Cadaverine

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Jo Shu Chang - One of the best experts on this subject based on the ideXlab platform.

  • efficient biotransformation of l lysine into Cadaverine by strengthening pyridoxal 5 phosphate dependent proteins in escherichia coli with cold shock treatment
    Biochemical Engineering Journal, 2020
    Co-Authors: Chengfeng Xue, Wanwen Ting, Shihfang Huang, Hungyi Lin, Jo Shu Chang, Kaimin Hsu
    Abstract:

    Abstract Cadaverine is a five-carbon diamine which serves as an important biochemical for the synthesis of bio-based nylon. It can be produced by the bioconversion of l -lysine with lysine decarboxylase (CadA; EC 4.1.1.18) and relies on cofactor pyridoxal 5′-phosphate (PLP), thus to recycle PLP from the super-salvage pathway by the genes of pdxH, pdxY, and pdxK in Escherichia coli is crucial and urgent. In this study, the optimal PLP production per gram dry cell weight (i.e., 7008 nmol/g-DCW) increased 30-fold in E. coli BL21 by overexpressing pdxY. Cadaverine production reached 34.7 g/L or 41.2 g/L by in vivo CadA co-expression with plasmids of pJY or pPK. The better conversion was obtained in APK strain (co-expressing CadA and pPK) via whole cell biotransformation, resulting in 97 % and 68 % conversion of 0.4 M and 1.2 M L -lysine to 39.6 g/L and 83.2 g/L Cadaverine, respectively. Finally, cold shock treatment of whole-cell biocatalyst showed a significant increasing and achieved the highest Cadaverine productivity of 121 g/L/h compared to the previous reports.

  • facilitating the enzymatic conversion of lysineto Cadaverine in engineered escherichia coli with metabolic regulation by genes deletion
    Biochemical Engineering Journal, 2020
    Co-Authors: Chihyu Huang, Wanwen Ting, Yingchun Chen, Chengdi Dong, Shihfang Huang, Hungyi Lin, Jo Shu Chang
    Abstract:

    Abstract Cadaverine, also known as 1,5-diaminopentane, is a biogenic amine particularly used for the synthesis of nylon. Cadaverine can be efficiently synthesized through decarboxylation of lysine in microorganisms. However, the respective metabolic pathways in Escherichia coli results in many byproducts in parallel with Cadaverine synthesis via genes such as speE, speG, ygjG, and puuA. In this study, nine different types of deletion strains were constructed from the aforementioned four genes to explore their effects on Cadaverine production in a T7 promoter based systemic bicistronic cadA-cadB transformed recombinant E. coli. Results show that all the deletion strains could increase Cadaverine productivity compared to the deletion-free strain when the culture was supplemented with l -lysine. The Cadaverine production from l -lysine with the deletion strains increased 3 folds when compared with that of the deletion-free strain at the cultivation time of 16 h. This indicates that the deletion strain could successfully facilitate lysine consumption and block the undesirable metabolic pathways.

  • high level l lysine bioconversion into Cadaverine with enhanced productivity using engineered escherichia coli whole cell biocatalyst
    Biochemical Engineering Journal, 2020
    Co-Authors: Yoong Kit Leong, Shihfang Huang, Hungyi Lin, Jo Shu Chang, Chienheng Chen
    Abstract:

    Abstract Cadaverine (also known as 1,5-diaminopentane) is one of the most potential bio-based products with a wide range of industrial applications. Bio-based polyamides configured with Cadaverine demonstrated excellent physical properties comparable to conventional petrochemical-based polyamides (polyamides 6 and 66). In this study, recombinant Escherichia coli overexpressing CadA was applied as whole-cell biocatalyst for efficient l -lysine bioconversion into Cadaverine. Optimization of the reaction conditions and kinetic study for whole-cell biotransformation was performed by investigating the influence of initial pH (4–8), buffer concentration (0−500 mM), biocatalyst concentration (0.33–1.98 g DCW/L), l -lysine concentrations (1−2 M), and pyridoxal-5’-phosphate concentration (0 to 0.05 mM). Robustness of the constructed biocatalyst was demonstrated with high enzymatic activity over a wide range of pH, stability at acidic pH, and excellent tolerance to high l -lysine concentration. Bioconversion medium without pH adjustment and buffer addition was chosen due to the added benefits of cost efficiency and operation simplification. From the perspective of “green” economy, the whole-cell biocatalyst showed an outstanding efficiency in the bioconversion of l -lysine to Cadaverine at high substrate concentration and successfully achieved a Cadaverine titer, molar yield and productivity of 1.419 M, 94.6 % and 709.5 mM/h, respectively and the productivity is higher compared to other previous reports. The biocatalyst can be recycled and reused at least three times with over 71.8 % of its original bioconversion efficiency.

