CHAPS detergent

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CHAPS detergent
Structural formula of 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[8.7.0.02,7.011,15]
heptadecan-14-yl}pentanamido)propyl]

azaniumyl}propane-1-sulfonate
Other names
3-{Dimethyl[3-(4-{5,9,16-trihydroxy-2,15-

dimethyltetracyclo[8.7.0.02,7.011,15]
heptadecan-14-yl}pentanamido)propyl]aminio}

propane-1-sulfonate
Identifiers
75621-03-3 YesY
Abbreviations CHAPS
ChEMBL ChEMBL450950 YesY
ChemSpider 96843 YesY
Jmol 3D model Interactive image
Interactive image
KEGG C11321 YesY
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)

  • 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
  • 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
C32H58N2O7S
Molar mass 614.88 g·mol−1
log P -4.32 (predicted)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
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.

See also

References