Synthesis and characterization of amino acid-modified adsorption resins and their adsorption properties in the purification of tabersonine from Voacanga africana seeds

Xiong, Liu; Yang, Dongliang; Li, Jiajia; Ren, Nanqi

doi:10.1039/c4ra09673h

Cited by 5 publications

(6 citation statements)

References 21 publications

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“…This result revealed that citric acid was successfully anchored on resins. In addition, the absorption band in the vicinity of 678 cm −1 still existed in curves a1, which indicated that the –Cl groups were not fully substituted by citric acid during the reaction [ 17 , 18 ]. Curves b1, b2 and b3 in figure 3 are the FTIR spectra of PS-Cl, PS-OH and PS-O-CA, respectively.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of citric acid-modified resins and their adsorption properties towards metal ions

Xiong

Liu

et al. 2018

R. Soc. open sci.

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Types of resins anchored on citric acid were synthesized and identified. The citric acid-modified resins PS-CA, PS-O-CA and PS-N-CA were synthesized by anchoring citric acid on PS-Cl, PS-OH and PS-NH2, respectively. The PS-CA, PS-O-CA and PS-N-CA were used to adsorb Fe3+, Al3+, Cu2+, Pb2+, Cd2+ and Hg2+. The influences of pH, adsorption time and metal ion concentration on the adsorption capacities of the resins were investigated. After optimization, PS-CA was a good adsorbent to Fe3+, Cu2+, Pb2+ and Cd2+ with qm values of 143.9 mg g−1, 77.4 mg g−1, 18.9 mg g−1 and 119.9 mg g−1, respectively. PS-N-CA was a good adsorbent to Al3+ and Hg2+ with qm values of 176.6 mg g−1 and 114.9 mg g−1, respectively. The adsorption kinetics and adsorption isotherm experiments indicated that the pseudo-first-order rate equation was more appropriate for characterizing the kinetic data and the Langmuir model was more suitable for fitting the equilibrium data. The reusability of the citric acid-modified resins was also evaluated and these resins exhibited considerable reusability.

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Section: Resultsmentioning

confidence: 99%

Synthesis of citric acid-modified resins and their adsorption properties towards metal ions

Xiong

Liu

et al. 2018

R. Soc. open sci.

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“…The obtained PS‐( S )‐BINAP resin was then shaken with [(CH 3 CN) 4 Cu]PF 6 in 1, 2‐dichloroethane for 24 h. After filtering, PS‐CuPF 6 ‐( S )‐BINAP resin was obtained. The content of chloromethyl in PS‐Cl was determined by an electrochemistry method that was described in our previous work . The content of BINAP in resin could be obtained by determining the content of phosphorus in BINAP loaded resin.…”

Section: Methodsmentioning

confidence: 99%

“…Schemes for the preparation of resin with chloromethyl groups (PS‐Cl) and resin with CuPF 6 ‐( S )‐BINAP complexes (PS‐CuPF 6 ‐( S )‐BINAP) are shown in Figure . The resin with chloromethyl groups (PS‐Cl) was synthesized using the method described in our previous work . 5, 5′‐diamino‐BINAP was synthesized referring the prior art treatise .…”

Section: Methodsmentioning

confidence: 99%

“…The resin with chloromethyl groups (PS-Cl) was synthesized using the method described in our previous work. 16,17 5, 5′diamino-BINAP was synthesized referring the prior art treatise. 18 The (S)-BINAP loaded resin was synthesized according to the following processes.…”

Section: Synthesis and Characterization Of Cupf 6 -(S)-binap Loadedmentioning

confidence: 99%

“…The content of chloromethyl in PS-Cl was determined by an electrochemistry method that was described in our previous work. 16,19 The content of BINAP in resin could be obtained by determining the content of phosphorus in BINAP loaded resin. The content of phosphorus was detected by using an oxygen flask combustion method.…”

Section: Synthesis and Characterization Of Cupf 6 -(S)-binap Loadedmentioning

confidence: 99%

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Synthesis of CuPF₆‐(S)‐BINAP loaded resin and its enantioselectivity toward phenylalanine enantiomers

Xiong

Zhou

2017

Chirality

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A type of resin-anchored CuPF -(S)-BINAP was synthesized and identified. The PS-CuPF -(S)-BINAP resin was used to adsorb the phenylalanine enantiomers. The results showed that the adsorption capacity of PS-CuPF -(S)-BINAP resin toward L-phenylalanine was higher than that of resin toward D-phenylalanine. PS-CuPF -(S)-BINAP resin exhibited good enantioselectivity toward L-phenylalanine and D-phenylalanine. The influence of phenylalanine concentration, pH, adsorption time, and temperature on the enantioselectivity of the resin were investigated. The results showed that the enantioselectivity of the resin increased with increasing the phenylalanine concentration, pH, and adsorption time, while it decreased with an increase in temperature. The causes for these influences are discussed. The highest enantioselectivity (α = 2.81) was obtained when the condition of phenylalanine concentration was 0.05 mmol/mL, pH was 8, adsorption time was 12 h, and temperature 5°C. The desorption test for removing D/L-phenylalanine on PS-CuPF -(S)-BINAP resin was also investigated. The desorption ratios of D-phenylalanine and L-phenylalanine at pH of 1 were 95.7% and 94.3%, respectively. This result indicated that the PS-CuPF -(S)-BINAP resin could be regenerated by shaking with an acidic solution. The reusability of the PS-CuPF -(S)-BINAP resin was also assessed and the resin exhibited considerable reusability.

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Acetylaniline modified hypercrosslinked polystyrene resins and their equilibria and kinetics towards glabridin from Glycyrrhiza glabra L. extracts

Liu

et al. 2016

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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Synthesis and characterization of amino acid-modified adsorption resins and their adsorption properties in the purification of tabersonine from Voacanga africana seeds

Abstract: The modified MARs had good adsorption of impurities but poor adsorption of tabersonine from extracts of Voacanga africana seeds.

Cited by 5 publications

References 21 publications

Synthesis of citric acid-modified resins and their adsorption properties towards metal ions

Synthesis of citric acid-modified resins and their adsorption properties towards metal ions

Synthesis of CuPF₆‐(S)‐BINAP loaded resin and its enantioselectivity toward phenylalanine enantiomers

Acetylaniline modified hypercrosslinked polystyrene resins and their equilibria and kinetics towards glabridin from Glycyrrhiza glabra L. extracts

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Synthesis and characterization of amino acid-modified adsorption resins and their adsorption properties in the purification of tabersonine from Voacanga africana seeds

Abstract: The modified MARs had good adsorption of impurities but poor adsorption of tabersonine from extracts of Voacanga africana seeds.

Cited by 5 publications

References 21 publications

Synthesis of citric acid-modified resins and their adsorption properties towards metal ions

Synthesis of citric acid-modified resins and their adsorption properties towards metal ions

Synthesis of CuPF6‐(S)‐BINAP loaded resin and its enantioselectivity toward phenylalanine enantiomers

Acetylaniline modified hypercrosslinked polystyrene resins and their equilibria and kinetics towards glabridin from Glycyrrhiza glabra L. extracts

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Synthesis of CuPF₆‐(S)‐BINAP loaded resin and its enantioselectivity toward phenylalanine enantiomers