Single-step synthesis of 4-nitrophenyl ferulate for spectrophotometric assay of feruloyl esterases

Hegde, Shyamala; Srinivas, P.; Muralikrishna, G.

doi:10.1016/j.ab.2009.01.001

Cited by 20 publications

(15 citation statements)

References 9 publications

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“…4-Nitrophenyl ferulate (pNPF) (1a) was synthesized with established method [11]. 1,2,3,5-Tetra-O-acetyl-␣-l-arabinofuranose (3) was synthesized from l-arabinose according to the literature [19].…”

Section: Chemicalsmentioning

confidence: 99%

“…CNPF was synthesized with established method [11] except that 2-chloro-4-nitrophenol was used instead of 4-nitrophenol. The product was purified by column chromatography to give 1b as a light yellow solid (2.79 g, 80%).…”

Section: Synthesis Of 2-chloro-4-nitrophenyl Ferulate (1b)mentioning

confidence: 99%

“…The assay of FAEs' activity commonly depends on HPLC, using enzymatic hydrolysis of a variety of natural and synthetic compounds, such as hydroxycinnamic esterified polysaccharide, methyl feulate and their analogues [6][7][8][9]. Recently, several chlorogenic substrates of FAEs have been reported for quantitative assays, such as 4-nitrophenyl ferulate [10,11] (Fig. 1), 2-O-and 5-Oferuloylated 4-nitrophenyl-l-arabinofuranosides [12], feruloylated p-nitrophenyl ␣-l-arabinofuranosides and ␤-d-xylopyranosides [13], and 2-chloro-4-nitrophenyl 5-O-hydroxycinnamoyl-␣-larabinofuranoside ( Fig.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

A practical high-throughput screening system for feruloyl esterases: Substrate design and evaluation

Zhang¹,

Ma²,

Pei³

et al. 2012

Journal of Molecular Catalysis B: Enzymatic

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Section: Chemicalsmentioning

confidence: 99%

Section: Synthesis Of 2-chloro-4-nitrophenyl Ferulate (1b)mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

A practical high-throughput screening system for feruloyl esterases: Substrate design and evaluation

Zhang¹,

Ma²,

Pei³

et al. 2012

Journal of Molecular Catalysis B: Enzymatic

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“…Standard FAE assays (De Vries et al 2002) were performed with 0.1 ml enzyme and 2 ml 4NPF substrate solution incubated at 37°C for 1 h, with the release of 4NP measured spectrophotomerically at 410 nm (xMark Microplate Spectrophotometer, Bio-Rad, San Francisco, USA). One unit (1 U) of FAE activity was defined as the amount of enzyme that released 1 lmol 4NP from 4NPF in 1 min (Hedge et al 2009). Total protein concentrations were quantified with the Qubit assay and Qubit 2.0 fluorimeter (Invitrogen, Carlsbad, USA) as per the supplier's specification.…”

Section: Characterisation Of Atfaeamentioning

confidence: 99%

Enrichment of maize and triticale bran with recombinant Aspergillus tubingensis ferulic acid esterase

Zwane

Zyl²,

Duodu

et al. 2017

J Food Sci Technol

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Ferulic acid is a natural antioxidant found in various plants and serves as a precursor for various fine chemicals, including the flavouring agent vanillin. However, expensive extraction methods have limited the commercial application of ferulic acid, in particular for the enrichment of food substrates. A recombinant Aspergillus tubingensis ferulic acid esterase Type A (FAEA) was expressed in Aspergillus niger D15#26 and purified with anion-exchange chromatography (3487 U/mg, K m = 0.43 mM, K cat = 0.48/min on methyl ferulate). The 36-kDa AtFAEA protein showed maximum ferulic acid esterase activity at 50°C and pH 6, suggesting potential application in industrial processes. A crude AtFAEA preparation extracted 26.56 and 8.86 mg/g ferulic acid from maize bran and triticale bran, respectively, and also significantly increased the levels of p-coumaric and caffeic acid from triticale bran. The cost-effective production of AtFAEA could therefore allow for the enrichment of brans generally used as food and fodder, or for the production of fine chemicals (such as ferulic and p-coumaric acid) from plant substrates. The potential for larger-scale production of AtFAEA was demonstrated with the A. niger D15[AtfaeA] strain yielding a higher enzyme activity (185.14 vs.83.48 U/ml) and volumetric productivity (3.86 vs. 1.74 U/ ml/h) in fed-batch than batch fermentation.

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“…These substrates were synthesised as detailed by Mastihubova et al [27]. The assay was carried out in 100 mM sodium phosphate buffer (pH 6.5) containing 12 l DMSO and 3 l Tween 20 per ml substrate (NPh-5-Fe-Araf or NPh-2-Fe-Araf at 2.5 mM) [29]. The reaction mixture was incubated to 30 °C before addition of EstG34.…”

Section: -Nitrophenyl Ferulatementioning

confidence: 99%

An unusual feruloyl esterase belonging to family VIII esterases and displaying a broad substrate range

Ohlhoff

Kirby

Zyl

et al. 2015

Journal of Molecular Catalysis B: Enzymatic

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Single-step synthesis of 4-nitrophenyl ferulate for spectrophotometric assay of feruloyl esterases

Cited by 20 publications

References 9 publications

A practical high-throughput screening system for feruloyl esterases: Substrate design and evaluation

A practical high-throughput screening system for feruloyl esterases: Substrate design and evaluation

Enrichment of maize and triticale bran with recombinant Aspergillus tubingensis ferulic acid esterase

An unusual feruloyl esterase belonging to family VIII esterases and displaying a broad substrate range

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