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Merck
CN

C4695

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
UNSPSC Code:
12161900
NACRES:
NA.25
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5842642
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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 (in Ethanol)

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 at 20 °C, 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

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.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves



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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.
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



Global Trade Item Number

SKUGTIN
C4695-1G04061833492598
C4695-500MG04061833610121
C4695-5G04061833618745