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MilliporeSigma

D3314

Sigma-Aldrich

D-erythro-Dihydrosphingosine

≥98%

Sinónimos:

Sphinganine

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About This Item

Fórmula empírica (notación de Hill):
C18H39NO2
Número de CAS:
Peso molecular:
301.51
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

assay

≥98%

form

solid

color

white

solubility

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

lipid type

sphingolipids

storage temp.

−20°C

SMILES string

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

InChI key

OTKJDMGTUTTYMP-ZWKOTPCHSA-N

Application

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

Biochem/physiol Actions

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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