Effective Homogeneous Hydrolysis of Phosphodiester and DNA Cleavage by Chitosan-copper Complex
We aimed to explore the role of chitosan-based metal complexes in catalyzing the hydrolysis of phosphodiesters To this end, we performed detailed studies on the kinetics of the chitosan copper complex （CSCu）-catalyzed hydrolysis of bis（4-nitrophenol） phosphate （BNPP） in Tris-H＋ buffer and in an orga...
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| Published in | Chinese journal of chemistry Vol. 29; no. 4; pp. 711 - 718 |
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| Main Author | |
| Format | Journal Article |
| Language | English |
| Published |
Weinheim
WILEY-VCH Verlag
01.04.2011
WILEY‐VCH Verlag Wiley Subscription Services, Inc |
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| Online Access | Get full text |
| ISSN | 1001-604X 1614-7065 |
| DOI | 10.1002/cjoc.201190145 |
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| Abstract | We aimed to explore the role of chitosan-based metal complexes in catalyzing the hydrolysis of phosphodiesters To this end, we performed detailed studies on the kinetics of the chitosan copper complex （CSCu）-catalyzed hydrolysis of bis（4-nitrophenol） phosphate （BNPP） in Tris-H＋ buffer and in an organic solvent. A significant enhancement in the rate of reaction （up to 3 X 105-fold acceleration） was observed at pH 8.0 （25 ℃）. The pH depend- ence of BNPP hydrolysis at pH 5.5-9.5 and the UV spectra revealed that the copper-bounded water molecules un- derwent deprotonation to form the active catalytic species CSCu-OH. The kinetic behavior of BNPP catalytic hydrolysis in the Tris-H＋ buffer was consistent with that predicted by the Michaelis-Menten kinetics model. An in-ramolecular nucleophilic attack by the copper-bonded hydroxide group on the same activated phosphodiester substrate was proposed as the catalytic mechanism for CSCu-catalyzed reaction system. The results of DNA binding and cleavage experiments indicated electrostatic binding mode of CSCu to DNA as well as the strong capability of CSCu to disturb the supercoiled strand of DNA and cleave it to nicked circular form. |
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| AbstractList | We aimed to explore the role of chitosan-based metal complexes in catalyzing the hydrolysis of phosphodiesters. To this end, we performed detailed studies on the kinetics of the chitosan copper complex (CSCu)-catalyzed hydrolysis of bis(4-nitrophenol) phosphate (BNPP) in Tris-H super(+) buffer and in an organic solvent. A significant enhancement in the rate of reaction (up to 310 super(5)-fold acceleration) was observed at pH 8.0 (25 degree C). The pH dependence of BNPP hydrolysis at pH 5.5-9.5 and the UV spectra revealed that the copper-bounded water molecules underwent deprotonation to form the active catalytic species CSCu-OH. The kinetic behavior of BNPP catalytic hydrolysis in the Tris-H super(+) buffer was consistent with that predicted by the Michaelis-Menten kinetics model. An intramolecular nucleophilic attack by the copper-bonded hydroxide group on the same activated phosphodiester substrate was proposed as the catalytic mechanism for CSCu-catalyzed reaction system. The results of DNA binding and cleavage experiments indicated electrostatic binding mode of CSCu to DNA as well as the strong capability of CSCu to disturb the supercoiled strand of DNA and cleave it to nicked circular form. The chitosan copper complex (CSCu) is used as artificial hydrolase for both phosphodiester bond and DNA molecular. The apparent hydrolytic rate of bis(4-nitrophenol) phosphate can be greatly enhanced in mild buffer solution by CSCu. The results of DNA binding and cleavage experiments indicated electrostatic binding mode of CSCu to DNA as well as the strong capability of CSCu to disturb the supercoiled strand of DNA and cleave it to nicked circular form. We aimed to explore the role of chitosan‐based metal complexes in catalyzing the hydrolysis of phosphodiesters. To this end, we performed detailed studies on the kinetics of the chitosan copper complex (CSCu)‐catalyzed hydrolysis of bis(4‐nitrophenol) phosphate (BNPP) in Tris‐H+ buffer and in an organic solvent. A significant enhancement in the rate of reaction (up to 3×105‐fold acceleration) was observed at pH 8.0 (25°C). The pH dependence of BNPP hydrolysis at pH 5.5–9.5 and the UV spectra revealed that the copper‐bounded water molecules underwent deprotonation to form the active catalytic species CSCu‐OH. The kinetic behavior of BNPP catalytic hydrolysis in the Tris‐H+ buffer was consistent with that predicted by the Michaelis‐Menten kinetics model. An intramolecular