Abstract
A biomimetic catalyst was prepared through the self-assembly of a bolaamphiphilic molecule with histidine moieties for the sequestration of carbon dioxide. The histidyl bolaamphiphilic molecule bis(N-a-amidohistidine)-1,7-heptane dicarboxylate has been synthesized and self-assembled to produce analogues of the active sites of carbonic anhydrase (CA) after association with Zn2+ ions. Spectroscopic analysis demonstrated the coordination of the Zn2+ ions with histidine imidazole moieties, which is the core conformation of CA active sites. The Zn-associated self-assembly worked as a CA-mimetic catalyst that shows catalytic activity for CO2 hydration. Evaluation of the kinetics of using para-nitrophenylacetate revealed that the kinetic parameters of the CA-mimetic catalyst were maximized at the optimal Zn concentration and that excess Zn ions resulted in deteriorated catalytic activity. The performance of the CA-mimetic catalyst was enhanced by changing the pH value and temperature of the reaction, which implies that the hydrolysis of the substrate is the rate-determining step. The catalyst-assisted sequestration of CO2 was demonstrated by CaCO3 precipitation upon the addition of Ca2+ ions. This study offers an easy way to prepare enzyme analogues for CO2 sequestration through the self-assembly of bolaamphiphile molecules with designer biochemical moieties.
| Original language | English |
|---|---|
| Pages (from-to) | 17019-17024 |
| Number of pages | 6 |
| Journal | Chemistry - A European Journal |
| Volume | 20 |
| Issue number | 51 |
| DOIs | |
| Publication status | Published - 2014 Dec 15 |
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All Science Journal Classification (ASJC) codes
- Catalysis
- Chemistry(all)
- Organic Chemistry
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Carbonic anhydrase-mimetic bolaamphiphile self-assembly for CO2 hydration and sequestration. / Kim, Min Chul; Lee, Sang Yup.
In: Chemistry - A European Journal, Vol. 20, No. 51, 15.12.2014, p. 17019-17024.Research output: Contribution to journal › Article
TY - JOUR
T1 - Carbonic anhydrase-mimetic bolaamphiphile self-assembly for CO2 hydration and sequestration
AU - Kim, Min Chul
AU - Lee, Sang Yup
PY - 2014/12/15
Y1 - 2014/12/15
N2 - A biomimetic catalyst was prepared through the self-assembly of a bolaamphiphilic molecule with histidine moieties for the sequestration of carbon dioxide. The histidyl bolaamphiphilic molecule bis(N-a-amidohistidine)-1,7-heptane dicarboxylate has been synthesized and self-assembled to produce analogues of the active sites of carbonic anhydrase (CA) after association with Zn2+ ions. Spectroscopic analysis demonstrated the coordination of the Zn2+ ions with histidine imidazole moieties, which is the core conformation of CA active sites. The Zn-associated self-assembly worked as a CA-mimetic catalyst that shows catalytic activity for CO2 hydration. Evaluation of the kinetics of using para-nitrophenylacetate revealed that the kinetic parameters of the CA-mimetic catalyst were maximized at the optimal Zn concentration and that excess Zn ions resulted in deteriorated catalytic activity. The performance of the CA-mimetic catalyst was enhanced by changing the pH value and temperature of the reaction, which implies that the hydrolysis of the substrate is the rate-determining step. The catalyst-assisted sequestration of CO2 was demonstrated by CaCO3 precipitation upon the addition of Ca2+ ions. This study offers an easy way to prepare enzyme analogues for CO2 sequestration through the self-assembly of bolaamphiphile molecules with designer biochemical moieties.
AB - A biomimetic catalyst was prepared through the self-assembly of a bolaamphiphilic molecule with histidine moieties for the sequestration of carbon dioxide. The histidyl bolaamphiphilic molecule bis(N-a-amidohistidine)-1,7-heptane dicarboxylate has been synthesized and self-assembled to produce analogues of the active sites of carbonic anhydrase (CA) after association with Zn2+ ions. Spectroscopic analysis demonstrated the coordination of the Zn2+ ions with histidine imidazole moieties, which is the core conformation of CA active sites. The Zn-associated self-assembly worked as a CA-mimetic catalyst that shows catalytic activity for CO2 hydration. Evaluation of the kinetics of using para-nitrophenylacetate revealed that the kinetic parameters of the CA-mimetic catalyst were maximized at the optimal Zn concentration and that excess Zn ions resulted in deteriorated catalytic activity. The performance of the CA-mimetic catalyst was enhanced by changing the pH value and temperature of the reaction, which implies that the hydrolysis of the substrate is the rate-determining step. The catalyst-assisted sequestration of CO2 was demonstrated by CaCO3 precipitation upon the addition of Ca2+ ions. This study offers an easy way to prepare enzyme analogues for CO2 sequestration through the self-assembly of bolaamphiphile molecules with designer biochemical moieties.
UR - http://www.scopus.com/inward/record.url?scp=84915746687&partnerID=8YFLogxK
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U2 - 10.1002/chem.201404765
DO - 10.1002/chem.201404765
M3 - Article
AN - SCOPUS:84915746687
VL - 20
SP - 17019
EP - 17024
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
SN - 0947-6539
IS - 51
ER -