Anionic acid-labile surfactants and methods of use
Anionic acid-labile surfactants may generally comprise compounds represented by the formula: wherein R 1 is independently selected from —(CH 2 ) 0-9 CH 3 , R 2 is selected from the group consisting of —H and —(CH 2 ) 0-5 CH 3 , Y is an anion, X is a cation, and n is an integer from 1 to 8. Methods of making and using the anionic acid-labile surfactants are also described. The anionic acid-labile surfactants may be used to facilitate the solubilization of proteins and other molecules in an aqueous environment.
1. A compound of the formula:
wherein R 1 is independently selected from —(CH 2 ) 2-9 CH 3 , R 2 is selected from the group consisting of —H and —(CH 2 ) 0-5 CH 3 , Y is selected from the group consisting of —SO 3 − and —PO 3 − , X is a cation, and n is an integer from 1 to 8.
2. The compound of claim 1 , wherein R 2 is selected from —(CH 2 ) 0-5 CH 3 .
3. The compound of claim 1 , wherein X is selected from the group consisting of sodium, potassium, lithium, and ammonium ions.
4. The compound of claim 1 , wherein each R 1 is —(CH 2 ) 5 CH 3 , R 2 is —CH 3 , Y is —SO 3 − , X is sodium, and n an integer from 1 to 2.
5. The compound of claim 1 , wherein each R 1 is —(CH 2 ) 6 CH 3 , R 2 is —CH 3 , Y is —SO 3 − , X is sodium, and n is an integer from 1 to 2.
6. The compound of claim 1 , wherein each R 1 is —(CH 2 ) 5 CH 3 , R 2 is —CH 3 , Y is —SO 3 − , X is potassium, and n an integer from 1 to 2.
7. The compound of claim 1 , wherein each R 1 is —(CH 2 ) 6 CH 3 , R 2 is —CH 3 , Y is —SO 3 − , X is potassium, and n is an integer from 1 to 2.
8. The compound of claim 1 , wherein each R 1 is —(CH 2 ) 5 CH 3 , R 2 is —CH 3 , Y is —PO 3 − , X is sodium, and n an integer from 1 to 2.
9. The compound of claim 1 , wherein each R 1 is —(CH 2 ) 6 CH 3 , R 2 is —CH 3 , Y is —PO 3 − , X is sodium, and n is an integer from 1 to 2.
10. The compound of claim 1 , wherein each R 1 is —(CH 2 ) 5 CH 3 , R 2 is —CH 3 , Y is —PO 3 − , X is potassium, and n an integer from 1 to 2.
11. The compound of claim 1 , wherein each R 1 is —(CH 2 ) 6 CH 3 , R 2 is —CH 3 , Y is —PO 3 − ,
X is potassium, and n is an integer from 1 to 2.
12. An anionic acid-labile surfactant of the formula:
wherein R 1 is independently selected from —(CH 2 ) 2-9 CH 3 , R 2 is selected from the group consisting of —H and —(CH 2 ) 0-5 CH 3 , Y is selected from the group consisting of —SO 3 − and —PO 3 − , X is a cation, and n is an integer from 1 to 8.
13. The anionic acid-labile surfactant of claim 12 , wherein R 2 is selected from the group consisting of —(CH 2 ) 0-5 CH 3 .
14. The anionic acid-labile surfactant of claim 12 , wherein X is selected from the group consisting of sodium, potassium, lithium, and ammonium ions.
15. The anionic acid-labile surfactant of claim 12 , wherein the anionic acid-labile surfactant has the formula:
wherein Y is selected from the group consisting of —SO 3 − and —PO 3 − and X is a cation selected from the group consisting of sodium, potassium, lithium, and ammonium ions.
16. The anionic acid-labile surfactant of claim 12 , wherein the anionic acid-labile surfactant is sodium 2,2-bis(hexyloxy)propyl sulfonate.
17. The anionic acid-labile surfactant of claim 12 , wherein the anionic acid-labile surfactant has the formula:
wherein Y is selected from the group consisting of —SO 3 − and —PO 3 − and X is a cation selected from the group consisting of sodium, potassium, lithium, and ammonium ions.
18. The anionic acid-labile surfactant of claim 12 , wherein the anionic acid-labile surfactant is sodium 2,2-bis(heptyloxy)propyl sulfate sulfonate.