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Merck

H6883

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
UNSPSC Code:
12161900
NACRES:
NA.25
PubChem Substance ID:
24895773
EC Number:
218-918-7
Beilstein/REAXYS Number:
4149854
MDL number:
MFCD00036911

Key Documents

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Product Name

3-(N,N-Dimethylpalmitylammonio)propanesulfonate, ≥98% (TLC)

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

SMILES string

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

description

zwitterionic

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

Quality Level

200

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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.

General description

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000516123
0000516123
0000514913
0000514913
0000506043

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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
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
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
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
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
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