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C4695

Sigma-Aldrich

CHAPSO

BioXtra

Synonym(s):

3-([3-Cholamidopropyl]dimethylammonio)-2-hydroxy-1-propanesulfonate

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About This Item

Empirical Formula (Hill Notation):
C32H58N2O8S
CAS Number:
82473-24-3
Molecular Weight:
630.88
Beilstein/REAXYS Number:
5842642
MDL number:
MFCD00081079
UNSPSC Code:
12161900
PubChem Substance ID:
24892713
NACRES:
NA.25

description

zwitterionic

Quality Level

200

product line

BioXtra

assay

≥98.0% (TLC)

form

powder

mol wt

micellar avg mol wt 7000

aggregation number

11

impurities

≤0.0005% Phosphorus (P)
≤0.1% Insoluble matter

ign. residue

≤0.1%

CMC

8 mM (20-25°C)
8 mM (micellar weight =9960)

mp

184-186 °C (lit.)

transition temp

cloud point 90 °C

solubility

H2O: 0.1 M, clear, colorless

anion traces

chloride (Cl-): ≤0.05%
sulfate (SO42-): ≤0.05%

cation traces

Al: ≤0.0005%
Ca: ≤0.0005%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.005%
Mg: ≤0.0005%
NH4+: ≤0.05%
Na: ≤0.01%
Pb: ≤0.001%
Zn: ≤0.0005%

SMILES string

[H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@]([H])(CC[C@@]4([H])[C@]3([H])[C@H](O)C2)[C@H](C)CCC(=O)NCCC[N+](C)(C)CC(O)CS([O-])(=O)=O

InChI

1S/C32H58N2O8S/c1-20(7-10-29(39)33-13-6-14-34(4,5)18-23(36)19-43(40,41)42)24-8-9-25-30-26(17-28(38)32(24,25)3)31(2)12-11-22(35)15-21(31)16-27(30)37/h20-28,30,35-38H,6-19H2,1-5H3,(H-,33,39,40,41,42)/t20-,21+,22-,23?,24-,25+,26+,27-,28+,30+,31+,32-/m1/s1

InChI key

GUQQBLRVXOUDTN-XOHPMCGNSA-N

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Related Categories

General description

Chapso is a zwitterionic detergent derived from Chaps by the addition of a functional hydroxyl group. It is a nondenaturing zwitterionic detergent with characteristics similar to CHAPS, although it is more soluble due to a more polar head group.

Application

Chapso has been used in a study to assess methods for high-throughput crystallization of membrane proteins. It has also been used in a study to investigate the effects of detergents on the structure of rhomboid proteases in a lipid environment.
A nondenaturing zwitterionic detergent with characteristics similar to CHAPS, although it is more soluble due to a more polar head group. Useful for the solubilization of integral membrane proteins.

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Incomplete Dialysis of Protein Samples Containing 3-[(3-Cholamidopropyl)dimethylammonio]-1-propanesulfonate May Lead to Erroneous Estimation of Histidine Content on Amino Acid Analysis
Nomura, K., et al.
Analytical Biochemistry, 290, 4-4 (2001)
Structure of Rhomboid Protease in a Lipid Environment
Vinothkumar, K., et al.
Journal of Molecular Biology, 407, 16-16 (2011)
Rachna Ujwal et al.
Methods (San Diego, Calif.), 55(4), 337-341 (2011-10-11)
Crystallization of membrane proteins remains a significant challenge. For proteins resistant to the traditional approach of directly crystallizing from detergents, lipidic phase crystallization can be a powerful tool. Bicelles are an excellent medium for crystallizing membrane proteins in a lipidic
Troy L Carter et al.
Alzheimer disease and associated disorders, 18(4), 261-263 (2004-12-14)
Presenilins are polytopic, integral proteins that control intramembranous proteolysis at the "gamma-" and "epsilon-" cleavage sites of the Alzheimer amyloid-beta precursor protein (APP) to yield amyloid-beta peptide (Abeta) and the APP intracellular domain (AICD). We have overexpressed a constitutively active
G Q Chen et al.
Biochemistry, 38(46), 15380-15387 (1999-11-24)
Wild-type and mutant forms of bacteriorhodopsin (sbR) from Halobacterium salinarium, produced by Escherichia coli overexpression of a synthetic gene, were reversibly unfolded in 1, 2-dimyristoyl-sn-glycero-3-phosphocholine (DMPC), 3-[(3-cholamidopropyl)dimethylamino]-2-hydroxyl-1-propane (CHAPSO), and sodium dodecyl sulfate (SDS) mixed micelles. To study the effect on
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