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C3649

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
UNSPSC Code:
12161900
NACRES:
NA.25
PubChem Substance ID:
24892634
MDL number:
MFCD00081079
Beilstein/REAXYS Number:
5842642
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biological source

animal

Quality Level

200

description

zwitterionic

assay

≥98%

form

powder

mol wt

micellar avg mol wt 7000

aggregation number

11

technique(s)

protein quantification: suitable

impurities

≤5% Water (Karl Fischer)

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

solubility

water: soluble 10 g/L at 20 °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

General description

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

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.
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

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000544102
0000544075
0000544101
0000544099
0000544101

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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)
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
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)
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