ChemicalBook--->CAS DataBase List--->75621-03-3

75621-03-3

75621-03-3 Structure

75621-03-3 Structure
IdentificationBack Directory
[Name]

3-((3-Cholamidopropyl)dimethylammonium)-1-propanesulfonate
[CAS]

75621-03-3
[Synonyms]

CHAPS
TREND
CHAPS, 98+%
CHAPS, >=99%
CHAPS buffer
TSA PETRI 9CM
CHAPS Solution
CHAPS extrapure
CHAPS-SOL GRADE
CHAPS,HighPurity
SMMP MEDIUM CONC.
3-((3-Cholamidopropy
CHAPS 100 mM solution
MEDIABAG ST FOR 3375 ML BPW
MEDIABAG ST FOR 4000 ML BPW
CHAPS ELECTROPHORESIS REAGENT
3-(3-(cholamidopropyl)dimethyl
CHAPS, Molecular Biology Grade
Cholane, 1-propanaminium deriv.
CHAPS,CRYSTALLINEPOWDER,ULTRAPURE
CHAPS Vetec(TM) reagent grade, 96%
MEDIABAG ST FOR 450ML BPW 10 X10 ST
BRADFORD REAGENT BIOTECHNOLOGY GRADE
Cholamidopropyl)dimethylammonio]-1-propanesulfonate
3-((3-CHOLAMIDOPROPYL)DIMETHYLAMMONIO)PROPANESULFONATE
3-cholamidopropyl)dimethyl-ammonio]-1-propanesulfonate)
3-[(3-CHOLAMIDOPROPYL)DIMETHYLAMMONIO]-1-PROPANESULFONATE
3-[(3-Cholanidopropyl)dimethylammonio]-1-propanesulfonate
3-[(3-cholamidopropyl)dimethylammonio]propane-1-sulfonate
3-((3-cholamidopropyl)dimethylammonium)-1-propanesulfonate
3-[(3-Chloromidopropyl)dimethylammonio]-1-propanesulfonate
3-[(3-Cholamidopropyl)dimethylammonio]propanesulfonic acid
3-[(3-CHOLAMIDOPROPYL)DIMETHYLAMMONIO]-1-PROPANE SULPHONATE
3-[(3-CHOLAMIDOPROPYL)DIMETHYLAMMONIO]PROPANESULFONAT(CHAPS)
3-[(3-cholaMidopropyl)diMethylaMMonio]propanesulfonate(CHAPS)
Chaps3-[3-(Cholamidopropyl)Dimethylamonio]-1-Propanesulfonate
CHAPS (3-((3-CHOLAMIDOPROPYL)DIMETHYLAMMONIO)PROPANESULFONATE)
CHAPS 3-[(3-Cholamidopropyl)dimethylammonio]-1-propanesulfonate
3-[(3-Cholamidopropyl)dimethylammonio]-1-propane sulfonate ,98%
3-(3-CHOLAMIDOPROPYL)DIMETHYL-AMMONIO-1-PROPANESULFONATE RESEARCH
3-((3-Cholamidopropyl)dimethylammonium)-1-propanesulfonate (CHAPS)
3-[(3-CHOLAMIDOPROPYL)DIMETHYLAMMONIO]-1-PROPANE SULPHONATE (ULTRAPURE)
3-[(3-Cholamidopropyl)dimethylammonio]-1-propanesulphonate (Ultrapure) >99.0%
N-[3-(3-Sulfonatopropyldimethylaminio)propyl]-3α,7α,12α-trihydroxy-5β-cholan-24-amide
N,N-Dimethyl-N-(3-sulfonatopropyl)-3-[(3α,7α,12α-trihydroxy-24-oxo-5β-cholan-24-yl)amino]propylaminium
N,N-Dimethyl-N-(3-sulfonatopropyl)-3-[[3α,7α,12α-trihydroxy-24-oxo-5β-cholan-24-yl]amino]-1-propaneaminium
N,N-Dimethyl-N-(3-sulfopropyl)-3-[[(3a,5,7a,12a)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino]-1-propanaminium Inner Salt
N,N-DiMethyl-N-(3-sulfopropyl)-3-[[(3α,5β,7α,12α)-3,7,12-trihydroxy- 24-oxocholan-24-yl]aMino]-1-propanaMiniuM Inner Salt
1-Propanaminium, N,N-dimethyl-N-(3-sulfopropyl)-3-[[(3a,5b,7a,12a)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino]-, inner salt
1-Propanaminium, N,N-dimethyl-N-(3-sulfopropyl)-3-(3.alpha.,5.beta.,7.alpha.,12.alpha.)-3,7,12-trihydroxy-24-oxocholan-24-ylamino-, inner salt
3-((3-((4R)-4-((10S,13R,17R)-10,13-DiMethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanaMido)propyl)diMethylaMMonio)propane-1-sulfonate
3-(Dimethyl(3-((4R)-4-((3R,5S,7R,10S,12S,13R,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamido)propyl)ammonio)propane-1-sulfonate
[EINECS(EC#)]

2017-001-1
[Molecular Formula]

C32H58N2O7S
[MDL Number]

