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Merck
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S7049

Sigma-Aldrich

D-Sphingosine

synthetic

Sinonimo/i:

(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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About This Item

Formula empirica (notazione di Hill):
C18H37NO2
Numero CAS:
123-78-4
Peso molecolare:
299.49
Beilstein:
1727294
Numero CE:
204-651-3
Numero MDL:
MFCD00036751
Codice UNSPSC:
12352211
ID PubChem:
24899729
NACRES:
NA.77

Origine biologica

synthetic

Saggio

≥98% (TLC)

Forma fisica

powder

Punto di fusione

74.2-78.1 °C

Solubilità

chloroform: complete 20 mg/mL, clear, colorless

Tipo di lipide

sphingolipids

Temperatura di conservazione

−20°C

Stringa SMILE

OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCCC

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
WWUZIQQURGPMPG-KRWOKUGFSA-N

Informazioni sul gene

rat ... Prkca(24680)

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Applicazioni

The effects of D-Sphingosine, synthetic, on germination activity was studied in the fungus Nomuraea rileyi.8

Azioni biochim/fisiol

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

Indicazioni di pericolo

H413

Consigli di prudenza

P273 - P501

Classi di pericolo

Aquatic Chronic 4

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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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.
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
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