophy and anaerobiosis. J Mol Biol 332:369-383
33. Schweiger G, BuckelW(1984) On the dehydration of (R)-lactate in the fermentation of alanine to propionate by Clostridium propionicum. FEBS Lett 171:79-84
34. Selmer T, Buckel W (1999) Oxygen exchange between acetate and the catalytic glutamate residue in glutaconate CoA-transferase from Acidaminococcus fermentans: implications for the mechanism of CoA-ester hydrolysis. J Biol Chem 274:20772-20778
35. Selmer T, Willanzheimer A, Hetzel M (2002) Propionate CoAtransferase from Clostridium propionicum - cloning of the gene and identification of glutamate 324 at the active site. Eur J Biochem 269:372-380
36. Simon R, Priefer U, Pühler A (1983) Vector plasmids for in vivo and in vitro manipulations of Gram-negative bacteria. In: Pühler A (ed) Molecular genetics of the bacteria-plant interaction. Springer, Berlin, Germany, pp 98-106
37. Solomon F, Jencks WP (1968) Identification of an enzyme-γ-glutamyl coenzyme A intermediate from coenzyme A transferase. J Biol Chem 244:1079-1081
38. Steinbüchel A, Schlegel HG (1989) Excretion of pyruvate by mutants of Alcaligenes eutrophus, which are impaired in the accumulation of poly(β-hydroxybutyric acid) (PHB), under conditions permissive for synthesis of PHB. Appl Microbiol Biotechnol 31:168-175
39. Taguchi S, Yamada M, Matsumoto K, Tajima K, SatohY MM, Ohno K, Kohda K, Shimamura T, Kambe H, Obata S (2008) A microbial factory for lactate-based polyesters using a lactatepolymerizing enzyme. Proc Natl Acad Sci U S A 105:17323-17327
40. Tajima K, Han X, Satoh Y, Ishii A, Araki Y, Munekata M, Taguchi S (2012) In vitro synthesis of polyhydroxyalkanoate (PHA) incorporating lactate (LA) with a block sequence by using a newly engineered thermostable PHA synthase from Pseudomonas sp. SG4502 with acquired LA-polymerizing activity. Appl Microbiol Biotechnol 94:365-376
41. Tielens AGM, van Grinsven KWA, Henze K, van Hellemond JJ, Martin W (2010) Acetate formation in the energy metabolism of parasitic helminthes and protists. Int J Parasitol 40:387-397
42. Timm A, Steinbüchel A (1990) Formation of polyesters consisting of medium-chain-length 3-hydroxyalkanoic acids from gluconate by Pseudomonas aeruginosa and other fluorescent pseudomonads. Appl Environ Microbiol 56:3360-3367
43. Valentin HE, Steinbüchel A (1994) Application of enzymatically synthesized short-chain-length hydroxyl fatty acid coenzyme A thioesters for assay of polyhydroxyalkanoic acid synthases. Appl Microbiol Biotechnol 40:699-709
44. Weber K, Osborn M (1969) The reliability of molecular weight determinations by dodecyl sulfate-polyacrylamide gel electrophoresis. J Biol Chem 244:4406-4412
45. Wübbeler JH, Raberg M, Brandt U, Steinbüchel A (2010) Dihydrolipoamide dehydrogenase of Advenella mimigardefordensis and Ralstonia eutropha catalyze cleavage of 3,3'dithiodipropionic acid into 3-mercaptopropionic acid. Appl Environ Microbiol 21:7023-7028
46. Yamada M, Matsumoto K, Shimizu K, Uramoto S, Nakai T, Shozui F, Taguchi S (2010) Adjustable mutations in lactate (LA)-polymerizing enzyme for the microbial production of LA-based polyesters with tailor-made monomer composition. Biomacromolecules 11:815-819
47. Yang TH, Kim TW, Kang HO, Lee S-H, Lee EJ, Lim S-C, Oh SO, Song A-J, Park SJ, Lee SY (2010) Biosynthesis of polylactic acid and its copolymers using evolved propionate coA transferase and PHA synthase. Biotechnol Bioeng 105:150-160
48. Yang Y-H, Brigham CJ, Song E, Jeon J-M, Rha CK, Sinskey AJ (2012) Biosynthesis of poly(3-hydroxybutyrate-co-3-hydroxyvalerate) containing a predominant amount of 3-hydroxyvalerate by engineered Escherichia coli expressing propionate-CoA transferase. doi:10.1111/j.1365-2672.2012.05391.x