CHAPS detergent

CHAPS detergent
Names

Preferred IUPAC name 3-[(3-Cholamidopropyl)dimethylammonio]-1- propanesulfonate
Systematic IUPAC name 3-{Dimethyl[3-(4-{5,9,16-trihydroxy-2,15- dimethyltetracyclo[8.7.0.0^2,7.0^11,15] heptadecan-14-yl}pentanamido)propyl] azaniumyl}propane-1-sulfonate
Other names 3-{Dimethyl[3-(4-{5,9,16-trihydroxy-2,15- dimethyltetracyclo[8.7.0.0^2,7.0^11,15] heptadecan-14-yl}pentanamido)propyl]aminio} propane-1-sulfonate
Identifiers
Abbreviations	CHAPS
CAS Registry Number	75621-03-3^Y
ChEMBL	ChEMBL450950^Y
ChemSpider	96843^Y
InChI InChI=1S/C32H58N2O7S/c1-21(8-11-29(38)33-14-6-15-34(4,5)16-7-17-42(39,40)41)24-9-10-25-30-26(20-28(37)32(24,25)3)31(2)13-12-23(35)18-22(31)19-27(30)36/h21-28,30,35-37H,6-20H2,1-5H3,(H-,33,38,39,40,41)^N Key: UMCMPZBLKLEWAF-UHFFFAOYSA-N^N InChI=1/C32H58N2O7S/c1-21(8-11-29(38)33-14-6-15-34(4,5)16-7-17-42(39,40)41)24-9-10-25-30-26(20-28(37)32(24,25)3)31(2)13-12-23(35)18-22(31)19-27(30)36/h21-28,30,35-37H,6-20H2,1-5H3,(H-,33,38,39,40,41)/t21-,22+,23-,24-,25+,26+,27-,28+,30+,31+,32-/m1/s1 Key: UMCMPZBLKLEWAF-BCTGSCMUBQ InChI=1S/C32H58N2O7S/c1-21(8-11-29(38)33-14-6-15-34(4,5)16-7-17-42(39,40)41)24-9-10-25-30-26(20-28(37)32(24,25)3)31(2)13-12-23(35)18-22(31)19-27(30)36/h21-28,30,35-37H,6-20H2,1-5H3,(H-,33,38,39,40,41)/t21-,22+,23-,24-,25+,26+,27-,28+,30+,31+,32-/m1/s1 Key: UMCMPZBLKLEWAF-BCTGSCMUSA-N
Jmol-3D images	Image Image
KEGG	C11321^Y
MeSH	3-((3-Cholamidopropyl)dimethylammonium)-1-propanesulfonate
PubChem	107670 24883538 (),(5R,7S, 16S) 10371606 (),(1S,5R,11S, 16S) 25244640 (4R),(2S,5R,7S, 15R,16S) 18397788 (4R),(2S,5R, 14R,15R,16S) 9895216 (4S), (2S,5R,14R,15S,16S)
SMILES CC(CCC(=O)NCCC[N+](C)(C)CCCS([O-])(=O)=O)C1CCC2C3C(O)CC4CC(O)CCC4(C)C3CC(O)C12C [O-]S(=O)(=O)CCC[N+](C)(C)CCCNC(=O)CC[C@@H](C)[C@H]4CC[C@H]3[C@H]2[C@@H]([C@@]1([C@@H](C[C@H](O)CC1)C[C@H]2O)C)C[C@H](O)[C@@]34C
Properties
Molecular formula	C₃₂H₅₈N₂O₇S
Molar mass	614.88 g·mol⁻¹
log P	-4.32 (predicted)
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
N verify (what is: Y/N?)
Infobox references

CHAPS is a zwitterionic detergent used in the laboratory to solubilize biological macromolecules such as proteins. It is used as a non-denaturing solvent in the process of protein purification and is especially useful in purifying membrane proteins, which are often sparingly soluble or insoluble in aqueous solution due to their native hydrophobicity. CHAPS can also be used in conjunction with nonionic detergents such as Triton X-100.

CHAPS is an abbreviation for 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonate. A related detergent, called CHAPSO, has the same basic chemical structure with an additional hydroxyl functional group; its full chemical name is 3-[(3-cholamidopropyl)dimethylammonio]-2-hydroxy-1-propanesulfonate. Both detergents have low light absorbance in the ultraviolet region of the electromagnetic spectrum, which is useful for laboratory workers monitoring ongoing chemical reactions or protein-protein binding with UV/Vis spectroscopy. The CMC (Critical Micelle Concentration) of this compound is 8-10mM.

CHAPS detergent

See also

References