Engineering of an N-acetylneuraminic acid synthetic pathway in Escherichia coli

Metabolic Engineering

Volumn 14, Issue 6, 2012, Pages 623-629

  Kang, Junhua ^a   Gu, Pengfei ^a   Wang, Yang ^a   Li, Yikui ^a   Yang, Fan ^a   Wang, Qian ^a   Qi, Qingsheng ^a  

^a SHANDONG UNIVERSITY   (China)

Author keywords

Escherichia coli; Metabolic engineering; N acetylneuraminic acid

Indexed keywords

ACETYL TRANSFERASE; BIOSYNTHETIC PATHWAY; CARBON SOURCE; E. COLI; ENZYMATIC SYNTHESIS; FED-BATCH FERMENTATION; FEEDBACK INHIBITION; GLUCOSAMINE-6-PHOSPHATE SYNTHASE; N-ACETYLGLUCOSAMINE; N-ACETYLNEURAMINIC ACID; NATURAL MATERIALS; PYRUVATES; RECOMBINANT E. COLI; SYNECHOCYSTIS SP; SYNTHETIC PATHWAYS; WHOLE-CELL BIOCATALYSIS;

ENZYME ACTIVITY; FERMENTATION; GLUCOSAMINE; GLUCOSE; METABOLIC ENGINEERING; YEAST;

ESCHERICHIA COLI;

EPIMERASE; GLUCOSAMINE PHOSPHATE ACETYLTRANSFERASE; GLUCOSE; N ACETYLGLUCOSAMINE EPIMERASE; N ACETYLGLUCOSAMINE PHOSPHATE; N ACETYLNEURAMINIC ACID; PHOSPHATE; PYRUVIC ACID; UNCLASSIFIED DRUG;

ARTICLE; BIOSYNTHESIS; CATABOLISM; ESCHERICHIA COLI; FED BATCH FERMENTATION; GENE EXPRESSION; METABOLIC ENGINEERING; NEGATIVE FEEDBACK; NONHUMAN; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL; SACCHAROMYCES CEREVISIAE; SYNECHOCYSTIS;

ACETYLGLUCOSAMINE; CARBOHYDRATE EPIMERASES; CARRIER PROTEINS; CLONING, MOLECULAR; ESCHERICHIA COLI; GLUCOSAMINE 6-PHOSPHATE N-ACETYLTRANSFERASE; GLUCOSE; N-ACETYLNEURAMINIC ACID; PROTEIN ENGINEERING; RECOMBINANT PROTEINS; SACCHAROMYCES CEREVISIAE PROTEINS; SYNECHOCYSTIS;

ESCHERICHIA COLI; SACCHAROMYCES CEREVISIAE; SYNECHOCYSTIS SP.;

EID: 84869008973     PISSN: 10967176     EISSN: 10967184     Source Type: Journal    
DOI: 10.1016/j.ymben.2012.09.002     Document Type: Article

References (41)

