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크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C21H39NO6
CAS 번호:
Molecular Weight:
401.54
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
MDL number:
제품 이름
Myriocin from Mycelia sterilia, ≥98% (HPLC), powder
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
assay
≥98% (HPLC)
form
powder
color
off-white
solubility
methanol: 2 mg/mL
storage temp.
2-8°C
Quality Level
관련 카테고리
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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
저장 등급
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
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
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
Maija Ruuth et al.
European heart journal, 39(27), 2562-2573 (2018-07-10)
Low-density lipoprotein (LDL) particles cause atherosclerotic cardiovascular disease (ASCVD) through their retention, modification, and accumulation within the arterial intima. High plasma concentrations of LDL drive this disease, but LDL quality may also contribute. Here, we focused on the intrinsic propensity
Secretion of Tau via an Unconventional Non-vesicular Mechanism
Merezhko M, et al.
Cell Reports, 25(8), 2027-2035 (2018)
Fernando Martínez-Montañés et al.
Journal of lipid research, 57(11), 2040-2050 (2016-11-03)
Long-chain bases (LCBs) are the precursors to ceramide and sphingolipids in eukaryotic cells. They are formed by the action of serine palmitoyl-CoA transferase (SPT), a complex of integral membrane proteins located in the endoplasmic reticulum. SPT activity is negatively regulated
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