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850522P

Avanti

Facade®-EM

3α-hydroxy-7α,12α-di-((O-β-D-maltosyl)-2-hydroxyethoxy)-cholane, powder

Synonym(s):

FA-3; 3α-hydroxy-7α,12α-di-((O-Β-D-maltopyranosyl)ethyloxy)-cholane

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About This Item

Empirical Formula (Hill Notation):
C52H90O25
CAS Number:
1429405-95-7
Molecular Weight:
1115.26
UNSPSC Code:
12161902
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

mol wt

1115.26 g/mol

packaging

pkg of 1 × 1 g (850522P-1g)
pkg of 1 × 200 mg (850522P-200mg)
pkg of 1 × 25 mg (850522P-25mg)

manufacturer/tradename

Avanti Polar Lipids 850522P

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@]12[C@]([C@](CC[C@@H](O)C3)(C)[C@]3([H])C[C@H]2OCCO[C@@H]4[C@@H](O)[C@H](O)[C@@H](O[C@H]5[C@@H](O)[C@H](O)[C@@H](O)[C@H](CO)O5)[C@H](CO)O4)([H])C[C@H](OCCO[C@H]6[C@H](O)[C@@H](O)[C@H](O[C@@H]7[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O7)[C@@H](CO)O6)[C@@]

General description

Facade-EM is a two-dimensional amphiphile with hydrophobic and hydrophilic faces that has superior ability to stabilize integral membrane proteins. This new class of detergents represents a departure from traditional one-dimensional polar-head/nonpolar-tail molecules.

Application

Facade®EM (3α-hydroxy-7α,12α-di-((O-β-D-maltosyl)-2-hydroxyethoxy)-cholane) may be used:
  • as a facial amphiphile detergent to purify protoxin-II (ProTx2)-voltage-sensor domain II (VSD2)-voltage-gated sodium (NavAb) channel
  • as an additive in fluorescence quenching experiments of pentaene-SM 18
  • to form isotropic bicelles with p75 for nuclear magnetic resonance (NMR) studies

Biochem/physiol Actions

Facades can be used for the crystallization of membrane proteins since they are considered as optimized membrane mimetics.

Packaging

20 mL Clear Glass Screw Cap Vial (850522P-1g)
20 mL Clear Glass Screw Cap Vial (850522P-200mg)
5 mL Amber Glass Screw Cap Vial (850522P-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC
Facade is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

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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Faccade detergents as bicelle rim-forming agents for solution NMR spectroscopy
Mineev KS, et al.
Nanotech. in Catalysis, 6(1), 93-103 null
Andreas Max Ernst et al.
Biochimica et biophysica acta, 1818(11), 2616-2622 (2012-06-16)
In membranes liquid disordered (l(d)) and liquid ordered (l(o)) domains can exist that differ in fluidity and function. L(o) areas are predominantly composed of cholesterol and sphingomyelin (SM). Study of the formation of such domains is hampered by a lack
Sung Chang Lee et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(13), E1203-E1211 (2013-03-13)
Amphiphile selection is a critical step for structural studies of membrane proteins (MPs). We have developed a family of steroid-based facial amphiphiles (FAs) that are structurally distinct from conventional detergents and previously developed FAs. The unique FAs stabilize MPs and
Designing facial amphiphiles for the stabilization of integral membrane proteins.
Qinghai Zhang et al.
Angewandte Chemie (International ed. in English), 46(37), 7023-7025 (2007-08-11)
Hoangdung Ho et al.
Nature, 557(7704), 196-201 (2018-05-04)
The movement of core-lipopolysaccharide across the inner membrane of Gram-negative bacteria is catalysed by an essential ATP-binding cassette transporter, MsbA. Recent structures of MsbA and related transporters have provided insights into the molecular basis of active lipid transport; however, structural
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