1. Amann E., Ochs B., Abel K.J. Tightly regulated tac promoter vectors useful for the expression of unfused and fused proteins in Escherichia coli. Gene 1988, 69:301-315.
2. Bondioli L., Ruozi B., Belletti D., Forni F., Vandelli M.A., Tosi G. Sialic acid as a potential approach for the protection and targeting of nanocarriers. Expert Opin. Drug Deliv. 2011, 8:921-937.
3. Datsenko K.A., Wanner B.L. One-step inactivation of chromosomal genes in Escherichia coli K-12 using PCR products. Proc. Nat. Acad. Sci. U.S.A 2000, 97:6640-6645.
4. Deng M.D., Grund A.D., Wassink S.L., Peng S.S., Nielsen K.L., Huckins B.D., Burlingame R.P. Directed evolution and characterization of Escherichia coli glucosamine synthase. Biochimie 2006, 88:419-429.
5. Dittrich C.R., Vadali R.V., Bennett G.N., San K.Y. Redistribution of metabolic fluxes in the central aerobic metabolic pathway of E. coli mutant strains with deletion of the ackA-pta and poxB pathways for the synthesis of isoamyl acetate. Biotechnol. Progr. 2005, 21:627-631.
6. Duetz W.A., Van Beilen J.B., Witholt B. Using proteins in their natural environment: potential and limitations of microbial whole-cell hydroxylations in applied biocatalysis. Curr. Opin. Biotechnol. 2001, 12:419-425.
7. Fierfort N., Samain E. Genetic engineering of Escherichia coli for the economical production of sialylated oligosaccharides. J. Biotechnol. 2008, 134:261-265.
8. Heckman K.L., Pease L.R. Gene splicing and mutagenesis by PCR-driven overlap extension. Nat. Protoc. 2007, 2:924-932.
9. Ishikawa M., Koizumi S. Microbial production of N-acetylneuraminic acid by genetically engineered Escherichia coli. Carbohydr. Res. 2010, 345:2605-2609.
10. Kalamorz F., Reichenbach B., März W., Rak B., Görke B. Feedback control of glucosamine-6-phosphate synthase GlmS expression depends on the small RNA GlmZ and involves the novel protein YhbJ in Escherichia coli. Mol. Microbiol. 2007, 65:1518-1533.
11. Kang Z., Wang Y., Gu P., Wang Q., Qi Q. Engineering Escherichia coli for efficient production of 5-aminolevulinic acid from glucose. Metab. Eng. 2011, 13:492-498.
12. Kang Z., Wang Y., Wang Q., Qi Q. Metabolic engineering to improve 5-aminolevulinic acid production. Bioeng. Bugs 2011, 2:342-345.
13. Kim M.J., Hennen W.J., Sweers H.M., Wong C.H. Enzymes in carbohydrate synthesis: N-acetylneuraminic acid aldolase catalyzed reactions and preparation of N-acetyl-2-deoxy-d-neuraminic acid derivatives. J. Am. Chem. Soc. 1988, 110:6481-6486.
14. Kragl U., Gygax D., Ghisalba O., Wandrey C. Enzymatic two-step synthesis of N-acetyl-neuraminic acid in the enzyme membrane reactor. Angew. Chem., Int. Ed. 1991, 30:827-828.
15. Kuhlman T.E., Cox E.C. Site-specific chromosomal integration of large synthetic constructs. Nucleic Acids Res. 2010, 38:1-10.
16. Lanza A.M., Crook N.C., Alper H.S. Innovation at the intersection of synthetic and systems biology. Curr. Opin. Biotechnol. 2012, 23:1-6.
17. Lee Y.C., Chien H.C.R., Hsu W.H. Production of N-acetyl-d-neuraminic acid by recombinant whole cells expressing Anabaena sp. CH1 N-acetyl-d-glucosamine 2-epimerase and Escherichia coli N-acetyl-d-neuraminic acid lyase. J. Biotechnol. 2007, 129:453-460.
18. Li M., Wang J., Geng Y., Li Y., Wang Q., Liang Q., Qi Q. A strategy of gene overexpression based on tandem repetitive promoters in Escherichia coli. Microb. Cell. Fact. 2012, 11:19.
19. Lundgren B.R., Boddy C.N. Sialic acid and N-acyl sialic acid analog production by fermentation of metabolically and genetically engineered Escherichia coli. Org. Biomol. Chem. 2007, 5:1903-1909.
20. Maru I., Ohnishi J., Ohta Y., Tsukada Y. Simple and large-scale production of N-acetylneuraminic acid from N-acetyl-d-glucosamine and pyruvate using N-acyl-d-glucosamine 2-epimerase and N-acetylneuraminate lyase. Carbohydr. Res. 1998, 306:575-578.
