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A1346

Sigma-Aldrich

ASB-14

Synonym(s):

3-[N,N-Dimethyl(3-myristoylaminopropyl)ammonio]propanesulfonate, Amidosulfobetaine-14

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About This Item

Empirical Formula (Hill Notation):
C22H46N2O4S
CAS Number:
216667-08-2
Molecular Weight:
434.68
MDL number:
MFCD03456122
UNSPSC Code:
12161902
NACRES:
NA.28

description

zwitterionic

Quality Level

200

Assay

≥95.0% (HPLC)

form

powder

mol wt

average mol wt >10,000

aggregation number

≥23

storage temp.

2-8°C

InChI

1S/C22H46N2O4S/c1-4-5-6-7-8-9-10-11-12-13-14-17-22(25)23-18-15-19-24(2,3)20-16-21-29(26,27)28/h4-21H2,1-3H3,(H-,23,25,26,27,28)

InChI key

UTSXERRKRAEDOV-UHFFFAOYSA-N

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General description

ASB-14 comprises alkyl tails and amidosulfobetaine headgroup.

Application

ASB-14 has been used as a component of rehydration buffer for proteomic sample preparation from Leishmania donovani.
Zwitterionic detergent. Useful for solubilization of proteins, including membrane proteins, for 2D electrophoresis.

Biochem/physiol Actions

ASB-14 is useful in proteasome extraction especially for the membrane associated proteins. Along with CHAPS (3-(3-cholamidopropyl)dimethylammonio)-1-propanesulfonate), it is employed in protein solubilization even in the presence of thiourea.

Analysis Note

ASB-14 (amidosulfobetaine-14), a membrane solubilizing zwitterionic detergent (medium chain amidosulfobetaine surfactant), may be used in protein and macromolecule research for the preparative extraction and solubilization of proteins for separation and analysis by methods such as 2D-electrophoresis. ASB-14 may be used in tissue engineering for antigen removal (AR) for xenogeneic scaffold generation. ASB-14 may be used to develop and study zwitterionic micelles.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Francisella t ularensis Proteome: Low Levels of ASB-14 Facilitate the Visualization of Membrane Proteins in Total Protein Extracts
Twine SM, et al.
Journal of Proteome Research, 4(5), 1848-1854 (2005)
Nityakalyani Srinivas et al.
Science (New York, N.Y.), 327(5968), 1010-1013 (2010-02-20)
Antibiotics with new mechanisms of action are urgently required to combat the growing health threat posed by resistant pathogenic microorganisms. We synthesized a family of peptidomimetic antibiotics based on the antimicrobial peptide protegrin I. Several rounds of optimization gave a
M P Molloy et al.
Electrophoresis, 22(9), 1686-1696 (2001-06-27)
Many bacterial outer membrane proteins (OMPs) are missing from two-dimensional (2-D) gel proteome maps. Recently, we developed a technique for 2-D electrophoresis (2-DE) of Escherichia coli OMPs using alkaline pH incubation for isolation of OMPs, followed by improved solubilization conditions
Thermodynamic and structural characterization of zwitterionic micelles of the membrane protein solubilizing amidosulfobetaine surfactants ASB-14 and ASB-16
D Andrea MG, et al.
Langmuir, 27(13), 8248-8256 (2011)
Manabu Minami et al.
The Journal of biological chemistry, 283(15), 9692-9703 (2008-02-14)
Macrophage activation participates pivotally in the pathophysiology of chronic inflammatory diseases, including atherosclerosis. Through the receptor EP4, prostaglandin E(2) (PGE(2)) exerts an anti-inflammatory action in macrophages, suppressing stimulus-induced expression of certain proinflammatory genes, including chemokines. We recently identified a novel
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