Engineering a pyridoxal 5' -phosphate supply for cadaverine production by using Escherichia coli whole-cell biocatalysis

Scientific Reports

Volumn 5, Issue , 2015, Pages

  Ma, Weichao ^a,b   Cao, Weijia ^a   Zhang, Bowen ^a   Chen, Kequan ^a   Liu, Quanzhen ^a   Li, Yan ^a   Ouyang, Pingkai ^a  

^a NANJING TECH UNIVERSITY   (China)

^b TIANSHUI NORMAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CADAVERINE; CARBOXYLYASE; LYSINE DECARBOXYLASE; PYRIDOXAL 5 PHOSPHATE;

BACILLUS SUBTILIS; BIOCATALYSIS; BIOSYNTHESIS; CHEMISTRY; ESCHERICHIA COLI; GENETICS; METABOLIC ENGINEERING; METABOLISM;

BACILLUS SUBTILIS; BIOCATALYSIS; CADAVERINE; CARBOXY-LYASES; ESCHERICHIA COLI; METABOLIC ENGINEERING; PYRIDOXAL PHOSPHATE;

EID: 84944938061     PISSN: None     EISSN: 20452322     Source Type: Journal    
DOI: 10.1038/srep15630     Document Type: Article

References (53)

1. Percudani, R. & Peracchi, A. A genomic overview of pyridoxal-phosphate-dependent enzymes. EMBO reports 4, 850-854 (2003).
2. di Salvo, M. L., Safo, M. K. & Contestabile, R. Biomedical aspects of pyridoxal 5-phosphate availability. Frontiers in bioscience (Elite edition) 4, 897-913 (2012).
3. Fitzpatrick, T. B. et al. Two independent routes of de novo vitamin B6 biosynthesis: not that different after all. The Biochemical journal 407, 1-13 (2007).
4. Okazaki, S. et al. The novel structure of a pyridoxal 5-phosphate-dependent fold-type I racemase, alpha-amino-epsiloncaprolactam racemase from Achromobacter obae. Biochemistry 48, 941-950 (2009).
5. Schiroli, D. & Peracchi, A. A subfamily of PLP-dependent enzymes specialized in handling terminal amines. Biochimica et biophysica acta 1854, 1200-1211 (2015).
6. Steffen-Munsberg, F. et al. Bioinformatic analysis of a PLP-dependent enzyme superfamily suitable for biocatalytic applications. Biotechnology advances 33, 566-604 (2015).
7. Toney, M. D. Controlling reaction specificity in pyridoxal phosphate enzymes. Biochimica et biophysica acta 1814, 1407-1418 (2011).
8. Amadasi, A. et al. Pyridoxal 5-phosphate enzymes as targets for therapeutic agents. Current medicinal chemistry 14, 1291-1324 (2007).
9. Cellini, B., Montioli, R., Oppici, E., Astegno, A. & Voltattorni, C. B. The chaperone role of the pyridoxal 5-phosphate and its implications for rare diseases involving B6-dependent enzymes. Clinical biochemistry 47, 158-165 (2014).
10. di Salvo, M. L., Contestabile, R. & Safo, M. K. Vitamin B(6) salvage enzymes: mechanism, structure and regulation. Biochimica et biophysica acta 1814, 1597-1608 (2011).
11. Cellini, B., Montioli, R., Oppici, E., Astegno, A. & Borri Voltattorni, C. The chaperone role of the pyridoxal 5-phosphate and its implications for rare diseases involving B6-dependent enzymes. Clinical biochemistry 47, 158-165 (2014).
12. Andrade, L. H., Kroutil, W. & Jamison, T. F. Continuous flow synthesis of chiral amines in organic solvents: immobilization of E. coli cells containing both omega-transaminase and PLP. Organic letters 16, 6092-6095 (2014).
13. Achmon, Y., Ben-Barak Zelas, Z. & Fishman, A. Cloning Rosa hybrid phenylacetaldehyde synthase for the production of 2-phenylethanol in a whole cell Escherichia coli system. Applied microbiology and biotechnology 98, 3603-3611 (2014).
14. Ma, W. et al. Enhanced cadaverine production from L-lysine using recombinant Escherichia coli co-overexpressing CadA and CadB. Biotechnology letters 37, 799-806 (2014).
15. Weber, N., Gorwa-Grauslund, M. & Carlquist, M. Exploiting cell metabolism for biocatalytic whole-cell transamination by recombinant Saccharomyces cerevisiae. Applied microbiology and biotechnology 98, 4615-4624 (2014).
