ChemicalBook > CAS DataBase List > D-erythro-C18-Dihydro-D-sphingosine

D-erythro-C18-Dihydro-D-sphingosine

Product Name
D-erythro-C18-Dihydro-D-sphingosine
CAS No.
764-22-7
Chemical Name
D-erythro-C18-Dihydro-D-sphingosine
Synonyms
(2S,3R)-;SPC-102860;SPHINGANINE;Sphinganine (d18:0);D-erythro-sphinganine;Dihydro-D-erythro-Sphingosine;D-ERYTHRO-DIHYDRO-D-SPHINGOSINE;(2S,3R)-2-aminooctadecane-1,3-diol;D-erythro-C18-Dihydro-D-sphingosine;(2S,3R)-2-azanyloctadecane-1,3-diol
CBNumber
CB42130435
Molecular Formula
C18H39NO2
Formula Weight
301.51
MOL File
764-22-7.mol
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D-erythro-C18-Dihydro-D-sphingosine Property

Melting point:
70-72°C
Boiling point:
446.2±25.0 °C(Predicted)
Density 
0.927±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMSO: soluble25mg/mL (warm)
pka
12.57±0.45(Predicted)
form 
White to off-white solid.
color 
white
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D3314
Product name
D-erythro-Dihydrosphingosine
Purity
≥98%
Packaging
10mg
Price
$117
Updated
2024/03/01
Sigma-Aldrich
Product number
D3314
Product name
D-erythro-Dihydrosphingosine
Purity
≥98%
Packaging
50mg
Price
$527
Updated
2024/03/01
Cayman Chemical
Product number
10007945
Product name
Sphinganine (d18:0)
Purity
≥98%
Packaging
5mg
Price
$36
Updated
2024/03/01
Cayman Chemical
Product number
10007945
Product name
Sphinganine (d18:0)
Purity
≥98%
Packaging
10mg
Price
$66
Updated
2024/03/01
Cayman Chemical
Product number
10007945
Product name
Sphinganine (d18:0)
Purity
≥98%
Packaging
25mg
Price
$155
Updated
2024/03/01
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D-erythro-C18-Dihydro-D-sphingosine Chemical Properties,Usage,Production

Description

Dihydrosphingosine (764-22-7) is a biosynthetic precursor of sphingosine. Inhibitor of protein kinase C1?and phospholipases A2 and D2.

Chemical Properties

White Powder

Uses

Sphinganine (d18:0) has been used:

  • as a standard in liquid chromatography tandem mass spectrophotometry for the quantification of epidermal ceramides
  • as a medium supplement to test its effect on growth of yeast cells
  • in the preparation of bovine serum albumin lipid complex to investigate its effect on non-lysosomal - glucosylceramidase β2 (GBA2) inhibition

Uses

Biosynthetic precursor of Sphingosine. Inhibits protein kinase C.

Definition

ChEBI: Sphinganine is a 2-aminooctadecane-1,3-diol having (2S,3R)-configuration. It has a role as an EC 2.7.11.13 (protein kinase C) inhibitor, a human metabolite and a mouse metabolite. It is a conjugate base of a sphinganine(1+).

General Description

Sphinganine (d18:0) is a substrate for the enzyme ceramide desaturase. It is synthesized indirectly due to the interconversion of supplemented glycine to serine. Sphinganine (d18:0) is catabolized to ceramide.

Biochem/physiol Actions

Sphinganine (d18:0) levels are not altered in hereditary sensory neuropathy type 1 cells. Accumulation of d18:0 is observed in tumor hypoxia. It is useful as a biomarker for studying microbial diversity.

References

1) Merrill?et al. (1989),?Structural requirements for long-chain (sphingoid) base inhibition of protein kinase C in vitro and for cellular effects of these compounds; Biochemistry,?28?3138 2) Franson?et al. (1992),?Sphingolipid metabolism and signal transduction: inhibition of in vitro phospholipase activity by sphingosine, Biochim. Biophys. Acta?1136?169

D-erythro-C18-Dihydro-D-sphingosine Preparation Products And Raw materials

Raw materials

Preparation Products

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D-erythro-C18-Dihydro-D-sphingosine Suppliers

Synchem OHG
Tel
+49 5662 408730
Fax
+49 5662 4087320
Email
info@synchem.de
Country
Germany
ProdList
4705
Advantage
70

764-22-7, D-erythro-C18-Dihydro-D-sphingosineRelated Search:


  • D-ERYTHRO-DIHYDRO-D-SPHINGOSINE
  • SPHINGANINE
  • SPC-102860
  • (2S,3R)-2-aminooctadecane-1,3-diol
  • (2S,3R)-2-azanyloctadecane-1,3-diol
  • D-erythro-C18-Dihydro-D-sphingosine
  • D-<I>erythro</I>-sphinganine
  • Dihydro-D-erythro-Sphingosine
  • D-<I>ERYTHRO</I>-SPHINGANINE;SPHINGANINE (D18:0)
  • Sphinganine (d18:0)
  • (2S,3R)-
  • 764-22-7
  • Chiral Reagents
  • Protein Kinase Inhibitors and Activators