S7049
D-Sphingosine
synthetic
동의어(들):
(2S,3R,4E)-2-Amino-4-octadecene-1,3-diol, 4-Sphingenine, trans-D-erythro-2-Amino-4-octadecene-1,3-diol
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크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C18H37NO2
CAS 번호:
Molecular Weight:
299.49
UNSPSC Code:
12352211
NACRES:
NA.77
PubChem Substance ID:
EC Number:
204-651-3
Beilstein/REAXYS Number:
1727294
MDL number:
InChI
1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h14-15,17-18,20-21H,2-13,16,19H2,1H3/b15-14+/t17-,18+/m0/s1
InChI key
WWUZIQQURGPMPG-KRWOKUGFSA-N
SMILES string
OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCC
biological source
synthetic
assay
≥98% (TLC)
form
powder
mp
74.2-78.1 °C
solubility
chloroform: complete 20 mg/mL, clear, colorless
lipid type
sphingolipids
storage temp.
−20°C
Quality Level
Gene Information
rat ... Prkca(24680)
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Application
The effects of D-Sphingosine, synthetic, on germination activity was studied in the fungus Nomuraea rileyi.8
Biochem/physiol Actions
A constituent of cell membranes. Precursor of ceramide. Selective inhibitor of protein kinase C, but does not inhibit protein kinase A or myosin light chain kinase. Inhibitor of calmodulin-dependent enzymes.
Natural isomer of sphingosine
hcodes
pcodes
Hazard Classifications
Aquatic Chronic 4
저장 등급
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Susan M Hancock et al.
Nature chemical biology, 5(7), 508-514 (2009-06-16)
Though glycosphingolipids have great potential as therapeutics for cancer, HIV, neurodegenerative diseases and auto-immune diseases, both extensive study of their biological roles and development as pharmaceuticals are limited by difficulties in their synthesis, especially on large scales. Here we addressed
S S Reddy et al.
The Journal of clinical investigation, 84(5), 1569-1576 (1989-11-01)
Leprechaunism is a rare genetic disorder characterized by severe growth retardation and insulin resistance. Maximal epidermal growth factor (EGF) binding was reduced in fibroblasts from three unrelated patients with leprechaunism (Ark-1, Can-1, and Minn-1) compared with control (0.8-2.2%/mg protein vs.
Meret E Ricklin et al.
Neurology, 81(2), 174-181 (2013-05-24)
To study the immune response against varicella-zoster virus (VZV) in patients with multiple sclerosis before and during fingolimod therapy. The VZV-specific immune response was studied using interferon (IFN)-γ enzyme-linked immunosorbent spot assay, proliferation assays, and upregulation of T-cell activation markers
Tim Ting Chiu et al.
The Journal of biological chemistry, 288(24), 17520-17531 (2013-05-04)
Insulin activates a cascade of signaling molecules, including Rac-1, Akt, and AS160, to promote the net gain of glucose transporter 4 (GLUT4) at the plasma membrane of muscle cells. Interestingly, constitutively active Rac-1 expression results in a hormone-independent increase in
Jeroen Tibboel et al.
Chest, 145(1), 120-128 (2014-01-08)
Sphingolipids comprise a class of bioactive lipids that are involved in a variety of pathophysiologic processes, including cell death and survival. Ceramide and sphingosine-1-phosphate (S1P) form the center of sphingolipid metabolism and determine proapoptotic and antiapoptotic balance. Findings in animal
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