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C3649

Sigma-Aldrich

CHAPSO

≥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:
24892634
NACRES:
NA.25

description

zwitterionic

Assay

≥98%

form

powder

mol wt

micellar avg mol wt 7000

aggregation number

11

technique(s)

protein quantification: suitable

conductivity

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

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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General description

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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)
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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