MFCD00012116
[MOL File]

75621-03-3.mol
[Molecular Weight]

614.88
Chemical PropertiesBack Directory
[Appearance]

White crystalline powder
[Melting point ]

156-158°C (dec.)
[density ]

1.01 g/mL at 20 °C
[refractive index ]

1.6900 (estimate)
[storage temp. ]

2-8°C
[solubility ]

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

Crystalline Powder
[color ]

White
[Odor]

Odorless
[PH]

6 (100g/L in H2O)
[PH Range]

6
[Water Solubility ]

Soluble in water (10 mg/ml). Soluble in DMF and hot methanol.
[Sensitive ]

Hygroscopic
[Merck ]

2044
[Stability:]

Moisture Sensitive: Hydroscopic
[InChIKey]

UMCMPZBLKLEWAF-RFCNGIAKSA-N
[SMILES]

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
[Absorption]

<0.06% at 278nm in water at 1% (w/v) (Ease of removal*: ++
Note:
* Arbitrary scale ranges from ++ to -)
Hazard InformationBack Directory
[Chemical Properties]

White crystalline powder
[Uses]

A non-denaturing zwitterionic detergent for membrane biochemistry
[Biological Activity]

CHAPS is a zwitterionic nondenaturing detergent for solubilizing membrane proteins.
[Application]

CHAPS is often used as a detergent in the solubilization and purification of membrane proteins for several advantageous reasons. CHAPS detergent is non-denaturing to membrane proteins, can solubilize proteins, disaggregate protein-protein interactions. CHAPS is also useful in ion exchange chromatography and isoelectric focusing as it is zwitterionic and does not exhibit a net charge between pH 2 to 12. It is suitable for isolation of membrane proteins with the following features such as sufficient protein solubilization capability, no denaturing or inactivation of proteins, no interference with protein activities, no precipitation at 4°C, appropriate critical micelle concentrations (CMC) and micelle size, no absorption in the UV region, no toxicity and availability of detergent detection methods.
[Definition]

ChEBI: 3-[(3-cholamidopropyl)dimethylammonio]propane-1-sulfonate is a 1,1-diunsubstituted alkanesulfonate. It is functionally related to a cholic acid.
[General Description]

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

CHAPS is synthesized from N-(3-dimethylaminopropyl)cholamide and 1,3-propane sultone[1].
[storage]

Room temperature
[Purification Methods]

Triturate this zwitterionic detergent (~50g) with MeOH (200ml), then triturate it with Me2CO (500mL), collect it by vacuum filtration and dry it thoroughly at ~20o. Recrystallise it at 0o from absolute MeOH followed by drying in vacuo to constant weight. It should give one spot with RF 0.32 by TLC on silica gel G in 95% MeOH/5% NH4OH and visualized with iodine vapour; the tertiary amine precursor has RF 0.40. It has low UV absorption (1% in H2O: A280nm is 0.029 and A260nm is 0.035), and the CMC (critical micellar concentration) is 8mM. It is soluble in H2O, MeOH, Me2SO but insoluble in Me2CO, MeCN, hexane, toluene and xylene. [Hjelmeland et al. Anal Biochem 130 72 1983, Matuo et al. Methods Enzymol 198 155 1991.] CHAPSO (3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonate betaine) [82473-24-3] M 630.89, m 184-196o, [ ] D +19o (c 2, H2O), pKEst (1) ~<2 (acidic), pKEst(2) ~9 (basic). Dissolve this zwitterionic detergent (~ 60g) in 40% aqueous MeOH and stir it with the mixed-bed ion-exchange resin RG-501 x 8 (100g, Bio-Rad) until the pH of the supernatant is ~ 7. Filter off the resin and evaporate the filtrate to dryness under reduced pressure. Check for homogeneity by TLC on silica gel G in 95% MeOH/5% NH4OH and visualize the spot with iodine vapour (see CHAPS above). [Hjelmeland et al. Anal Biochem 130 72 1983, Matuo et al. Methods Enzymol 198 155 1991.]
[References]

[1] Hjelmeland, L. M. (1980). A nondenaturing zwitterionic detergent for membrane biochemistry: design and synthesis. Proceedings of the National Academy of Sciences, 77(11), 6368–6370. https://doi.org/10.1073/pnas.77.11.6368
Safety DataBack Directory
[Symbol(GHS) ]

Health Hazard (GHS08)
GHS08
[Signal word ]

Danger
[Hazard statements ]

H360D
[Precautionary statements ]

P201-P202-P280-P308+P313-P405-P501
[Hazard Codes ]

Xi,T
[Risk Statements ]

36/37/38-61
[Safety Statements ]

26-36-45-53
[WGK Germany ]

3
[F ]

3-10
[HS Code ]

29239000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

3-((3-Cholamidopropyl)dimethylammonium)-1-propanesulfonate(75621-03-3).msds
Spectrum DetailBack Directory
[Spectrum Detail]

CHAPS(75621-03-3)1HNMR
CHAPS(75621-03-3)IR1
CHAPS(75621-03-3)IR2
CHAPS(75621-03-3)Raman
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