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Myriocin

Myriocin

Product ID M9634
Cas No. 35891-70-4
Purity ≥99%, TLC
Product Unit SizeCostQuantityStock
1 mg $47.30 In stock
5 mg $89.30 In stock
10 mg $136.50 In stock
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Myriocin is derived from ascomycete Isaria sinclairii. Myriocin is the parent compound of fingolimod, an immunosuppressive sphingosine-1 receptor inhibitor. Myriocin exhibits both immunosuppressive and anticancer activities. This compound inhibits serine palmitoyltransferase, preventing sphingolipid formation. In vitro, myriocin decreases expression of cylin B1, cdc2, and cdc25C and increase expression of p53 and p21, inducing G2/M phase cell cycle arrest and inhibiting growth of melanoma cells. In animal models, myriocin decreases levels of CD4+ lymphocytes and alters the total lymphocyte populations.

Product Info

Cas No.

35891-70-4

Purity

≥99%, TLC

Formula

C21H39NO6

Formula Wt.

401.54

IUPAC Name

(E,2S,3R,4R)-2-amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxoicos-6-enoic acid

Melting Point

175-180C

Solubility

DMSO (25 mg/ml; heat briefly in boiling water bath); soluble in dilute base (50 mM NaOH) to ~5 mg/ml and methanol: 2 mg/mL

Appearance

White to off white powder

Shipping and Storage

Store Temp

4°C

Ship Temp

Ambient

Downloads

MSDS

M9634 MSDS PDF

Info Sheet

M9634 Info Sheet PDF

References

Wadsworth JM, Clarke DJ, McMahon SA, et al. The chemical basis of serine palmitoyltransferase inhibition by myriocin. J Am Chem Soc. 2013 Sep 25;135(38):14276-85. PMID: 23957439.

Lee YS, Choi KM, Choi MH, et al. Serine palmitoyltransferase inhibitor myriocin induces growth inhibition of B16F10 melanoma cells through G(2) /M phase arrest. Cell Prolif. 2011 Aug;44(4):320-9. PMID: 21645154.

Chiba K, Matsuyuki H, Maeda Y, et al. Role of sphingosine 1-phosphate receptor type 1 in lymphocyte egress from secondary lymphoid tissues and thymus. Cell Mol Immunol. 2006 Feb;3(1):11-9. PMID: 16549044.

Johnson VJ, He Q, Osuchowski MF, et al. Disruption of sphingolipid homeostasis by myriocin, a mycotoxin, reduces thymic and splenic T-lymphocyte populations. Toxicology. 2004 Sep 1;201(1-3):67-75. PMID: 15297021.

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