21. Peng L., Shimizu K. Global metabolic regulation analysis for Escherichia coli K12 based on protein expression by 2-dimensional electrophoresis and enzyme activity measurement. Appl. Microbiol. Biotechnol. 2003, 61:163-178.
22. Plumbridge J. Co-ordinated regulation of amino sugar biosynthesis and degradation: the NagC repressor acts as both an activator and a repressor for the transcription of the glmUS operon and requires two separated NagC binding sites. EMBO J. 1995, 14:3958-3965.
23. Plumbridge J.A. Induction of the nag regulon of Escherichia coli by N-acetylglucosamine and glucosamine: role of the cyclic AMP-catabolite activator protein complex in expression of the regulon. J. Bacteriol. 1990, 172:2728-2735.
24. Samain, E., High yield production of sialic acid (Neu5Ac) by fermentation. WO Patent 040,717, 2008.
25. Sambrook J., Russell D.W. Molecular Cloning: A Laboratory Manual 2001, Cold Spring Harbor Laboratory Press, New York.
26. Schauer R. Achievements and challenges of sialic acid research. Glycoconj. J. 2000, 17:485-499.
27. Skretas G., Makino T., Varadarajan N., Pogson M., Georgiou G. Multi-copy genes that enhance the yield of mammalian G Protein-coupled receptors in Escherichia coli. Metab. Eng. 2012, 14:591-602.
28. Sprenger, N., Vidal, K., Cherbut, C., Jann, A., Sialic acid to support brain health in the elderly. EP Patent 2,116,139, 2009.
29. Stephanopoulos G. Metabolic fluxes and metabolic engineering. Metab. Eng. 1999, 1:1-11.
30. Tabata K., Koizumi S., Endo T., Ozaki A. Production of N-acetyl-d-neuraminic acid by coupling bacteria expressing N-acetyl-d-glucosamine 2-epimerase and N-acetyl-d-neuraminic acid synthetase. Enzyme Microb. Technol. 2002, 30:327-333.
31. Tao F., Zhang Y., Ma C., Xu P. One-pot bio-synthesis: N-acetyl-d-neuraminic acid production by a powerful engineered whole-cell catalyst. Sci. Rep. 2011, 1:1-7.
32. Uchida Y., Tsukada Y., Sugimori T. Purification and properties of N-acetylneuraminate lyase from Escherichia coli. J. Biochem. 1984, 96:507-522.
33. Uehara T., Park J.T. The N-acetyl-d-glucosamine kinase of Escherichia coli and its role in murein recycling. J. Bacteriol. 2004, 186:7273-7279.
34. Varki A. Diversity in the sialic acids. Glycobiology 2006, 2:25-40.
35. Vimr E.R., Kalivoda K.A., Deszo E.L., Steenbergen S.M. Diversity of microbial sialic acid metabolism. Microbiol. Mol. Biol. Rev. 2004, 68:132-153.
36. Von Itzstein M., Wu W.Y., Kok G.B., Pegg M.S., Dyason J.C., Jin B., Van Phan T., Smythe M.L., White H.F., Oliver S.W. Rational design of potent sialidase-based inhibitors of influenza virus replication. Nature 1993, 363:418-423.
37. Wang B. Sialic acid is an essential nutrient for brain development and cognition. Annu. Rev. Nutr. 2009, 29:177-222.
38. Zhang C., Liu L., Chen J., Liu J., Li J., Du G. Metabolic engineering of Escherichia coli BL21 for biosynthesis of heparosan, a bioengineered heparin precursor. Metab. Eng. 2012, 14:521-527.
39. Zhang P., Lifen Tan D., Heng D., Wang T., Yang Y., Song Z. A functional analysis of N-glycosylation-related genes on sialylation of recombinant erythropoietin in six commonly used mammalian cell lines. Metab. Eng. 2010, 12:526-536.
40. Zhang X., Jantama K., Moore J.C., Shanmugam K.T., Ingram L.O. Production of L-alanine by metabolically engineered Escherichia coli. Appl. Microbiol. Biotechnol. 2007, 77:355-366.
41. Zhang Y., Tao F., Du M., Ma C., Qiu J., Gu L., He X., Xu P. An efficient method for N-acetyl-d-neuraminic acid production using coupled bacterial cells with a safe temperature-induced system. Appl. Microbiol. Biotechnol. 2010, 86:481-489.