Kyungmoon Park - One of the best experts on this subject based on the ideXlab platform.

  • enhanced production of Cadaverine by the addition of hexadecyltrimethylammonium bromide to whole cell system with regeneration of pyridoxal 5 phosphate and atp
    Enzyme and Microbial Technology, 2019
    Co-Authors: Yumi Moon, Shashi Kant Bhatia, Hunsuk Song, Soo Yeon Yang, Tae Rim Choi, Hyerim Jung, Yeong Hoon Han, Hyung Yeon Park, Ranjit Gurav, Kyungmoon Park
    Abstract:

    Abstract Cadaverine, also known as 1,5-pentanediamine, is an important platform chemical with a wide range of applications and can be produced either by fermentation or bioconversion. Bioconversion of Cadaverine from l -lysine is the preferred method because of its many benefits, including rapid reaction time and an easy downstream process. In our previous study, we replaced pyridoxal-5-phosphate (PLP) with pyridoxal kinase (PdxY) along with pyridoxal (PL) because it could achieve 80% conversion with 0.4 M of l -lysine in 6 h. However, conversion was sharply decreased in the presence of high concentrations of l -lysine (i.e., 1 M), resulting in less than 40% conversion after several hours. In this study, we introduced an ATP regeneration system using polyphosphate kinase (ppk) into systems containing Cadaverine decarboxylase (CadA) and PdxY for a sufficient supply of PLP, which resulted in enhanced Cadaverine production. In addition, to improve transport efficiency, the use of surfactants was tested. We found that membrane permeabilization via hexadecyltrimethylammonium bromide (CTAB) increased the yield of Cadaverine in the presence of high concentrations of l -lysine. By combining these two strategies, the ppk system and addition of CTAB, we enhanced Cadaverine production up to 100% with 1 M of l -lysine over the course of 6 h.

  • high level conversion of l lysine into Cadaverine by escherichia coli whole cell biocatalyst expressing hafnia alvei l lysine decarboxylase
    Polymers, 2019
    Co-Authors: Hee Taek Kim, Bongkeun Song, Keianne Baritugo, Kyounghee Kang, Ye Jean Jung, Seyoung Jang, Ilkwon Kim, Myung Ock Lee, Yong Taek Hwang, Kyungmoon Park
    Abstract:

    Cadaverine is a C5 diamine monomer used for the production of bio-based polyamide 510. Cadaverine is produced by the decarboxylation of l-lysine using a lysine decarboxylase (LDC). In this study, we developed recombinant Escherichia coli strains for the expression of LDC from Hafnia alvei. The resulting recombinant XBHaLDC strain was used as a whole cell biocatalyst for the high-level bioconversion of l-lysine into Cadaverine without the supplementation of isopropyl β-d-1-thiogalactopyranoside (IPTG) for the induction of protein expression and pyridoxal phosphate (PLP), a key cofactor for an LDC reaction. The comparison of results from enzyme characterization of E. coli and H. alvei LDC revealed that H. alvei LDC exhibited greater bioconversion ability than E. coli LDC due to higher levels of protein expression in all cellular fractions and a higher specific activity at 37 °C (1825 U/mg protein > 1003 U/mg protein). The recombinant XBHaLDC and XBEcLDC strains were constructed for the high-level production of Cadaverine. Recombinant XBHaLDC produced a 1.3-fold higher titer of Cadaverine (6.1 g/L) than the XBEcLDC strain (4.8 g/L) from 10 g/L of l-lysine. Furthermore, XBHaLDC, concentrated to an optical density (OD600) of 50, efficiently produced 136 g/L of Cadaverine from 200 g/L of l-lysine (97% molar yield) via an IPTG- and PLP-free whole cell bioconversion reaction. Cadaverine synthesized via a whole cell biocatalyst reaction using XBHaLDC was purified to polymer grade, and purified Cadaverine was successfully used for the synthesis of polyamide 510. In conclusion, an IPTG- and PLP-free whole cell bioconversion process of l-lysine into Cadaverine, using recombinant XBHaLDC, was successfully utilized for the production of bio-based polyamide 510, which has physical and thermal properties similar to polyamide 510 synthesized from chemical-grade Cadaverine.