16. Kim, H. J. et al. Optimization of direct lysine decarboxylase biotransformation for cadaverine production with whole cell biocatalysts at high substrate concentration. Journal of microbiology and biotechnology 25, 1108-1113 (2015).
17. Moccand, C., Kaufmann, M. & Fitzpatrick, T. B. It takes two to tango: defining an essential second active site in pyridoxal 5-phosphate synthase. PloS one 6, e16042 (2011).
18. Mittenhuber, G. Phylogenetic analyses and comparative genomics of vitamin B6 (pyridoxine) and pyridoxal phosphate biosynthesis pathways. Journal of molecular microbiology and biotechnology 3, 1-20 (2001).
19. El Qaidi, S., Yang, J., Zhang, J. R., Metzger, D. W. & Bai, G. The vitamin B(6) biosynthesis pathway in Streptococcus pneumoniae is controlled by pyridoxal 5-phosphate and the transcription factor PdxR and has an impact on ear infection. Journal of bacteriology 195, 2187-2196 (2013).
20. Burns, K. E., Xiang, Y., Kinsland, C. L., McLafferty, F. W. & Begley, T. P. Reconstitution and biochemical characterization of a new pyridoxal-5-phosphate biosynthetic pathway. Journal of the American Chemical Society 127, 3682-3683 (2005).
21. Zhang, X. et al. Structural insights into the catalytic mechanism of the yeast pyridoxal 5-phosphate synthase Snz1. The Biochemical journal 432, 445-450 (2010).
22. Strohmeier, M. et al. Structure of a bacterial pyridoxal 5-phosphate synthase complex. Proceedings of the National Academy of Sciences of the United States of America 103, 19284-19289 (2006).
23. Raschle, T., Amrhein, N. & Fitzpatrick, T. B. On the two components of pyridoxal 5-phosphate synthase from Bacillus subtilis. The Journal of biological chemistry 280, 32291-32300 (2005).
24. Mukherjee, T., Hanes, J., Tews, I., Ealick, S. E. & Begley, T. P. Pyridoxal phosphate: biosynthesis and catabolism. Biochimica et biophysica acta 1814, 1585-1596 (2011).
25. Becker, J. & Wittmann, C. Bio-based production of chemicals, materials and fuels-Corynebacterium glutamicum as versatile cell factory. Current opinion in biotechnology 23, 631-640 (2012).
26. Schneider, J. & Wendisch, V. F. Biotechnological production of polyamines by bacteria: recent achievements and future perspectives. Applied microbiology and biotechnology 91, 17-30 (2011).
27. Naerdal, I., Pfeifenschneider, J., Brautaset, T. & Wendisch, V. F. Methanol-based cadaverine production by genetically engineered Bacillus methanolicus strains. Microbial biotechnology 8, 342-350 (2015).
28. Kind, S. et al. From zero to hero-production of bio-based nylon from renewable resources using engineered Corynebacterium glutamicum. Metabolic engineering 25, 113-123 (2014).
29. Eltahir, Y. A., Saeed, H. A. M., Chen, Y., Xia, Y. & Wang, Y. Effect of hot drawing on the structure and properties of novel polyamide 5, 6 fibers. Textile Research Journal 84, 1700-1707 (2014).
30. Nishi, K., Endo, S., Mori, Y., Totsuka, K. & Hirao, Y. Method for producing cadaverine dicarboxylate and its use for the production of nylon. EP1482055 (B1) (2006).
31. Wendisch, V. F. Microbial production of amino acids and derived chemicals: Synthetic biology approaches to strain development. Current opinion in biotechnology 30, 51-58 (2014).
32. Sabo, D. L. & Fischer, E. H. Chemical properties of Escherichia coli lysine decarboxylase including a segment of its pyridoxal 5-phosphate binding site. Biochemistry 13, 670-676 (1974).
33. Kind, S., Jeong, W. K., Schroder, H. & Wittmann, C. Systems-wide metabolic pathway engineering in Corynebacterium glutamicum for bio-based production of diaminopentane. Metabolic engineering 12, 341-351 (2010).
34. Romier, C. et al. Co-expression of protein complexes in prokaryotic and eukaryotic hosts: experimental procedures, database tracking and case studies. Acta Crystallographica Section D 62, 1232-1242 (2006).
