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M1177

Myriocin

from Mycelia sterilia, ≥98% (HPLC), powder, immunosuppressant

Sinonimo/i:

(2S,3R,4R,6E)-2-Amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxo-6-eicosenoic acid, ISP-I, Thermozymocidin

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Cambia visualizzazione
Taglio della confezioneSKUDisponibilitàPrezzo
5 mg
Per conoscere la disponibilità, visualizza il carrello
CHF 148.00
25 mg
Per conoscere la disponibilità, visualizza il carrello
CHF 322.00

Informazioni su questo articolo

Formula empirica (notazione di Hill):
C21H39NO6
Numero CAS:
Peso molecolare:
401.54
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:

CHF 148.00


Per conoscere la disponibilità, visualizza il carrello

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Nome del prodotto

Myriocin from Mycelia sterilia, ≥98% (HPLC), powder

Quality Level

assay

≥98% (HPLC)

form

powder

color

off-white

solubility

methanol: 2 mg/mL

storage temp.

2-8°C

SMILES string

CCCCCCC(=O)CCCCCC\C=C\C[C@@H](O)[C@H](O)[C@@](N)(CO)C(O)=O

InChI

1S/C21H39NO6/c1-2-3-4-10-13-17(24)14-11-8-6-5-7-9-12-15-18(25)19(26)21(22,16-23)20(27)28/h9,12,18-19,23,25-26H,2-8,10-11,13-16,22H2,1H3,(H,27,28)/b12-9+/t18-,19+,21+/m1/s1

InChI key

ZZIKIHCNFWXKDY-GNTQXERDSA-N

Application

Myriocin from Mycelia sterilia has been used as an inhibitor of sphingolipid or ceramide biosynthesis in various studies.

Biochem/physiol Actions

Myriocin from Mycelia sterilia is a fungal metabolite with potent immunosuppressant activity. It inhibits serine palmitoyltransferase at picomolar concentrations blocking synthesis of ceramide, a precursor of sphingomyelin and glycosphingolipids. It disrupts substratum adhesion of melanoma cells. It has been suggested that its immunosuppressant activity in the cytotoxic T-cell line CTTL-2 is due to apoptosis induction.

Preparation Note

The material is readily and completely dissolved in 2 mg/ml methanol after heating at 55°C for several minutes.

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Questo articolo
476300SML1945C1017
IMB-808 ≥98% (HPLC)

Sigma-Aldrich

SML1945

IMB-808

Citrinin from Penicillium citrinum, ≥98% (HPLC)

Sigma-Aldrich

C1017

Citrinin

assay

≥98% (HPLC)

assay

≥95% (TLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

form

solid

form

powder

form

powder

Quality Level

200

Quality Level

100

Quality Level

-

Quality Level

200

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

methanol: 2 mg/mL

solubility

DMSO: 25 mg/mL

solubility

DMSO: 2 mg/mL, clear

solubility

-

color

off-white

color

white

color

white to beige

color

-


pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves



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John R Ussher et al.
PloS one, 7(5), e37703-e37703 (2012-05-26)
Diet-induced obesity (DIO) leads to an accumulation of intra-myocardial lipid metabolites implicated in causing cardiac insulin resistance and contractile dysfunction. One such metabolite is ceramide, and our aim was to determine the effects of inhibiting de novo ceramide synthesis on
Cigarette smoke increases cardiomyocyte ceramide accumulation and inhibits mitochondrial respiration
Tippetts TS, et al.
BMC Cardiovascular Disorders, 14(1), 165-165 (2014)
Quan-Jiang Zhang et al.
Diabetes, 61(7), 1848-1859 (2012-05-16)
Vascular dysfunction that accompanies obesity and insulin resistance may be mediated by lipid metabolites. We sought to determine if vascular ceramide leads to arterial dysfunction and to elucidate the underlying mechanisms. Pharmacological inhibition of de novo ceramide synthesis, using the



Numero articolo commerciale globale

SKUGTIN
M1177-5MG04061834037989
M1177-25MG04061833272732

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