Lipophilic electrophoretic probes
View Patent ↗Compounds, compositions, and methods for labeling membranes are disclosed. Compounds of formula G-L-E are described wherein G is a lipophilic group, L is a cleavable linkage and E is an electrophoretic group. The compounds become associated with membranes, and can be cleaved with a cleavage-inducing moiety thereby releasing the detectable electrophoretic group.
1. A compound of formula:
G-(L-E) m
wherein:
G is a lipophilic moiety capable of incorporating into a lipid membrane;
L is a cleavable linker;
E is an electrophoretic tag; and
m is an integer greater than 1 and less than 100, and wherein G-(L-E) m is selected from the group consisting of Pro28-amide, Pro29-amide, Pro33-amide, Pro34-amide, Pro35-amide, and Pro36-amide.
2. The compound of claim 1 , wherein the lipid membrane is derived from a cell.
3. The compound of claim 1 , wherein the lipid membrane is a liposome.
4. The compound of claim 1 , wherein the cleavable linkage is an oxidation-labile linkage.
5. The compound of claim 1 , wherein E is a fluorescent, water-soluble organic compound having a molecular weight in the range of from about 150 to 5000 daltons.
6. A mixture comprising a plurality of compounds having the formula:
G-(L-E) m
wherein:
G is a lipophilic moiety capable of incorporating into a lipid membrane;
L is a cleavable linker;
E is an electrophoretic tag;
m is an integer greater than 1 and less than 100; and
wherein E of each compound of the plurality is individually detectable, and wherein each G-(L-E) m is independently selected from the group consisting of Pro28-amide, Pro29-amide, Pro33-amide, Pro34-amide, Pro35-amide, and Pro36-amide.
7. The mixture of claim 6 , wherein the cleavable linkage is an oxidation-labile linkage.
8. The mixture of claim 6 , wherein E is a fluorescent, water-soluble organic compound having a molecular weight in the range of from about 150 to 2500 daltons.
9. Lipid membranes labeled with compounds of formula:
G-(L-E) m
wherein:
G is a lipophilic moiety capable of incorporating into a lipid membrane;
L is a cleavable linker;
E is an electrophoretic tag; and
m is an integer greater than 1 and less than 100, and wherein G-(L-E) m is selected from the group consisting of Pro28-amide, Pro29-amide, Pro33-amide, Pro34-amide, Pro35-amide, and Pro36-amide.
10. The lipid membranes of claim 9 , wherein the compounds are incorporated into the structure of the membranes.
11. The lipid membranes of claim 9 , wherein the lipid membranes comprise individual cells.
12. The lipid membranes of claim 9 , wherein the lipid membranes comprise a tissue comprised of multiple populations of cells.
13. The lipid membranes of claim 9 , wherein the lipid membranes comprise liposomes.