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

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

N-(1-OXO-4Z,7Z,10Z,13Z,16Z,19Z-DOCOSAHEXAENYL)-GLYCINE URB597 (E)-3-[[[3-[2-(7-CHLORO-2-QUINOLINYL)ETHENYL]PHENYL]-[[(3-DIMETHYLAMINO)-3-OXOPROPYL]THIO]METHYL]THIO]-PROPANOIC ACID, SODIUM SALT NAGLY Bithionol 2'-Deoxyadenosine Octamethylcyclotetrasiloxane 2'-Deoxycytidine

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