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H6883

Sigma-Aldrich

3-(N,N-Dimethylpalmitylammonio)propanesulfonate

≥98% (TLC)

Synonym(s):

3-(N,N-Dimethylhexadecylammonio)propanesulfonate, 3-(Hexadecyldimethylammonio)propanesulfonate, 3-(Palmityldimethylammonio)propanesulfonate, Palmityl sulfobetaine, SB3-16

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About This Item

Linear Formula:
CH3(CH2)15N+(CH3)2CH2CH2CH2SO3-
CAS Number:
2281-11-0
Molecular Weight:
391.65
Beilstein:
4149854
EC Number:
218-918-7
MDL number:
MFCD00036911
UNSPSC Code:
12161900
PubChem Substance ID:
24895773
NACRES:
NA.25

description

zwitterionic

Quality Level

200

Assay

≥98% (TLC)

mol wt

micellar avg mol wt 60,700

aggregation number

155

technique(s)

electrophoresis: suitable
mass spectrometry (MS): suitable
thin layer chromatography (TLC): suitable

conductivity

≤10 μmho per cm at 24 °C (0.05 M aqueous solution)

CMC

0.01-0.06 mM (20-25°C)

application(s)

cell analysis

SMILES string

CCCCCCCCCCCCCCCC[N+](C)(C)CCCS([O-])(=O)=O

InChI

1S/C21H45NO3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-22(2,3)20-18-21-26(23,24)25/h4-21H2,1-3H3

InChI key

TUBRCQBRKJXJEA-UHFFFAOYSA-N

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General description

3-(N,N-Dimethylpalmitylammonio)propanesulfonate is a zwitterionic detergent.

Application

3-(N,N-Dimethylpalmitylammonio)propanesulfonate has been used in a study to assess the characterization of rat dihydroceramide desaturase. It has also been used in a study to investigate the inhibition of mitochondrial carnitine–acylcarnitine translocase by sulfobetaines. It is also used for extraction of proteins for analysis by chromatography, mass spectroscopy, and electrophoretic methods.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R J Barry et al.
The Journal of biological chemistry, 264(16), 9231-9238 (1989-06-05)
Studies reported previously from this laboratory have demonstrated that membranes from the pigment epithelium of the vertebrate eye can transform free all-trans-retinol to 11-cis-retinol as well as 11-cis- and all trans-retinyl esters (Bernstein, P. S., Law, W. C., and Rando
R Parvin et al.
Canadian journal of biochemistry, 58(10), 822-830 (1980-10-01)
Sulfobetaines (N-alkyl-N,N-dimethyl-3-ammonio-1-propanesulfonates) have been identified as relatively specific and selective inhibitors of mitochondrial carnitine-acylcarnitine translocase. Thus, sublytic concentrations of sulfobetaines (alkyl = octyl to tetradecyl) inhibit the respiration of rat heart mitochondria supported by added acylcarnitines or pyruvate plus malonate
H Erdjument-Bromage et al.
Journal of chromatography. A, 826(2), 167-181 (1999-01-01)
Mass spectrometry occupies a central position in most current protein identification schemes. So-called 'mass fingerprinting' techniques rely on composite mass patterns of proteolytic fragments, or dissociation products thereof, to query databases. Keys to successful analysis of ever smaller amounts are
Xuecong Pan et al.
Langmuir : the ACS journal of surfaces and colloids, 34(18), 5273-5278 (2018-04-20)
Cooperative effects of a series of equimolar binary zwitterionic-ionic surfactant mixtures on the interfacial water structure at the air-water interfaces have been studied by sum frequency generation vibrational spectroscopy (SFG-VS). For zwitterionic surfactant palmityl sulfobetaine (SNC16), anionic surfactant sodium hexadecyl
C Causeret et al.
Lipids, 35(10), 1117-1125 (2000-12-05)
The introduction of the double bond in the sphingoid backbone of sphingolipids occurs at the level of dihydroceramide via an NADPH-dependent desaturase, as discovered in permeabilized rat hepatocytes. In the rat, the enzyme activity, which has now been further characterized
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