  • Characterization of a Whole-Cell Biotransformation Using a Constitutive Lysine Decarboxylase from Escherichia coli for the High-Level Production of Cadaverine from Industrial Grade L-Lysine.
    Applied biochemistry and biotechnology, 2018
    Co-Authors: Ji-hyun Shin, Hyun-joong Kim, Yung-hun Yang, Jeong Chan Joo, Eunji Lee, Sung Min Hyun, Si Jae Park, Kyungmoon Park
    Abstract:

    Cadaverine is used for the synthesis of the novel bio-polyamides 54, 56, and 510. Here, we examine the feasibility of using a lysine decarboxylase (LdcC) from Escherichia coli for high-level production of Cadaverine. After sequential optimization of whole-cell biotransformation conditions, recombinant E. coli-overexpressing LdcC (EcLdcC) could produce 1.0 M Cadaverine from 1.2 M crude l-lysine solution after 9 h. EcLdcC retained a higher Cadaverine yield after being reused 10 times at acidic and alkaline pH values than that of a recombinant E. coli strain overexpressing an inducible lysine decarboxylase (CadA), a conventional Cadaverine producer (90 vs. 51% at pH 6 and 55 vs. 15% at pH 8). This study reveals that EcLdcC is a promising whole-cell biocatalyst for the bio-based production of Cadaverine from industrial grade l-lysine in comparison to EcCadA.

  • biotransformation of pyridoxal 5 phosphate from pyridoxal by pyridoxal kinase pdxy to support Cadaverine production in escherichia coli
    Enzyme and Microbial Technology, 2017
    Co-Authors: Jungho Kim, Hyun-joong Kim, Kyungmoon Park, Shashi Kant Bhatia, Ganesan Sathiyanarayanan, Hunsuk Song, Junyoung Kim, Yungon Kim, Yongkeun Choi, Yung-hun Yang
    Abstract:

    Cadaverine, a five-carbon diamine (1,5-diaminopentane), can be made by fermentation or direct bioconversion and plays an important role as a building block of polyamides. Lysine decarboxylase (CadA) transforms L-lysine to Cadaverine and pyridoxal 5'-phosphate (PLP) can increases conversion rate and yield as a cofactor. Biotransformation of Cadaverine using whole Escherichia coli cells that overexpress the lysine decarboxylase has many merits, such as the rapid conversion of l-lysine to Cadaverine, possible application of high concentration reactions up to the molar level, production of less byproduct and potential reuse of the enzyme by immobilization. However, the supply of PLP, which is a cofactor of lysine decarboxylase, is the major bottleneck in this system. Therefore, we initiated our study on PLP precursors and PLP-related enzymes and discovered that pyridoxal (PL) can be a viable alternative to supply PLP. Among various PLP systems examined, pyridoxal kinase (PdxY) showed the highest conversion of PL to PLP, resulting in more than 60% conversion of l-lysine to Cadaverine with lysine decarboxylase. When the reaction with 0.4M l-lysine, 0.2mM PL and more whole cells was performed, it resulted in an 80% conversion yield. Furthermore, when barium-alginate immobilization was applied, it showed a 90% conversion yield in 1h with PL, suggesting that it is compatible with developed whole-cell systems without a direct supply of exogenous PLP.

  • development of a continuous l lysine bioconversion system for Cadaverine production
    Journal of Industrial and Engineering Chemistry, 2017
    Co-Authors: Jungho Kim, Jongmin Jeon, Shashi Kant Bhatia, Ganesan Sathiyanarayanan, Hyungmin Seo, Hunsuk Song, Junyoung Kim, Jeongjun Yoon, Yungon Kim, Kyungmoon Park
    Abstract:

    Abstract Cadaverine, a five carbon diamine (1,5-diaminopentane), plays a role as a building block of polyamides and it can be made by fermentation or direct bioconversion. To improve its production by increasing reusability of immobilized enzyme and avoid separation of enzyme in bioconversion, a continuous l -lysine bioconversion process for Cadaverine production has been developed. Various divalent cations, alginate concentrations, cell density with alginate and flow rate of feed were examined to maximize the lysine decarboxylase activity of the whole-cell immobilized beads. Under the selected conditions, 123 h of continuous Cadaverine production has been performed and 5.5 L of 819 mM Cadaverine were produced with 14 mL reactor resulting in 466.5 g of Cadaverine. Cadaverine production was possible with small volume reactor maintaining relatively high concentration of substrate.

