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V900490

Sigma-Aldrich

CHAPSO

Vetec™, reagent grade, ≥98%

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:
5842642
MDL number:
MFCD00081079
UNSPSC Code:
12161900
PubChem Substance ID:
329829889
Pricing and availability is not currently available.

grade

reagent grade

description

zwitterionic

product line

Vetec™

Assay

≥98%

mol wt

micellar avg mol wt 7000

aggregation number

11

CMC

8 mM (20-25°C)

mp

184-186 °C (lit.)

transition temp

cloud point 90 °C

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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Application

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.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBC5250V
WXBB1457V
116K5304V
116K5304

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Satoko Osawa et al.
The Journal of biological chemistry, 283(28), 19283-19292 (2008-05-16)
gamma-Secretase is an aspartic protease that hydrolyzes type I membrane proteins within the hydrophobic environment of the lipid bilayer. Using the CHAPSO-solubilized gamma-secretase assay system, we previously found that gamma-secretase activity was sensitive to the concentrations of detergent and phosphatidylcholine.
Mark R Hadley et al.
Electrophoresis, 24(15), 2508-2513 (2003-08-06)
The enantiomeric resolution of 1,1'-binaphthyl-2,2'-diamine and Tröger's base was investigated using the commercially available zwitterionic surfactants 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulphonate (CHAPS) and 3-[(3-cholamidopropyl)dimethylammonio]-2-hydroxy-1-propanesulphonate (CHAPSO). Resolution of the weakly basic chiral probes was achieved using varying concentrations of surfactant, above their critical micellar concentrations
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
Jonathan D J Wrigley et al.
Journal of neurochemistry, 90(6), 1312-1320 (2004-09-03)
Gamma-secretase performs the final processing step in the generation of amyloid-beta (Abeta) peptides, which are believed to be causative for Alzheimer's disease. Presenilins (PS) are required for gamma-secretase activity and the presence of two essential intramembranous aspartates (D257 and D385)
Jenny Frånberg et al.
Biochemistry, 46(25), 7647-7654 (2007-06-01)
Gamma-secretase is important for the development of Alzheimer's disease, since it is a crucial enzyme for the generation of the pathogenic amyloid beta-peptide (Abeta). Most data on gamma-secretase is derived from studies in cell lines overexpressing gamma-secretase components or amyloid
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