35. Zhou, Y. J. et al. Engineering NAD+ availability for Escherichia coli whole-cell biocatalysis: a case study for dihydroxyacetone production. Microbial Cell Factories 12, 103 (2013).
36. Sharma, A. K., Mahalik, S., Ghosh, C., Singh, A. B. & Mukherjee, K. J. Comparative transcriptomic profile analysis of fed-batch cultures expressing different recombinant proteins in Escherichia coli. AMB Express 1, 33 (2011).
37. Camsund, D. & Lindblad, P. Engineered transcriptional systems for cyanobacterial biotechnology. Frontiers in bioengineering and biotechnology 2, 40 (2014).
38. Stevenson, D. E., Akhtar, M. & Gani, D. L-methionine decarboxylase from Dryopteris filix-mas: purification, characterization, substrate specificity, abortive transamination of the coenzyme, and stereochemical courses of substrate decarboxylation and coenzyme transamination. Biochemistry 29, 7631-7647 (1990).
39. Eiteman, M. A. & Altman, E. Overcoming acetate in Escherichia coli recombinant protein fermentations. Trends in biotechnology 24, 530-536 (2006).
40. Martínez-Gómez, K. et al. New insights into Escherichia coli metabolism: carbon scavenging, acetate metabolism and carbon recycling responses during growth on glycerol. Microbial Cell Factories 11, 46-46 (2012).
41. Wang, H. et al. Improving the Expression of Recombinant Proteins in E. coli BL21 (DE3) under Acetate Stress: An Alkaline pH Shift Approach. PloS one 9, e112777 (2014).
42. Mahmoudi, S. et al. Optimizing of Nutrients for High Level Expression of Recombinant Streptokinase Using pET32a Expression System. Mædica 7, 241-246 (2012).
43. Belitsky, B. R. Physical and Enzymological Interaction of Bacillus subtilis Proteins Required for De Novo Pyridoxal 5-Phosphate Biosynthesis. Journal of bacteriology 186, 1191-1196 (2004).
44. Thompson, B. G., Kole, M. & Gerson, D. F. Control of ammonium concentration in Escherichia coli fermentations. Biotechnology and bioengineering 27, 818-824 (1985).
45. Malerba, F., Bellelli, A., Giorgi, A., Bossa, F. & Contestabile, R. The mechanism of addition of pyridoxal 5-phosphate to Escherichia coli apo-serine hydroxymethyltransferase. The Biochemical journal 404, 477-485 (2007).
46. Cai, K., Schirch, D. & Schirch, V. The affinity of pyridoxal 5-phosphate for folding intermediates of Escherichia coli serine hydroxymethyltransferase. The Journal of biological chemistry 270, 19294-19299 (1995).
47. Bertoldi, M., Cellini, B., Laurents, D. V. & Borri Voltattorni, C. Folding pathway of the pyridoxal 5-phosphate C-S lyase MalY from Escherichia coli. The Biochemical journal 389, 885-898 (2005).
48. Groha, C., Bartholmes, P. & Jaenicke, R. Refolding and Reactivation of Escherichia coli Tryptophan Synthase ? 2 Subunit after Inactivation and Dissociation in Guanidine Hydrochloride at Acidic pH. European Journal of Biochemistry 92, 437-441 (1978).
49. Cellini, B. et al. Dimerization and Folding Processes of Treponema denticola Cystalysin: The Role of Pyridoxal 5-Phosphate. Biochemistry 45, 14140-14154 (2006).
50. Fargue, S., Rumsby, G. & Danpure, C. J. Multiple mechanisms of action of pyridoxine in primary hyperoxaluria type 1. Biochimica et biophysica acta 1832, 1776-1783 (2013).
51. Park, S. J. et al. Metabolic engineering of Escherichia coli for the production of 5-aminovalerate and glutarate as C5 platform chemicals. Metabolic engineering 16, 42-47 (2013).
52. Cabo, R. et al. A simple high-performance liquid chromatography (HPLC) method for the measurement of pyridoxal-5-phosphate and 4-pyridoxic acid in human plasma. Clinica chimica acta; international journal of clinical chemistry 433, 150-156 (2014).
53. Kimura, M., Kanehira, K. & Yokoi, K. Highly sensitive and simple liquid chromatographic determination in plasma of B6 vitamers, especially pyridoxal 5-phosphate. Journal of Chromatography 722, 295-301 (1996).