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Comparison with beta-hydroxybutyrate.

Poly 3-hydroxybutyrate (PHB) is a polyhydroxyalkanoate (PHA) which is a polymer belonging to the polyesters class that are of interest as bio-derived and biodegradable plastics produced by some genera of bacteria under unfavorable conditions [1].

The enolate-imine condensation of the lithio dianion 8 of ethyl 3-hydroxybutyrate 7 with N-anisylcinnamylideneimine was studied in the presence of a variety of metal salts and organometallic reagents. Addition of tert-butyl magnesium chloride to the reaction mixture produced the rel(1′R,3R,4S)-3-(1′hydroxyethyl)-2-azetidinone 9, whereas the addition of triethylborane gave solely the rel(1′R,3R,4R) derivative 10.

Poly(3-hydroxybutyrate) synthesis in fed-batch culture …

Poly(3-Hydroxybutyrate) Synthesis Genes …

Oxidative degradation of poly(3-hydroxybutyrate). A …

AB - The enolate-imine condensation of the lithio dianion 8 of ethyl 3-hydroxybutyrate 7 with N-anisylcinnamylideneimine was studied in the presence of a variety of metal salts and organometallic reagents. Addition of tert-butyl magnesium chloride to the reaction mixture produced the rel(1′R,3R,4S)-3-(1′hydroxyethyl)-2-azetidinone 9, whereas the addition of triethylborane gave solely the rel(1′R,3R,4R) derivative 10.

Polyhydroxybutyrates (PHBs)are the most common type of polyhydroxyalkanoates (PHAs) and were first discovered in prokaryotes as a high molecular weight storage molecule in cytoplasmic granules in prokaryotes.

Poly(3-hydroxybutyrate) (PHB) synthesis ..

N2 - The enolate-imine condensation of the lithio dianion 8 of ethyl 3-hydroxybutyrate 7 with N-anisylcinnamylideneimine was studied in the presence of a variety of metal salts and organometallic reagents. Addition of tert-butyl magnesium chloride to the reaction mixture produced the rel(1′R,3R,4S)-3-(1′hydroxyethyl)-2-azetidinone 9, whereas the addition of triethylborane gave solely the rel(1′R,3R,4R) derivative 10.

N2 - (S)-3-Hydroxybutyrate (S-3HB) can be used as a precursor for the synthesis of biodegradable polymers such as polyhydroxyalkanoate and stereo-specific fine chemicals such as antibiotics, pheromones, and drugs. For the production of S-3HB in yeast, the biosynthetic pathway of S-3HB from acetyl-CoA, consisting of the three enzymes, acetyl-CoA C-acetyltransferase (ACCT), acetoacetyl-CoA reductase (ACR), and 3-hydroxybutyryl-CoA thioesterase (HBT), was introduced into Saccharomyces cerevisiae. An engineered yeast strain overexpressing ERG10, hbd, and tesB genes not only exhibited enzyme activities of AACT, ACR, and HBT, but also produced S-3HB from ethanol. In order to increase the titer of S-3HB, a fed-batch fermentation based on pulse feeding of ethanol as a carbon source was performed, and a final S-3HB titer of 12.0. g/L was achieved. This is the first report on the production of 3HB by engineered yeast, utilizing ethanol as the carbon source, suggesting that the industrially preferred S. cerevisiae can be a promising host for producing S-3HB.

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In comparison to a random copolymer poly-3-hydroxybutyrate-co-3 ..


Fed-Batch Synthesis of Poly(3-Hydroxybutyrate) and ..

(S)-3-Hydroxybutyrate (S-3HB) can be used as a precursor for the synthesis of biodegradable polymers such as polyhydroxyalkanoate and stereo-specific fine chemicals such as antibiotics, pheromones, and drugs. For the production of S-3HB in yeast, the biosynthetic pathway of S-3HB from acetyl-CoA, consisting of the three enzymes, acetyl-CoA C-acetyltransferase (ACCT), acetoacetyl-CoA reductase (ACR), and 3-hydroxybutyryl-CoA thioesterase (HBT), was introduced into Saccharomyces cerevisiae. An engineered yeast strain overexpressing ERG10, hbd, and tesB genes not only exhibited enzyme activities of AACT, ACR, and HBT, but also produced S-3HB from ethanol. In order to increase the titer of S-3HB, a fed-batch fermentation based on pulse feeding of ethanol as a carbon source was performed, and a final S-3HB titer of 12.0. g/L was achieved. This is the first report on the production of 3HB by engineered yeast, utilizing ethanol as the carbon source, suggesting that the industrially preferred S. cerevisiae can be a promising host for producing S-3HB.

