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Documenti fondamentali

D3314

Sigma-Aldrich

D-erythro-Dihydrosphingosine

≥98%

Sinonimo/i:

Sphinganine

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About This Item

Formula empirica (notazione di Hill):
C18H39NO2
Numero CAS:
Peso molecolare:
301.51
Numero MDL:
Codice UNSPSC:
12352211
ID PubChem:
NACRES:
NA.77

Origine biologica

synthetic (organic)

Livello qualitativo

Saggio

≥98%

Stato

solid

Colore

white

Solubilità

DMSO: 25 mg/mL (warm)
ethanol: 25 mg/mL (warm)

Tipo di lipide

sphingolipids

Temperatura di conservazione

−20°C

Stringa SMILE

OC[C@@](N)([H])[C@]([H])(O)CCCCCCCCCCCCCCC

InChI

1S/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3/t17-,18+/m0/s1
OTKJDMGTUTTYMP-ZWKOTPCHSA-N

Applicazioni

D-erythro-Dihydrosphingosine has been used:
  • as a standard lipid in quantification assay
  • in kinetics assay
  • to determine serine palmitoyl transferase activity

Azioni biochim/fisiol

D-erythro-Dihydrosphingosine is a natural stereoisomer. The levels of dihydrosphingosine (DHS) is increased during unfolded protein response (UPR).
Biosynthetic precursor to sphingosine; inhibits protein kinase C.

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)


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Karin Thevissen et al.
Bioorganic & medicinal chemistry letters, 18(13), 3728-3730 (2008-06-06)
The minimal fungicidal concentration (MFC) of dihydrosphingosine (DHS), phytosphingosine (PHS), and five short-chain DHS derivatives was determined for Candida albicans and Candida glabrata. In this respect, a C15- and a C17-homologue of DHS showed a 2- to 10-fold decreased MFC
Birgitte Lindegaard et al.
PloS one, 13(1), e0186755-e0186755 (2018-01-18)
Interleukin (IL)-18 is involved in regulation of lipid and glucose metabolism. Mice lacking whole-body IL-18 signalling are prone to develop weight gain and insulin resistance, a phenotype which is associated with impaired fat oxidation and ectopic skeletal muscle lipid deposition.
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The factors that contribute to the development of ulcerative colitis (UC), are still not fully identified. Disruption of the colon barrier is one of the first events leading to invasion of bacteria and activation of the immune system. The colon
The UPR Activator ATF6 Responds to Proteotoxic and Lipotoxic Stress by Distinct Mechanisms
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Journal of prosthodontics : official journal of the American College of Prosthodontists, 27(8), 755-762 (2016-11-22)
Several complications may arise in patients wearing complete prosthetic appliances, including denture-associated infections and mucosal stomatitis due to Candida species. This study evaluated the activity of anti-Candida agents in denture adhesive and the cytotoxicities of these preparations for primary human

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