1917-60-8Relevant articles and documents
Furan Carboxylic Acids Production with High Productivity by Cofactor-engineered Whole-cell Biocatalysts
Zhang, Xue-Ying,Wang, Xin,Li, Nan-Wei,Guo, Ze-Wang,Zong, Min-Hua,Li, Ning
, p. 3257 - 3264 (2020/05/25)
Furan carboxylic acids are useful chemicals in various industries. In this work, biocatalytic production of furan carboxylic acids was reported with high productivities by cofactor-engineered Escherichia coli cells. NADH oxidase (NOX) was introduced into E. coli harboring aldehyde dehydrogenases (ALDHs) to promote intracellular NAD+ regeneration, thus significantly enhancing ALDH-catalyzed oxidation. These engineered biocatalysts were capable of efficient aerobic oxidation of a variety of aromatic aldehydes. More importantly, they exhibited high substrate tolerance toward toxic furans. E. coli co-expressing vanillin dehydrogenase and NOX (E. coli_CtVDH1_NOX) enabled efficient oxidation of 250 mM of 5-hydroxymethylfurfural (HMF) to 5-hydroxymethyl-2-furancarboxylic acid (HMFCA), providing a productivity of 3.7 g/L h. With E. coli_CtVDH2_NOX as catalyst, up to 240 mM of furfural and 5-methoxymethylfurfural (MMF) could be smoothly oxidized. 2-Furoic acid (FCA, 227 mM) and 5-methoxymethyl-2-furancarboxylic acid (MMFCA, 287 mM) were produced in fed-batch synthesis, providing the productivities of 2.0 and 5.6 g/L h, respectively.
Furoyl phosphonates
Pevzner
, p. 1046 - 1053 (2016/07/06)
A series of furoyl phosphonates bearing methyl, methoxymethyl, and diethoxyphosphorylmethyl groups in the furan ring have been synthesized via the Arbuzov reaction from the corresponding acid chlorides. NMR spectral parameters of the prepared compounds were studied. The values of coupling constants between the phosphorus nuclei and the carbon nuclei of the furan ring have been examined with relation to the location of the acylphosphoryl group in the furan ring, the nature of second substituent, and location of the latter with respect to the phosphorus-containing substituent in the furan ring. The substitution in position 4 of the furan ring of 3-furoyl phosphonates has been shown to strongly decrease the value of the coupling constant between the phosphorus nucleus and the C2 atom of the heterocycle. The interaction between the phosphorus nuclei has not been detected in the spectra of the compounds containing both diethoxyphosphorylmethyl and acylphosphonate fragments.
