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Sphinganine (d20:0) Sale

(Synonyms: D-erythro-C20-Dihydrosphingosine, Eicosasphinganine, D-erythro-Sphinganine C20) 目录号 : GC44925

A sphingolipid pathway intermediate

Sphinganine (d20:0) Chemical Structure

Cas No.:24006-62-0

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1mg
¥1,113.00
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产品描述

Sphinganine (d20:0) is a natural isomer of dihydro-D-erythro-sphinganine (sphinganine (d18:0); that is a precursor of ceramide and sphingosine as well as a substrate for sphingosine kinases, which generate sphingosine-1-phosphate (d18:1) . In S. cerevisiae, the amount of sphinganine (d20:0) increases 10.8-fold in response to heat stress, indicating it is involved in heat stress adaptation. Sphinganine levels increase significantly in response to certain mycotoxins, including fumonisins as well as in some cancers. Sphinganine can block protein kinase C activation in some cases but not others.

Chemical Properties

Cas No. 24006-62-0 SDF
别名 D-erythro-C20-Dihydrosphingosine, Eicosasphinganine, D-erythro-Sphinganine C20
Canonical SMILES OC[C@H](N)[C@H](O)CCCCCCCCCCCCCCCCC
分子式 C20H43NO2 分子量 329.6
溶解度 Chloroform:Methanol (5:1): soluble,Ethanol: soluble, warmed 储存条件 Store at -20°C
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 3.034 mL 15.1699 mL 30.3398 mL
5 mM 0.6068 mL 3.034 mL 6.068 mL
10 mM 0.3034 mL 1.517 mL 3.034 mL
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Research Update

Chemical and apoptotic properties of hydroxy-ceramides containing long-chain bases with unusual alkyl chain lengths

J Biochem 2008 Jul;144(1):95-106.PMID:18420598DOI:10.1093/jb/mvn050

We analysed four types of free ceramides (Cer 1, Cer 2, Cer 3 and Cer 4) from equine kidneys by electrospray ionization mass spectrometry. Cer 1 was composed of dihydroxy long-chain bases (dLCBs) of (4E)-sphingenine (d18:1), Sphinganine and non-hydroxy fatty acids (NFAs); Cer 2 was composed of trihydroxy LCBs (tLCBs) of 4-hydroxysphinganine, t16:0, t18:0, t19:0 and t20:0, and NFAs; Cer 3 was composed of dLCBs, d16:1, d17:1, d18:1, d19:1 and d20:1, and hydroxy FAs (HFAs); and Cer 4 was composed of tLCBs, t16:0, t17:0, t18:0, t19:0 and t20:0, and HFAs. The results indicate all ceramide species containing LCBs with non-octadeca lengths (NOD-LCBs) can be classified into hydroxy-ceramides since these species always consist of tLCBs, and/or HFAs. Furthermore, such species tend to contain FAs with longer acyl chains but contain neither palmitate (C16:0) nor its hydroxylated form (C16:0h). The apoptosis-inducing activities of these hydroxyl-ceramides towards tumour cell lines were compared with that of non-hydroxy-ceramides, dLCB-NFA (Cer 1). Monohydroxy-ceramides, tLCB-NFA (Cer 2) and dLCB-HFA (Cer 3), exhibited stronger activities, whereas dihydroxy-ceramides, tLCB-HFA (Cer 4), exhibited similar or weaker activity than dLCB-NFA (Cer 1), depending on cell lines.