2007
DOI: 10.1002/chem.200601099
|View full text |Cite
|
Sign up to set email alerts
|

Catalysis of a Peptidic Micellar Assembly Covalently Immobilized within Mesoporous Silica Channels: Importance of Amphiphilic Spatial Design

Abstract: A mesostructured silica/organic composite 1-MS, constructed from a rodlike micelle of amino acid amphiphile 1 that has a condensable head group and that can be used as a template, was found to be able to catalyze the acetalization of cyclohexanone, in ethanol at 25 degrees C (50% in 12 h), whereas no reaction took place with unfunctionalized mesoporous silica. In sharp contrast, hydrolytic removal of the C16 alkyl tail of immobilized 1 resulted in the complete disappearance of the catalytic activity, which sug… Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
1
1
1
1

Citation Types

0
40
1

Year Published

2007
2007
2015
2015

Publication Types

Select...
5
5

Relationship

7
3

Authors

Journals

citations
Cited by 51 publications
(41 citation statements)
references
References 25 publications
0
40
1
Order By: Relevance
“…In this regard, mesoporous materials are wonderful candidates as accommodating supports because they have a well-defined pore size and geometry in comparable dimension with biopolymers and complexes. Ariga and coworkers [19][20][21][22] have reported several pioneering studies on composite materials between peptides (or amino acids) and mesoporous silicates (Fig. 2).…”
Section: Inclusion Of Biological Species Into Porous Solidsmentioning
confidence: 99%
“…In this regard, mesoporous materials are wonderful candidates as accommodating supports because they have a well-defined pore size and geometry in comparable dimension with biopolymers and complexes. Ariga and coworkers [19][20][21][22] have reported several pioneering studies on composite materials between peptides (or amino acids) and mesoporous silicates (Fig. 2).…”
Section: Inclusion Of Biological Species Into Porous Solidsmentioning
confidence: 99%
“…Aida and co-workers used the hybrid structure for reactor applications and illustrated the catalytic capability of unhydrolyzed materials on acetalization of a ketone, such as cyclohexanone, in ethanol under mild conditions ( Figure 9). 332 Cyclohexanone and ethanol are incorporated into the silica channels at the hydrophobic inner domain and hydrophilic outer shell, respectively, which can be activated through hydrogen-bonding interactions with the amide NH and carbonyl groups of the peptide functionalities. The acetalization should involve transient carbocationic intermediates that can be generated by a highly polar environment containing concentrated ammonium salt functionalities.…”
Section: +mentioning
confidence: 99%
“…16) [204][205][206]. A surfactant with condensable alkoxysilane group was used as template in this method.…”
Section: Biomaterial-hybridized Mesoporous Materialsmentioning
confidence: 99%