CHAPS
| Catalog Number | Size | Price | Stock | Quantity |
|---|---|---|---|---|
| BPM-300063 | 50 g | $998 | In stock |
Product Information
Molecular Formula
C32H58N2O7S
Molecular Weight
614.88
Description
CHAPS (3-[(3-Cholamidopropyl)-dimethylammonio]-1-propanesulfonate) is a zwitterionic detergent derived from the steroidal scaffold of cholic acid, combining mild solubilizing power with exceptional protein compatibility. Its unique balance of hydrophobic and hydrophilic domains preserves the native conformation of membrane proteins during extraction and reconstitution. Unlike ionic detergents, CHAPS minimizes protein denaturation and is ideal for isolating membrane complexes, studying lipid–protein interactions, and stabilizing liposomes. This detergent’s cholic acid-based ring system provides structural rigidity, while the sulfonate headgroup ensures solubility, making CHAPS a benchmark reagent in structural biology, protein crystallization, and membrane biochemistry research.
Synonyms
N,N-Dimethyl-N-(3-sulfopropyl)-3-[[(3α,5β,7α,12α)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino]-1-propanaminium Inner Salt; 3-[(3-Cholamidopropyl)dimethylammonio]-1-propanesulfonate
IUPAC Name
3-[dimethyl-[3-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]propyl]azaniumyl]propane-1-sulfonate
SMILES
CC(CCC(=O)NCCC[N+](C)(C)CCCS(=O)(=O)[O-])C1CCC2C1(C(CC3C2C(CC4C3(CCC(C4)O)C)O)O)C
InChI
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-BCTGSCMUSA-N
Melting Point
156-158°C (dec.)
Flash Point
320 °F
Purity
≥98%
Density
1.01 g/mL at 20°C
Solubility
Slightly soluble in Methanol, Water
Appearance
White to Off-white Solid
Application
Used as a non-denaturing biological detergent; CHAPS is a zwitterionic detergent used in the laboratory to solubilize biological macromolecules such as proteins. It is used as a non-denaturing solvent in the process of protein purification and is especially useful in purifying membrane proteins, which are often sparingly soluble or insoluble in aqueous solution due to their native hydrophobicity.
Shelf Life
1 Year
Storage
-20°C under inert atmosphere
Related CAS
313223-04-0 (hydrate)
Safety Information
Hazards
H315:
Causes skin irritation.
H319:
Causes serious eye irritation.
Causes skin irritation.
H319:
Causes serious eye irritation.
Precautionary Statement
P264:
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:
IF ON SKIN:
Wash with plenty of soap and water.
P332+P313:
If skin irritation occurs:
Get medical advice/attention.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
P362+P364:
Take off contaminated clothing. [As modified by IV ATP].
And wash it before reuse. [Added by IV ATP].
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:
IF ON SKIN:
Wash with plenty of soap and water.
P332+P313:
If skin irritation occurs:
Get medical advice/attention.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
P362+P364:
Take off contaminated clothing. [As modified by IV ATP].
And wash it before reuse. [Added by IV ATP].
Computed Properties
XLogP3
2.9
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
11
Exact Mass
614.39647337 g/mol
Monoisotopic Mass
614.39647337 g/mol
Topological Polar Surface Area
155Ų
Heavy Atom Count
42
Formal Charge
0
Complexity
1030
Isotope Atom Count
0
Defined Atom Stereocenter Count
11
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114149988-A | Carbapenemase conserved antigen, antibody and application thereof | 2022-02-10 |
| CN-114057740-A | Spirocyclic pyrimidone derivatives, preparation method, pharmaceutical composition and application thereof | 2021-12-15 |
| CN-114044768-A | Pyrrole BET degrading agent and application thereof | 2021-12-08 |
| CN-114107284-A | Paraffin section metagenome extraction kit and extraction method | 2021-12-03 |
| CN-114081874-A | Application of sea cucumber long-chain alkali and derivatives thereof in preparation of products for inhibiting PI3K | 2021-12-02 |
| CN-114137222-A | Kit for detecting tissue metal protease inhibitor-1 in body fluid sample | 2021-11-22 |
| CN-114075569-A | Method for expressing recombinant neurotrophic factor fusion protein, recombinant neurotrophic factor fusion protein and application thereof | 2021-11-17 |
| CN-114099655-A | Vaccine system for preventing or treating cancer and application thereof | 2021-11-16 |
| CN-114028550-A | Vaccine system for preventing or treating diseases based on one or more bacterial whole cell components and preparation method and application thereof | 2021-11-15 |
| CN-114034791-A | Method for improving identification number of protein andor peptide fragment group mass spectrum by using polystyrene material | 2021-11-09 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22902529 | 2012-10-21 | Fabrication of an octadecylated silica monolith inside a glass microchip for protein enrichment | The Analyst |
| 22931609 | 2012-08-01 | [A novel method for studying nuclear localization signal-mediated nuclear translocation] | Nan fang yi ke da xue xue bao = Journal of Southern Medical University |
| 22824320 | 2012-07-01 | Modulation of the neurotensin solution structure in the presence of ganglioside GM1 bicelle | Biophysical chemistry |
| 22440890 | 2012-04-15 | Overcoming non-specific adsorption issues for AZD9164 in human urine samples: consideration of bioanalytical and metabolite identification procedures | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences |
| 22426713 | 2012-01-01 | High-throughput screening method for lipases/esterases | Methods in molecular biology (Clifton, N.J.) |
| 22808001 | 2012-01-01 | Biochemical and physical characterisation of urinary nanovesicles following CHAPS treatment | PloS one |
| 22034842 | 2011-12-15 | Lipid and membrane mimetic environments modulate spin label side chain configuration in the outer membrane protein A | The journal of physical chemistry. B |
| 21951169 | 2011-12-01 | Identification of Bax-voltage-dependent anion channel 1 complexes in digitonin-solubilized cerebellar granule neurons | Journal of neurochemistry |
| 21298564 | 2011-10-01 | Secondary structure and 1H, 13C, 15N resonance assignments of the Golgi-specific PH domain of FAPP1 | Biomolecular NMR assignments |
| 21667919 | 2011-08-02 | Behavior of the amphiphile CHAPS alone and in combination with the biopolymer inulin in water and isopropanol-water media | Langmuir : the ACS journal of surfaces and colloids |