3-Hydroxybutyrate dehydrogenase - Wikipedia

AB - (S)-3-Hydroxybutyrate (S-3HB) can be used as a precursor for the synthesis of biodegradable polymers such as polyhydroxyalkanoate and stereo-specific fine chemicals such as antibiotics, pheromones, and drugs. For the production of S-3HB in yeast, the biosynthetic pathway of S-3HB from acetyl-CoA, consisting of the three enzymes, acetyl-CoA C-acetyltransferase (ACCT), acetoacetyl-CoA reductase (ACR), and 3-hydroxybutyryl-CoA thioesterase (HBT), was introduced into Saccharomyces cerevisiae. An engineered yeast strain overexpressing ERG10, hbd, and tesB genes not only exhibited enzyme activities of AACT, ACR, and HBT, but also produced S-3HB from ethanol. In order to increase the titer of S-3HB, a fed-batch fermentation based on pulse feeding of ethanol as a carbon source was performed, and a final S-3HB titer of 12.0. g/L was achieved. This is the first report on the production of 3HB by engineered yeast, utilizing ethanol as the carbon source, suggesting that the industrially preferred S. cerevisiae can be a promising host for producing S-3HB.

In enzymology, a 3-hydroxybutyrate dehydrogenase (EC 1.1.1.30) ..

Poly(3-hydroxybutyrate) (PHB) is the best-known and most common polyhydroxyalkanoate (PHA). PHAs are polymers with thermoplastic properties that are totally biodegradable by microorganisms present in most environments and that can be produced from different renewable carbon sources (). Accumulated as intracellular granules by many bacteria under unfavorable conditions (, ), PHAs are carbon and energy reserves and also act as electron sinks, enhancing the fitness and stress resistance of bacteria and contributing to redox balance (, ). Escherichia coli offers a well-defined physiological environment for the construction and manipulation of various metabolic pathways to produce different bioproducts, such as PHB, from cost-effective carbon sources.

Synthesis of (S)-Tert-Butyl 3-Hydroxybutyrate by …

Poly 3-hydroxybutyrate (PHB) is the most known degradable biopolymers, produced by some genera of bacteria under unfavorable growth conditions. Isolation, cloning, and expression of PHB genes from PHB producing Bacillus cereus was achieved. A highest Poly 3-hydroxybutyrate producer bacterium was selected and identified as Bacillus cereus MM7, based on morphological and physiological characters in addition to 16S rRNA gene sequences. The four genes of Bacillus cereus MM7 that involved in Poly 3-hydroxybutyrate production were successfully amplified using specific primers which were designed depending on the sequence alignment of the known PHA biosynthetic genes from Bacillus cereus, cloned in E. coli DH5α and completely sequenced. Moreover, the expression of the four genes responsible for PHA biosynthetic in E. coli XL1-Blue and E coli MJ 109 was assayed by 12% sodium dodecyl sulfate polyacrylamide gel electrophoresis. In the current study Bacillus cereus was able to synthesize PHB. PHB genes were isolated, cloned and expressed in E. coli DH5α. The PHB encoding proteins were analyzed in SDS-PAGE and the PHB corresponding protein bands were analyzed using mass spectrometry to nominate their amino acid sequence.

Poly(3-Hydroxybutyrate) Synthesis by Recombinant Escherichia …

In recent years, a significant increase in the production of biodiesel has caused a sharp fall in the cost of glycerol, the main by-product of biodiesel synthesis. As a result, glycerol has become a very attractive substrate for bacterial fermentations (), specially for reduced products, such as PHB (). The E. coli strain used in this work, K24K, carries phaBAC, the structural genes responsible for PHB synthesis, from Azotobacter sp. strain FA8 () (Table ). The pha genes in K24K are expressed from a chimeric promoter and consequently are not subject to the genetic regulatory systems present in natural PHA producers. Because of this, it can be assumed that regulation of PHA synthesis in the recombinants is restricted by enzyme activity levels, modulated principally by substrate availability. In most natural producers, and also in PHB-producing E. coli recombinants, PHB is synthesized through the condensation of two molecules of acetyl-coenzyme A (acetyl-CoA), catalyzed by an acetoacetyl-CoA transferase or 3-ketothiolase, resulting in acetoacetyl-CoA. This compound is subsequently reduced by an NAD(P)H-dependent acetoacetyl-CoA reductase to R-(−)-3-hydroxybutyryl-CoA, which is then polymerized by a specific PHA synthase ().

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