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Merck

226947

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

98%

Synonym(s):

CHAPS

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About This Item

Empirical Formula (Hill Notation):
C32H58N2O7S · xH2O
CAS Number:
331717-45-4
Molecular Weight:
614.88 (anhydrous basis)
NACRES:
NA.22
PubChem Substance ID:
24853601
UNSPSC Code:
12161902
MDL number:
MFCD00012116

Product Name

3-[(3-Cholamidopropyl)dimethylammonio]-1-propanesulfonate hydrate, 98%

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

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 key

SJCUTFKCLFLIFE-JWTJKVBLSA-N

description

zwitterionic

assay

98%

mol wt

614.88 g/mol (anhydrous basis)

technique(s)

ion chromatography: suitable
protein quantification: suitable

mp

157 °C (dec.) (lit.)

functional group

amide
amine
hydroxyl
sulfonic acid

Quality Level

200

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Related Categories

Application

Zwitterionic detergent for membrane protein solubilization.

General description

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

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Repr. 1B

Storage Class

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCR5829
MKCF4785
MKCB0063V
MKBX5670V
MKBX4334V

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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
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
Zerbe O
BioNMR in Drug Research, 420-420 (2006)
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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