Xylene-based amphiphilic compound and use thereof
AssigneeIndustry-University Cooperation Foundation
InventorsPil Seok Chae, Kyung Ho Cho
Life of this patent
Estimating the term…
Abstract
The present invention relates to a xylene-based amphiphilic compound, a method for preparing the same, and a method for extracting, solubilizing, stabilizing or crystallizing a membrane protein using the same. By using the xylene-based compound according to the present invention, a membrane protein may be stably stored in an aqueous solution for a long time, and may be applied in functional and structural analyses. The structural and functional analysis of the membrane protein is one of the fields of highest interest in biology and chemistry, and the xylene-based compound according to the present invention can be applied in research on protein structure that is closely related to development of a new drug.
Claims13
A compound represented by Formula 1 below:
- where the position of A2, relative to A1, is ortho, meta or para;
- A1 and A2 are the same or different and each independently represented by Formula 2 below;
- R1 is a substituted or unsubstituted C3-C26 alkyl group, a substituted or unsubstituted C3-C26 cycloalkyl group, or a substituted or unsubstituted C3-C26 aryl group;
- X1 and X2 are each independently a saccharide linked by an oxygen atom;
- and
- the symbol * in Formula 2 may represent a part linked to the core structure of Formula 1.
A method for preparing the compound represented by Formula 1 below, the method comprising:
- 1) introducing an alkyl group by performing monoalkylation on diethyl malonate;
- 2) introducing a xylene linker by coupling the product of step 1) with bis(bromomethyl)benzene;
- 3) reducing an ester functional group of the product of step 2) into an alcohol functional group;
- 4) introducing a protective group-attached saccharide by performing glycosylation on the product of step 3);
- and
- 5) performing deprotection on the product of step 4):
- where the position of A2, relative to A1, is ortho, meta or para;
- A1 and A2 are the same or different and each independently represented by Formula 2 below;
- R1 is a substituted or unsubstituted C3-C26 alkyl group, a substituted or unsubstituted C3-C26 cycloalkyl group, or a substituted or unsubstituted C3-C26 aryl group;
- X1 and X2 are each independently a saccharide linked by an oxygen atom;
- and
- the symbol * in Formula 2 may represent a part linked to the core structure of Formula 1.
A method for extracting, solubilizing, stabilizing, crystallizing or analyzing a membrane protein, the method comprising:
- treating a membrane protein with the compound represented by Formula 1 below in an aqueous solution:
- where the position of A2, relative to A1, is ortho, meta or para;
- A1 and A2 are the same or different and each independently represented by Formula 2 below;
- R1 is a substituted or unsubstituted C3-C26 alkyl group, a substituted or unsubstituted C3-C26 cycloalkyl group, or a substituted or unsubstituted C3-C26 aryl group;
- X1 and X2 are each independently a saccharide linked by an oxygen atom;
- and
- the symbol * in Formula 2 may represent a part linked to the core structure of Formula 1.
Dependencies are inferred from the claim text.