101
Views
0
CrossRef citations to date
0
Altmetric
Original Articles

The new way to synthesize ethyl 1-butyryloxy-1-phenylmethane(P-phenyl)phosphinate and whole-cell biocatalysis by Escherichia coli and Pseudomonas fluorescens

ORCID Icon
Pages 1048-1053 | Received 20 Nov 2018, Accepted 22 Mar 2019, Published online: 09 Apr 2019

References

  • Kiss, N. Z.; Rádai, Z.; Mucsi, Z.; Keglevich, G. Synthesis of α‐Aminophosphonates from α‐Hydroxyphosphonates; A Theoretical Study. Heteroat. Chem. 2016, 27, 1–9. DOI: 10.1002/hc.21324.
  • Demkowicz, S.; Rachon, J.; Daśko, M.; Kozak, W. Selected Organophosphorus Compounds with Biological Activity. Applications in Medicine. RSC Adv. 2016, 6, 7101–7112. DOI: 10.1039/C5RA25446A.
  • Kolodiazhnyi, O. I. Asymmetric Synthesis of Hydroxyphosphonates. Tetrahedron: Asymmetry 2005, 16, 3295. DOI: 10.1016/j.tetasy.2005.09.007.
  • Collinsova, M.; Jiracek, J. Phosphinic Acid Compounds in Biochemistry, Biology and Medicine. Cmc. 2000, 7, 629–647. DOI: 10.2174/0929867003374831.
  • Majewska, P. Hydroxyphosphinylacetic Acid as a Chiral Auxiliary Compound. Phosphorus Sulfur Silicon Relat. Elements 2018, 1. DOI: 10.1080/10426507.2018.1547724.
  • Seco, J. M.; Quiñoá, E.; Riguera, R. The Assignment of Absolute Configuration by NMR. Chem. Rev. 2004, 104, 17–117. DOI: 10.1021/cr000665j.
  • Parker, D. NMR Determination of Enantiomeric Purity. Chem. Rev. 1991, 91, 1441–1457. DOI: 10.1021/cr00007a009.
  • Blazewska, K. M.; Gajda, T. Assignment of the Absolute Configuration of Hydroxy- and Aminophosphonates by NMR Spectroscopy. Tetrahedron: Asymmetry 2009, 20, 1337–1361. DOI: 10.1016/j.tetasy.2009.05.021.
  • Wachtmeister, J.; Rother, D. Recent Advances in Whole Cell Biocatalysis Techniques Bridging from Investigative to Industrial Scale. Curr. Opin. Biotechnol. 2016, 42, 169–177. DOI: 10.1016/j.copbio.2016.05.005.
  • Salleh, A. B.; Rahman, R. N. Z. R. A.; Basri, M. New Lipases and Proteases, Nova Science Publishers, Inc.: New York, 2006; pp. 4–5.
  • Majewska, P. Biotransformations of 2-Hydroxy-2-(Ethoxyphenylphosphinyl)Acetic Acid and the Determination of the Absolute Configuration of All Isomers. Bioorg. Chem. 2015, 61, 28–35. DOI: 10.1016/j.bioorg.2015.05.006.
  • Majewska, P.; Kafarski, P.; Lejczak, B.; Bryndal, I.; Lis, T. An Approach to the Synthesis and Assignment of the Absolute Configuration of All Enantiomers of Ethyl Hydroxy(Phenyl)Methane(P-Phenyl)Phosphinate. Tetrahedron: Asymmetry 2006, 17, 2697–2701. DOI: 10.1016/j.tetasy.2006.09.021.
  • Majewska, P.; Kafarski, P.; Lejczak, B. Lipase-Catalysed Resolution of 1-Hydroxyethane-P-Phenylphosphinates. Pol. J. Chem. 2005, 79, 516–566.
  • Szyszkowiak, J.; Majewska, P. Microbial Biotransformation of Two Phosphonoacetic Acid Derivatives Bearing Two Stereomeric Centres. BioTechnologia 2013, 94, 425–431. DOI: 10.5114/bta.2013.46412.
  • Favre, H. A.; Powell, W. H. Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names. Royal Society of Chemistry: Cambridge, England, 2013; CHAPTER P-9, pp. 1156–1292.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.