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Key Documents

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:
Molecular Weight:
630.88
Beilstein:
5842642
MDL number:
UNSPSC Code:
12161900
PubChem Substance ID:
NACRES:
NA.25

description

zwitterionic

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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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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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.
Journal of visualized experiments : JoVE, 9(59), e3383-e3383 (2012-01-20)
Membrane proteins (MPs) play a critical role in many physiological processes such as pumping specific molecules across the otherwise impermeable membrane bilayer that surrounds all cells and organelles. Alterations in the function of MPs result in many human diseases and
Mako Takami et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 29(41), 13042-13052 (2009-10-16)
Amyloid beta protein (Abeta), a pathogenic molecule associated with Alzheimer's disease, is produced by gamma-secretase, which cleaves the beta-carboxyl terminal fragment (betaCTF) of beta-amyloid precursor protein in the middle of its transmembrane domain. How the cleavage proceeds within the membrane
L Czerski et al.
Analytical biochemistry, 284(2), 327-333 (2000-08-31)
Bicelles are bilayered discoidal lipid-detergent assemblies which are useful as model membranes. To date, there has been no direct demonstration of functional viability for an integral membrane protein reconstituted into bicelles. In this contribution, the catalytic activity of diacylglycerol kinase

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