M C Vidalcarou - One of the best experts on this subject based on the ideXlab platform.

  • biogenic amine index for freshness evaluation in iced mediterranean hake merluccius merluccius
    Journal of Food Protection, 2005
    Co-Authors: S Baixasnogueras, Sara Bovercid, M T Veciananogues, A Marinefont, M C Vidalcarou
    Abstract:

    Biogenic amine accumulation was studied during the ice storage of Mediterranean hake. Sensory analysis and counts of Shewanella, Pseudomonas, enterobacteria, psychrotrophic, and mesophilic bacteria provided complementary information on hake spoilage. Putrescine and Cadaverine were the main amines accumulated, whereas histamine and tyramine were minor amines but had qualitative interest from the hygienic point of view. Although all biogenic amines were less abundant than in pelagic fish, they may also be used as indicators of freshness and/or spoilage in hake. Cadaverine was the amine best correlated with Shewanella, which was the specific spoilage organism. Therefore, Cadaverine may be regarded as the specific spoilage biogenic amine for hake stored at chilling temperatures. However, the biogenic amine index, which considers Cadaverine, putrescine, histamine, and tyramine, has several advantages as an indicator of hake quality. Taking into account sensory data, an acceptability limit of the biogenic amine...

  • biogenic amine index for freshness evaluation in iced mediterranean hake merluccius merluccius
    Journal of Food Protection, 2005
    Co-Authors: S Baixasnogueras, Sara Bovercid, M T Veciananogues, A Marinefont, M C Vidalcarou
    Abstract:

    Biogenic amine accumulation was studied during the ice storage of Mediterranean hake. Sensory analysis and counts of Shewanella, Pseudomonas, enterobacteria, psychrotrophic, and mesophilic bacteria provided complementary information on hake spoilage. Putrescine and Cadaverine were the main amines accumulated, whereas histamine and tyramine were minor amines but had qualitative interest from the hygienic point of view. Although all biogenic amines were less abundant than in pelagic fish, they may also be used as indicators of freshness and/or spoilage in hake. Cadaverine was the amine best correlated with Shewanella, which was the specific spoilage organism. Therefore, Cadaverine may be regarded as the specific spoilage biogenic amine for hake stored at chilling temperatures. However, the biogenic amine index, which considers Cadaverine, putrescine, histamine, and tyramine, has several advantages as an indicator of hake quality. Taking into account sensory data, an acceptability limit of the biogenic amine index could be established in 15 to 20 microg/g.

S Baixasnogueras - One of the best experts on this subject based on the ideXlab platform.

  • biogenic amine index for freshness evaluation in iced mediterranean hake merluccius merluccius
    Journal of Food Protection, 2005
    Co-Authors: S Baixasnogueras, Sara Bovercid, M T Veciananogues, A Marinefont, M C Vidalcarou
    Abstract:

    Biogenic amine accumulation was studied during the ice storage of Mediterranean hake. Sensory analysis and counts of Shewanella, Pseudomonas, enterobacteria, psychrotrophic, and mesophilic bacteria provided complementary information on hake spoilage. Putrescine and Cadaverine were the main amines accumulated, whereas histamine and tyramine were minor amines but had qualitative interest from the hygienic point of view. Although all biogenic amines were less abundant than in pelagic fish, they may also be used as indicators of freshness and/or spoilage in hake. Cadaverine was the amine best correlated with Shewanella, which was the specific spoilage organism. Therefore, Cadaverine may be regarded as the specific spoilage biogenic amine for hake stored at chilling temperatures. However, the biogenic amine index, which considers Cadaverine, putrescine, histamine, and tyramine, has several advantages as an indicator of hake quality. Taking into account sensory data, an acceptability limit of the biogenic amine...

