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C3649

Sigma-Aldrich

CHAPSO

≥98%

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C32H58N2O8S
Numéro CAS:
82473-24-3
Poids moléculaire :
630.88
Numéro Beilstein :
5842642
Numéro MDL:
MFCD00081079
Code UNSPSC :
12161900
ID de substance PubChem :
24892634
Nomenclature NACRES :
NA.25

Description

zwitterionic

Niveau de qualité

200

Pureté

≥98%

Forme

powder

Poids mol.

micellar avg mol wt 7000

Nombre d'agrégation

11

Technique(s)

protein quantification: suitable

Conductivité

≤100 μmho per cm at 24 °C (0.5 M aqueous solution)

CMC

8 mM (20-25°C)

Pf

184-186 °C (lit.)

Température de transition

cloud point 90 °C

Chaîne SMILES 

[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

Clé InChI

GUQQBLRVXOUDTN-XOHPMCGNSA-N

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Description générale

CHAPSO is a non-denaturing zwitterionic bile salt derivative, derived from Chaps by the addition of a functional hydroxyl group.

Application

CHAPSO has been used:
  • in a study to assess the processes of liposome solubilization and reconstitution of two transport proteins
  • in a study to investigate a novel bicelle system for orienting macromolecules over a wide temperature range
  • as a mixture with dilauroyl phosphatidylcholine (DLPC) in solid-state nuclear magnetic resonance (NMR) technique to study membrane-associated proteins
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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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A liquid crystalline medium for measuring residual dipolar couplings over a wide range of temperatures.
Wang H, et al.
Journal of Biomolecular Nmr, 12(3), 443-446 (1998)
Magnetically orientable phospholipid bilayers containing small amounts of a bile salt analogue, CHAPSO.
Sanders CR and Prestegard J
Biophysical Journal, 58(2), 447-460 (1990)
J Cladera et al.
European journal of biochemistry, 243(3), 798-804 (1997-02-01)
The process of liposome solubilization and reconstitution of two transport proteins have been studied using Chaps and Chapso (3-[(3-cholamidopropyl)dimethylammonio]-2- hydroxy-1-propanesulfonate). The solubilization of unilamellar liposomes was followed by absorption experiments and the process was shown to fit well to the
S Cavagnero et al.
Journal of biomolecular NMR, 13(4), 387-391 (1999-06-03)
We have prepared and characterized a novel bicelle system composed of 1,2-di-O-dodecyl-sn-glycero-3-phosphocholine (DIODPC) and 3-(chloramidopropyl)dimethylammonio-2-hydroxyl-1-propane sulfonate (CHAPSO). At the optimal DIODPC/CHAPSO molar ratio of 4.3:1, this medium becomes magnetically oriented from pH 6.5 down to pH 1.0. Unlike previously reported
M D Womack et al.
Biochimica et biophysica acta, 733(2), 210-215 (1983-09-07)
Over 50 detergents were tested to establish which would be most effective in releasing proteins from membrane-bounded compartments without denaturing them. Various concentrations each of detergent were tested for two activities: (1) solubilization of egg phospholipid liposomes as measured by
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