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700077P

Avanti

FF-MAS

Avanti Polar Lipids

Synonym(s):

14-demethyl-14-dehydrolanosterol, 4,4-dimethyl-5α-cholesta-8,14,24-trien-3β-ol; follicular fluid meiosis-activating sterol

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About This Item

Empirical Formula (Hill Notation):
C29H46O
CAS Number:
64284-64-6
Molecular Weight:
410.67
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (700077P-1mg)

manufacturer/tradename

Avanti Polar Lipids

shipped in

dry ice

storage temp.

−70°C

InChI

1S/C29H46O/c1-19(2)9-8-10-20(3)22-12-13-23-21-11-14-25-27(4,5)26(30)16-18-29(25,7)24(21)15-17-28(22,23)6/h9,13,20,22,25-26,30H,8,10-12,14-18H2,1-7H3/t20-,22-,25+,26+,28-,29-/m1/s1

InChI key

LFQXEZVYNCBVDO-PBJLWWPKSA-N

General description

Follicular fluid meiosis-activating sterol (FF-MAS) is an intermediate in the cholesterol biosynthetic pathway present in all cells, and may represent the physiological signal that instructs the oocyte to reinitiate meiosis.

Application

FF-MAS has been used:
  • as a standard in gas chromatography/ mass spectroscopy (GC/MS) for profiling sterols of oligodendrocyte progenitor cells (OPCs)
  • as Dulbecco′s modified eagle medium (DMEM) medium supplement to test its effect on cancer cell viability
  • to evaluate its effect on LXRβ-overexpressing squamous carcinoma SCC61 cells

Biochem/physiol Actions

14-demethyl-14-dehydrolanosterol (FF-MAS) was first identified in follicular fluid of women and plays a key role in oocyte nuclear maturation. The levels of FF-MAS may be regulated by cytochrome P450 family 27 subfamily A member 1. Supplementation of FF-MAS to oocytes promotes meiotic maturation favoring preimplantation. However, FF-MAS has low solubility and is metabolized to cholesterol rapidly.

Packaging

5 mL Amber Glass Screw Cap Vial (700077P-1mg)

Legal Information

Avanti Research 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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Robert J Fakheri et al.
Steroids, 76(3), 211-215 (2010-10-19)
Autoregulation of cholesterol synthesis focuses on the 19 metabolic steps from lanosterol to cholesterol. Although synchronization of their rates of synthesis in all tissues was the paradigm, a known exception occurs in the ovary where a local increase in a
Autoregulation of cholesterol synthesis: Physiologic and pathophysiologic consequences
Fakheri RJ and Javitt NB
Steroids, 76(3), 211-215 (2011)
Two syntheses of FF-MAS
Blume T, et al.
Organic Letters, 5(11), 1837-1839 (2003)
Endogenous sterol metabolites regulate growth of EGFR/KRAS-dependent tumors via LXR
Gabitova L, et al.
Cell Reports, 12(11), 1927-1938 (2015)
A synthetic analogue of meiosis-activating sterol (FF-MAS) is a potent agonist promoting meiotic maturation and preimplantation development of mouse oocytes maturing in vitro
MarinB, et al.
Human Reproduction, 19(10), 2340-2344 (2004)
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