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226947

Sigma-Aldrich

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

98%

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Synonym(s):
CHAPS
Empirical Formula (Hill Notation):
C32H58N2O7S · xH2O
CAS Number:
331717-45-4
Molecular Weight:
614.88 (anhydrous basis)
PubChem Substance ID:
24853601
NACRES:
NA.22

description

zwitterionic

Quality Level

200

Assay

98%

mol wt

614.88 g/mol (anhydrous basis)

technique(s)

ion chromatography: suitable
protein quantification: suitable

mp

157 °C (dec.) (lit.)

SMILES string

O.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)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C

InChI

1S/C32H58N2O7S.H2O/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);1H2/t21-,22+,23-,24-,25+,26+,27-,28+,30+,31+,32-;/m1./s1

InChI key

SJCUTFKCLFLIFE-JWTJKVBLSA-N

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General description

CHAPS is a stabilizing agent that can be used to prevent aggregation, precipitation or proteolysis of proteins in solution.

Application

Zwitterionic detergent for membrane protein solubilization.

Pictograms

Exclamation markHealth hazard
GHS07,GHS08

Signal Word

Danger

Hazard Statements

H302 - H360D

Hazard Classifications

Acute Tox. 4 Oral - Repr. 1B

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Zerbe O
BioNMR in Drug Research, 420-420 (2006)
J E Rudzki et al.
Biochemistry, 23(17), 3843-3848 (1984-08-14)
Picosecond transient absorption spectra of rhodopsin and isorhodopsin were measured at room temperature with a double-beam laser spectrophotometer after excitation at 355 nm. Photolysis studies were performed on rhodopsin solubilized in two different detergents (digitonin and 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonate). The resulting rhodopsin/bathorhodopsin
A J Bitonti et al.
Biochemistry, 21(15), 3650-3653 (1982-07-20)
Bovine brain adenylate cyclase was solubilized with 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonate (CHAPS), sodium cholate, sodium deoxycholate, or these detergents plus (NH4)2SO4. The specific activity of the extract obtained with 13 mM CHAPS alone was several times those of the other detergent extracts with
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
Hannah R Bridges et al.
The Biochemical journal, 462(3), 475-487 (2014-07-16)
The biguanide metformin is widely prescribed for Type II diabetes and has anti-neoplastic activity in laboratory models. Despite evidence that inhibition of mitochondrial respiratory complex I by metformin is the primary cause of its cell-lineage-specific actions and therapeutic effects, the molecular
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