Non-ionic acid-labile surfactants and methods of use
A compound may generally comprise the formula: wherein R 1 is independently selected from C 2 -C 10 alkyl or substituted alkyl, R 2 is independently selected from the group consisting of —H and C 1 -C 6 alkyl or substituted alkyl, X is selected from the group consisting of —NH— and —O—, Y is a carbohydrate, and m is an integer from 1 to 8. The compound may comprise a non-ionic acid labile surfactant. The compound may be used to facilitate solubilization of proteins and other molecules in an aqueous environment.
1. A compound of the formula:
wherein R 1 is selected from —(CH 2 ) 2-7 CH 3 alkyl, R 2 is selected from —(CH 2 ) 0-2 CH 3 alkyl, X is selected from the group consisting of —NH— and —O—, Y is a sugar, and m is an integer from 1 to 4.
2. A compound of the formula:
wherein R 1 is selected from —(CH 2 ) 2-7 CH 3 alkyl, R 2 is selected from —(CH 2 ) 0-2 CH 3 alkyl, X is selected from the group consisting of —NH— and —O—, Y is selected from the group consisting of a monosaccharide, a disaccharide, an oligosaccharide, and a polysaccharide, and m is an integer from 1 to 4.
3. The compound of claim 1 , wherein R 1 is selected from —(CH 2 ) 2-7 CH 3 alkyl, R 2 is —CH 3 , Y is a monosaccharide, and m is 1.
4. The compound of claim 1 , wherein R 1 is selected from —(CH 2 ) 2-7 CH 3 alkyl, R 2 is —CH 3 , Y is a disaccharide, and m is 1.
5. The compound of claim 1 , wherein R 1 is selected from —(CH 2 ) 2-7 CH 3 alkyl, R 2 is —CH 3 , Y is a trisaccharide, and m is 1.
6. The compound of claim 1 , wherein R 1 is selected from —(CH 2 ) 2-7 CH 3 alkyl, R 2 is —CH 3 , Y is a tetrasaccharide, and m is 1.
7. The compound of claim 1 , wherein Y is one of a disaccharide, an oligosaccharide, and a polysaccharide comprising a cellobiose unit, a galactose unit, a glucose unit, a glucosamine unit, a fructose unit, a lactose unit, a maltose unit, a mannose unit, a sucrose unit, and combinations thereof.
8. The compound of claim 1 , wherein R 1 is selected from —(CH 2 ) 2-7 CH 3 alkyl, R 2 is —CH 3 , Y is a disaccharide comprising a maltose unit, and m is 1.
9. The compound of claim 1 , wherein R 1 is selected from —(CH 2 ) 2-7 CH 3 alkyl, R 2 is —CH 3 , Y is a disaccharide comprising a glucose unit, and m is 1.
10. The compound of claim 1 , wherein R 1 is selected from —(CH 2 ) 2-7 CH 3 alkyl, R 2 is —CH 3 , Y is a disaccharide comprising glucose units, and m is 1.
11. The compound of claim 1 , wherein X is —NH—.
12. The compound of claim 1 , wherein X is —O—.
13. The compound of claim 1 comprising N-[2,2-Bis(pentyloxy)propan-1-aminocarbonyl]-β-maltosylamine having the formula:
14. The compound of claim 1 comprising N-[2,2-Bis(hexyloxy)propan-1-aminocarbonyl]-β-maltosylamine having the formula:
15. The compound of claim 1 comprising N-[2,2-Bis(pentloxy)propan-1-oxycarbonyl]-β-maltosylamine having the formula:
16. The compound of claim 1 comprising N-[2,2-Bis(hexyloxy)propan-1-oxycarbonyl]-β-maltosylamine having the formula:
17. The compound of claim 1 having the formula:
wherein R 1 may be independently selected from C 2 -C 10 alkyl or substituted alkyl.
18. The compound of claim 1 having the formula:
wherein R 1 may be independently selected from C 2 -C 10 alkyl or substituted alkyl.
19. A non-ionic acid labile surfactant having the formula of claim 1 .
20. A non-ionic acid labile surfactant having the formula of claim 2 .