  • biogenic amine index for freshness evaluation in iced mediterranean hake merluccius merluccius
    Journal of Food Protection, 2005
    Co-Authors: S Baixasnogueras, Sara Bovercid, M T Veciananogues, A Marinefont, M C Vidalcarou
    Abstract:

    Biogenic amine accumulation was studied during the ice storage of Mediterranean hake. Sensory analysis and counts of Shewanella, Pseudomonas, enterobacteria, psychrotrophic, and mesophilic bacteria provided complementary information on hake spoilage. Putrescine and Cadaverine were the main amines accumulated, whereas histamine and tyramine were minor amines but had qualitative interest from the hygienic point of view. Although all biogenic amines were less abundant than in pelagic fish, they may also be used as indicators of freshness and/or spoilage in hake. Cadaverine was the amine best correlated with Shewanella, which was the specific spoilage organism. Therefore, Cadaverine may be regarded as the specific spoilage biogenic amine for hake stored at chilling temperatures. However, the biogenic amine index, which considers Cadaverine, putrescine, histamine, and tyramine, has several advantages as an indicator of hake quality. Taking into account sensory data, an acceptability limit of the biogenic amine index could be established in 15 to 20 microg/g.

Sigrun I Korsching - One of the best experts on this subject based on the ideXlab platform.

  • a single identified glomerulus in the zebrafish olfactory bulb carries the high affinity response to death associated odor Cadaverine
    Scientific Reports, 2017
    Co-Authors: Milan Dieris, Gaurav Ahuja, Venkatesh S Krishna, Sigrun I Korsching
    Abstract:

    The death-associated odor Cadaverine, generated by bacteria-mediated decarboxylation of lysine, has been described as the principal activator of a particular olfactory receptor in zebrafish, TAAR13c. Low concentrations of Cadaverine activated mainly TAAR13c-expressing olfactory sensory neurons, suggesting TAAR13c as an important element of the neuronal processing pathway linking Cadaverine stimulation to a strongly aversive innate behavioral response. Here, we characterized the initial steps of this neuronal pathway. First we identified TAAR13c-expressing cells as ciliated neurons, equivalent to the situation for mammalian taar genes, which shows a high degree of conservation despite the large evolutionary distance between teleost fishes and mammals. Next we identified the target area of Cadaverine-responsive OSNs in the olfactory bulb. We report that Cadaverine dose-dependently activates a group of dorsolateral glomeruli, at the lowest concentration down to a single invariant glomerulus, situated at the medial border of the dorsolateral cluster. This is the first demonstration of a single stereotyped target glomerulus in the fish olfactory system for a non-pheromone odor. A mix of different amines activates many glomeruli within the same dorsolateral cluster, suggesting this area to function as a general amine response region.

  • high affinity olfactory receptor for the death associated odor Cadaverine
    Proceedings of the National Academy of Sciences of the United States of America, 2013
    Co-Authors: Ashiq Hussain, Luis R Saraiva, Gaurav Ahuja, Venkatesh S Krishna, David M Ferrero, Stephen D Liberles, Sigrun I Korsching
    Abstract:

    Carrion smell is strongly repugnant to humans and triggers distinct innate behaviors in many other species. This smell is mainly carried by two small aliphatic diamines, putrescine and Cadaverine, which are generated by bacterial decarboxylation of the basic amino acids ornithine and lysine. Depending on the species, these diamines may also serve as feeding attractants, oviposition attractants, or social cues. Behavioral responses to diamines have not been investigated in zebrafish, a powerful model system for studying vertebrate olfaction. Furthermore, olfactory receptors that detect Cadaverine and putrescine have not been identified in any species so far. Here, we show robust olfactory-mediated avoidance behavior of zebrafish to Cadaverine and related diamines, and concomitant activation of sparse olfactory sensory neurons by these diamines. The large majority of neurons activated by low concentrations of Cadaverine expresses a particular olfactory receptor, trace amine-associated receptor 13c (TAAR13c). Structure-activity analysis indicates TAAR13c to be a general diamine sensor, with pronounced selectivity for odd chains of medium length. This receptor can also be activated by decaying fish extracts, a physiologically relevant source of diamines. The identification of a sensitive zebrafish olfactory receptor for these diamines provides a molecular basis for studying neural circuits connecting sensation, perception, and innate behavior.