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26680

Sigma-Aldrich

CHAPS

≥98.0% (TLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C32H58N2O7S
CAS Number:
75621-03-3
Molecular Weight:
614.88
MDL number:
MFCD00012116
UNSPSC Code:
12161700

description

zwitterionic

Assay

≥98.0% (TLC)

mol wt

micellar avg mol wt 6150

aggregation number

10

impurities

≤8% water

CMC

6 mM (20-25°C)

transition temp

cloud point >100 °C

solubility

H2O: 50 mg/mL at 20 °C, clear, colorless

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤50 mg/kg

cation traces

Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

SMILES string

C[C@H](CCC(=O)NCCC[N+](C)(C)CCCS([O-])(=O)=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)CC4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C

InChI

1S/C32H58N2O7S/c1-21(8-11-29(38)33-14-6-15-34(4,5)16-7-17-42(39,40)41)24-9-10-25-30-26(20-28(37)32(24,25)3)31(2)13-12-23(35)18-22(31)19-27(30)36/h21-28,30,35-37H,6-20H2,1-5H3,(H-,33,38,39,40,41)/t21-,22?,23-,24-,25+,26+,27-,28+,30+,31+,32-/m1/s1

InChI key

UMCMPZBLKLEWAF-RFCNGIAKSA-N

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Application

CHAPS is a nondenaturing zwitterionic detergent for membrane biochemistry.
Useful for solubilizing membrane proteins and breaking protein-protein interactions. CHAPS′ small micellar molecular weight (6,150) and high critical micelle concentration (6-10 mM) allow it to be removed from samples by dialysis. It is also suitable for protein solubilization for isoelectric focusing and two-dimensional electrophoresis. CHAPS is commonly used for non-denaturing (without urea) IEF and has been shown to give excellent resolution of some subcellular preparations and plant proteins. Concentrations between 2-4% (w/v) are typically used in an IEF gel.

Other Notes

Zwitterionic detergent for the solubilisation of membrane proteins. Combines the useful properties of both the sulfobetaine-type and the bile salt detergents; As a non-toxic stabilizing agent for growth factors

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3-[(3-cholamidopropyl)dimethylammonio]-1-propane sulfonate as noncytotoxic stabilizing agent for growth factors.
Y Matuo et al.
Methods in enzymology, 198, 511-518 (1991-01-01)
L M Hjelmeland et al.
Analytical biochemistry, 130(1), 72-82 (1983-04-01)
The syntheses of four new sulfobetaine derivatives of bile salts are presented, along with a general set of criteria for useful detergents in membrane biochemistry. Physical properties including the critical micelle concentration, aggregation number, partial specific volume, critical micellar temperature
W F Simonds et al.
Proceedings of the National Academy of Sciences of the United States of America, 77(8), 4623-4627 (1980-08-01)
Receptors that reversibly bind opiates and opioid peptides have been solubilized from brain and neuroblastoma-glioma hybrid cell NG108-15 membranes. Active receptors are specifically solubilized with a new type of detergent 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonate, which is a zwitterionic derivative of cholic acid. The

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