MYRIOCIN Struktur

MYRIOCIN

Bezeichnung:MYRIOCIN

CAS-Nr35891-70-4

Englisch Name:MYRIOCIN

CBNumberCB0207522

SummenformelC21H39NO6

Molgewicht401.54

MOL-Datei35891-70-4.mol

MYRIOCIN physikalisch-chemischer Eigenschaften

Schmelzpunkt	170-172℃
Siedepunkt	636.7±55.0 °C(Predicted)
Dichte	1.123±0.06 g/cm3(Predicted)
storage temp.	2-8°C
Löslichkeit	methanol: 2 mg/mL
Aggregatzustand	powder
pka	1.79±0.50(Predicted)
Farbe	off-white
Stabilität	Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 4 months.
InChIKey	ZZIKIHCNFWXKDY-XFXZXTDPSA-N
CAS Datenbank	35891-70-4

Sicherheit

Kennzeichnung gefährlicher	Xi,Xn
R-Sätze:	22
S-Sätze:	24/25
RIDADR	UN 2811 6.1/PG 3
WGK Germany	3
RTECS-Nr.	JX3890000
HS Code	29225090

Gefahreninformationscode (GHS)

MYRIOCIN Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
Beschreibung
Myriocin is an amino fatty acid antibiotic derived from certain thermophylic fungi, in this case Mycelia sterilia. It is a potent immunosuppressant having 10- to 100-fold more activity than cyclosporin A. Myriocin is a potent inhibitor of serine palmitoyltransferase (K_i = 0.28 nM), the enzyme that catalyzes the first step of sphingolipid biosynthesis. It disrupts substratum adhesion of melanoma cells. It also suppresses cell proliferation in the murine cytotoxic T cell line CTLL-2 (IC₅₀ = 15 nM) via apoptosis. Myriocin suppresses replication of the hepatitis C virus in a murine model.
Chemische Eigenschaften
White powder
Verwenden
Myriocin is a atypical amino acid and an antibiotic with potent immunosuppressant activity. Studies suggest that the immunosuppressant activity in the cytotoxic T-cell line CTTL-2 is due to apoptosis induction. Myriocin very potent inhibitor of serine palmitoyltransferase and thus blocks the synthesis ceramide, a precursor in sphingomyelin and glycosphingolipid biosynthesis. As a result Myriocin i s a useful biochemical research tool for depleting cells of sphingolipids.
Verwenden
Myriocin is an α-amino fatty acid derived from several genera of fungi, notably Myriococcum, Melanconis and Isaria. Myriocin potently inhibits sphingosine biosynthesis by blocking the first enzyme in the pathway, serine palmitoyltransferase. Myriocin induces apoptosis by depleting cellular sphingolipids, inhibits proliferation of IL-2-dependent mouse cytotoxic cells and is a potent immunosuppressant.
Verwenden
Myriocin is an amino fatty acid antibiotic derived from certain thermophylic fungi, in this case Mycelia sterilia. It is a potent immunosuppressant having 10- to 100-fold more activity than cyclosporin A. Myriocin is a potent inhibitor of serine palmitoyltransferase (Ki = 0.28 nM), the enzyme that catalyzes the first step of sphingolipid biosynthesis. It disrupts substratum adhesion of melanoma cells. It also suppresses cell proliferation in the murine cytotoxic T cell line CTLL-2 (IC50 = 15 nM) via apoptosis. Myriocin suppresses replication of the hepatitis C virus in a murine model.[Cayman Chemical]
Definition
ChEBI: An amino acid-based antibiotic derived from certain thermophilic fungi; acts as a potent inhibitor of serine palmitoyltransferase, the first step in sphingosine biosynthesis. Myriocin also possesses immunosuppressant activity.
Allgemeine Beschreibung
A potent immunosuppressant. Displays 10- to 100-fold more potent immunosuppressant activity than cyclosporin A. Potently inhibits serine palmitoyltransferase (SPT; K_i = 280 pM) thereby blocking the synthesis of ceramide. Disrupts substratum adhesion of melanoma cells. Inhibits cell proliferation and induces apoptosis in IL-2 dependent murine cytotoxic T lymphocyte cell line CTLL-2.
Biochem/physiol Actions
Product does not compete with ATP.
Einzelnachweise
1) Fujita et al.(1994) Fungal metabolites. Part 11. A potent immunosuppressive activity found in Isaria sinclairii metabolite; J. Antibiot. 47 208 2) Miyake et al. (1995) Serine palmitoyltransferase is the primary target of a sphingosine-like immunosuppressant ISP-1/myriocin; Biochem. Biophys. Res. Commun. 211 396 3) Lee et al. (2012) Myriocin, a serine palmitoyltransferase inhibitor, suppresses tumor growth in a murine melanoma model by inhibiting de novo sphingolipid synthesis; Cancer Biol Ther. 13 92

MYRIOCIN Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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