Production of chiral <i>R</i>‐3‐hydroxyalkanoic acids and <i>R</i>‐3‐hydroxyalkanoic acid methylesters via hydrolytic degradation of polyhydroxyalkanoate synthesized by pseudomonads

Roo, Guy de; Kellerhals, Michele B.; Ren, Qun; Witholt, Bernard; Kessler, Birgit

doi:10.1002/bit.10139

Cited by 90 publications

(62 citation statements)

References 13 publications

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“…The PhaZ pathway has reportedly achieved up to 7.3 g L -1 (R)-3HB production in a shake flask culture (Shiraki et al 2006). This method has an advantage over (R)-3HB synthesis by the acidic hydrolysis of P(3HB) that generates acid derivatives (de Roo et al 2002, Shiraki et al 2006. However, the PhaZ pathway requires a two step fermentation, accumulation of the P(3HB) polymer and also its degradation.…”

Section: Introductionmentioning

confidence: 99%

Efficient (R)-3-hydroxybutyrate production using acetyl CoA-regenerating pathway catalyzed by coenzyme A transferase

Matsumoto

Okei

Honma

et al. 2012

Appl Microbiol Biotechnol

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(R)-3HB-CoA is hydrolyzed into (R)-3HB by modifying enzymes or undergoes 2 degradation of the polymerized product. In the present study, we constructed a new (R)-3HB-generating pathway from glucose by using propionyl-CoA transferase (PCT).This pathway was designed to excrete (R)-3HB by means of a PCT-catalyzed reaction coupled with regeneration of acetyl-CoA, the starting substance for synthesizing (R)-3HB-CoA. Considering the equilibrium reaction of PCT, the PCT-catalyzed (R)-3HB production would be expected to be facilitated by the addition of acetate since it acts as an acceptor of CoA. As expected, the engineered Escherichia coli harboring the phaAB and pct genes produced 1.0 g L -1 (R)-3HB from glucose, and with the addition of acetate into the medium, the concentration was increased up to 5.2 g L -1 , with a productivity of 0.22 g L -1 h -1 . The effectiveness of the extracellularly added acetate was evaluated by monitoring the conversion of 13 C carbonyl carbon labeled acetate into (R)-3HB using gas chromatography/mass spectrometry. The enantiopurity of (R)-3HB was determined to be 99.2% using chiral liquid chromatography. These results demonstrate that the PCT pathway achieved a rapid co-conversion of glucose and acetate into (R)-3HB.

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Section: Introductionmentioning

confidence: 99%

Efficient (R)-3-hydroxybutyrate production using acetyl CoA-regenerating pathway catalyzed by coenzyme A transferase

Matsumoto

Okei

Honma

et al. 2012

Appl Microbiol Biotechnol

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“…the fraction that passed through the filter) were finally resuspended in chloroform, methanolysed and analysed by GC. A series of controls were used to optimise the performance of the filter columns: pure mcl-PHA control consisting of polymer isolated from P. putida KT2442; pure monomer consisting of 3-(R)-hydroxyoctanoate obtained as described elsewhere (de Roo et al 2002) and kindly provided by Guy de Roo; a mix of polymer and monomer.…”

Section: Polymer Isolation and Analysesmentioning

confidence: 99%

Expression of poly-3-(R)-hydroxyalkanoate (PHA) polymerase and acyl-CoA-transacylase in plastids of transgenic potato leads to the synthesis of a hydrophobic polymer, presumably medium-chain-length PHAs

Romano

Plas

Witholt³

et al. 2004

Planta

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Medium-chain-length poly-3-(R)-hydroxyalkanoates (mcl-PHAs) belong to the group of microbial polyesters. The minimum gene-set for the accumulation of mcl-PHAs from de novo fatty acid biosynthesis has been identified in prokaryotes [B. Rehm et al. (1998) J. Biol Chem 273:24044-24051] as consisting of the Pha-C1 polymerase and the ACP-CoA-transacylase. In this paper, the synthesis of mcl-PHAs has been attempted in transgenic potato (Solanum tuberosum L.) using the same set of genes that were introduced into potato by particle bombardment. Polymer contents of transgenic lines were analysed by gas chromatography and by a new simple method employing a size-exclusion filter column. The expression of the Pha-C1 polymerase and the ACP-CoA-transacylase in the plastids of transgenic potato led to the synthesis of a hydrophobic polymer composed of mcl-hydroxy-fatty acids with carbon chain lengths ranging from C-6 to C-12 in leaves of the selected transgenic lines. We strongly suggest that the polymer observed consists of mcl-PHAs and that this report establishes for the first time a possible route for the production of mcl-PHAs from de novo fatty acid biosynthesis in plants.

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“…PHA is also considered as pharmaceutically-active compound and currently investigated as potential anti-HIV drugs, anti-cancer drugs, antibiotics, etc. [7,8]. The production of various types of PHA material, their properties and downstream applications was recently reviewed by Philip et al [9], Olivera et al [10], Chen [11], and Rai et al [7].…”

Section: Introductionmentioning

confidence: 99%

Start a Research on Biopolymer Polyhydroxyalkanoate (PHA): A Review

et al. 2014

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Production of chiral R‐3‐hydroxyalkanoic acids and R‐3‐hydroxyalkanoic acid methylesters via hydrolytic degradation of polyhydroxyalkanoate synthesized by pseudomonads

Cited by 90 publications

References 13 publications

Efficient (R)-3-hydroxybutyrate production using acetyl CoA-regenerating pathway catalyzed by coenzyme A transferase

Efficient (R)-3-hydroxybutyrate production using acetyl CoA-regenerating pathway catalyzed by coenzyme A transferase

Expression of poly-3-(R)-hydroxyalkanoate (PHA) polymerase and acyl-CoA-transacylase in plastids of transgenic potato leads to the synthesis of a hydrophobic polymer, presumably medium-chain-length PHAs

Start a Research on Biopolymer Polyhydroxyalkanoate (PHA): A Review

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