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850539P

Avanti

Facade™-EPC

3α-hydroxy-7α,12α-di-(((2-(trimethylamino)ethyl)phosphoryl)ethyloxy)-cholane, powder

Synonym(s):

FA-7

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About This Item

Empirical Formula (Hill Notation):
C38H74N2O11P2
CAS Number:
1429405-99-1
Molecular Weight:
796.95
UNSPSC Code:
12352211
NACRES:
NA.25

assay

>99% (TLC)

form

powder

mol wt

796.95 g/mol

packaging

pkg of 1 × 25 mg (850539P-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 850539P

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]2OCCOP(OCC[N+](C)(C)C)([O-])=O)([H])C[C@H](OCCOP(OCC[N+](C)(C)C)([O-])=O)[C@@]4(C)[C@@]1([H])CC[C@@H]4[C@H](C)CCC

InChI

1S/C38H74N2O11P2/c1-11-12-28(2)31-13-14-32-36-33(27-35(38(31,32)4)47-22-24-51-53(44,45)49-20-18-40(8,9)10)37(3)16-15-30(41)25-29(37)26-34(36)46-21-23-50-52(42,43)48-19-17-39(5,6)7/h28-36,41H,11-27H2,1-10H3/t28-,29+,30-,31-,32+,33+,34-,35+,36+,37+,38-/m1/s

InChI key

RTNFJBQUBTXGHR-HECRFRQFSA-N

Application

Facade™-EPC has been used to produce bicelles for nuclear magnetic resonance (NMR) experiments.[1][2] It may be used in crystallization of cytochrome P450 2B subfamily proteins, CYP2B35 and CYP2B37.[3]

Biochem/physiol Actions

Facade™ EPC/FA-7 (3α-hydroxy-7α,12α-di-(((2-(trimethylamino)ethyl)phosphoryl)ethyloxy)-cholane) having phosphocholine groups helps in preparing smaller micelles than the facial amphiphiles (FAs) with nonionic sugar groups.[4]
Facade™ is a mild rim forming surfactants, used in the synthesis of isotropic bicelles which prevents unfolding of soluble globular domains of large membrane proteins.[2]

Packaging

5 mL Amber Glass Screw Cap Vial (850539P-25mg)

Legal Information

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

Storage Class

11 - Combustible Solids

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Faccade detergents as bicelle rim-forming agents for solution NMR spectroscopy
Mineev KS, et al.
Nanotechnology Reviews, 6(1), 93-103 (2017)
Structure-function analysis of mammalian CYP2B enzymes using 7-substituted coumarin derivatives as probes: utility of crystal structures and molecular modeling in understanding xenobiotic metabolism
Shah MB, et al.
Molecular Pharmacology, 89(4), 435-445 (2016)
Phase Transitions in Small Isotropic Bicelles
Kot EF, et al.
Langmuir, 34(11), 3426-3437 (2018)
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)
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