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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
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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

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

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
0000551010
0000541802
0000541801
0000541969
0000505425

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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
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
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