nucleophilic attack by the copper‐bonded hydroxide group on the same activated phosphodiester substrate was proposed as the catalytic mechanism for CSCu‐catalyzed reaction system. The results of DNA binding and cleavage experiments indicated electrostatic binding mode of CSCu to DNA as well as the strong capability of CSCu to disturb the supercoiled strand of DNA and cleave it to nicked circular form. The chitosan copper complex (CSCu) is used as artificial hydrolase for both phosphodiester bond and DNA molecular. The apparent hydrolytic rate of bis(4‐nitrophenol) phosphate can be greatly enhanced in mild buffer solution by CSCu. The results of DNA binding and cleavage experiments indicated electrostatic binding mode of CSCu to DNA as well as the strong capability of CSCu to disturb the supercoiled strand of DNA and cleave it to nicked circular form. We aimed to explore the role of chitosan-based metal complexes in catalyzing the hydrolysis of phosphodiesters To this end, we performed detailed studies on the kinetics of the chitosan copper complex （CSCu）-catalyzed hydrolysis of bis（4-nitrophenol） phosphate （BNPP） in Tris-H＋ buffer and in an organic solvent. A significant enhancement in the rate of reaction （up to 3 X 105-fold acceleration） was observed at pH 8.0 （25 ℃）. The pH depend- ence of BNPP hydrolysis at pH 5.5-9.5 and the UV spectra revealed that the copper-bounded water molecules un- derwent deprotonation to form the active catalytic species CSCu-OH. The kinetic behavior of BNPP catalytic hydrolysis in the Tris-H＋ buffer was consistent with that predicted by the Michaelis-Menten kinetics model. An in-ramolecular nucleophilic attack by the copper-bonded hydroxide group on the same activated phosphodiester substrate was proposed as the catalytic mechanism for CSCu-catalyzed reaction system. The results of DNA binding and cleavage experiments indicated electrostatic binding mode of CSCu to DNA as well as the strong capability of CSCu to disturb the supercoiled strand of DNA and cleave it to nicked circular form. We aimed to explore the role of chitosan-based metal complexes in catalyzing the hydrolysis of phosphodiesters. To this end, we performed detailed studies on the kinetics of the chitosan copper complex (CSCu)-catalyzed hydrolysis of bis(4-nitrophenol) phosphate (BNPP) in Tris-H+ buffer and in an organic solvent. A significant enhancement in the rate of reaction (up to 3×105-fold acceleration) was observed at pH 8.0 (25°C). The pH dependence of BNPP hydrolysis at pH 5.5-9.5 and the UV spectra revealed that the copper-bounded water molecules underwent deprotonation to form the active catalytic species CSCu-OH. The kinetic behavior of BNPP catalytic hydrolysis in the Tris-H+ buffer was consistent with that predicted by the Michaelis-Menten kinetics model. An intramolecular nucleophilic attack by the copper-bonded hydroxide group on the same activated phosphodiester substrate was proposed as the catalytic mechanism for CSCu-catalyzed reaction system. The results of DNA binding and cleavage experiments indicated electrostatic binding mode of CSCu to DNA as well as the strong capability of CSCu to disturb the supercoiled strand of DNA and cleave it to nicked circular form. |
| Author | Zhang, Qi Yang, Ruxin Si, Jiangju Xiang, Yan Guo, Hong |
| AuthorAffiliation | School of Materials Science and Engineering, Beihang University, Beijing 100191, China School of Chemistry and Environment, Beihang University, Beijing 100191, China |
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| CitedBy_id | crossref_primary_10_1002_cjoc_201300488 crossref_primary_10_3390_nano7010006 crossref_primary_10_1016_j_ica_2016_05_055 crossref_primary_10_1002_cjoc_201300699 |
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| Snippet | We aimed to explore the role of chitosan-based metal complexes in catalyzing the hydrolysis of phosphodiesters To this end, we performed detailed studies on... We aimed to explore the role of chitosan‐based metal complexes in catalyzing the hydrolysis of phosphodiesters. To this end, we performed detailed studies on... We aimed to explore the role of chitosan-based metal complexes in catalyzing the hydrolysis of phosphodiesters. To this end, we performed detailed studies on... |
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| SubjectTerms | BNPP chitosan chitosan, copper Copper Deoxyribonucleic acid DNA DNA裂解 homogeneous catalysis Hydrolysis Kinetics Metal complexes phosphodiester 催化水解 动力学模型 壳聚糖 磷酸二酯 铜配合物 |
| Title | Effective Homogeneous Hydrolysis of Phosphodiester and DNA Cleavage by Chitosan-copper Complex |
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