CHAPS detergent

CHAPS detergent

Preferred IUPAC name 3-[(3-Cholamidopropyl)dimethylammonio]-1- propanesulfonate
Systematic 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 number	75621-03-3^Y
PubChem	107670 ^Y, 24883538 (),(5R,7S, 16S) ^Y, 10371606 (),(1S,5R,11S, 16S) ^Y, 25244640 (4R),(2S,5R,7S, 15R,16S), 18397788 (4R),(2S,5R, 14R,15R,16S) ^Y, 9895216 (4S), (2S,5R,14R,15S,16S) ^Y
ChemSpider	96843^Y
KEGG	C11321^Y
MeSH	3-((3-Cholamidopropyl)dimethylammonium)-1-propanesulfonate
ChEMBL	CHEMBL450950^Y
Jmol-3D images	Image 1 Image 2
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
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
Properties
Molecular formula	C₃₂H₅₈N₂O₇S
Molar mass	614.88 g mol⁻¹
log P	-4.32 (predicted)
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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.

CHAPS detergent

See also

References