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860478P

Avanti

cis-4-methylsphingosine

Avanti Research™ - A Croda Brand

Synonym(e):

5-Nonadecene-1,4-diol, 3-amino-5-methyl-, (3R,4S,5Z)-

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About This Item

Empirische Formel (Hill-System):
C19H39NO2
CAS-Nummer:
1407154-31-7
Molekulargewicht:
313.52
MDL-Nummer:
MFCD28143605
UNSPSC-Code:
12352211
NACRES:
NA.25

130,00 €

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Form

powder

Verpackung

pkg of 1 × 5 mg (860478P-5mg)

Hersteller/Markenname

Avanti Research™ - A Croda Brand

Lipid-Typ

sphingolipids

Versandbedingung

dry ice

Lagertemp.

−20°C

SMILES String

CCCCCCCCCCCCC/C=C(C)\[C@@H](O)[C@@H](N)CO

InChI

1S/C19H39NO2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-17(2)19(22)18(20)16-21/h15,18-19,21-22H,3-14,16,20H2,1-2H3/b17-15-/t18-,19+/m0/s1

InChIKey

LMJPKTKGCMCPGM-PIIWLPLESA-N

Allgemeine Beschreibung

cis-4-methylsphingosine (cis-4M-Sph) is a methyl-branched sphingosine analog.[1][2]

Biochem./physiol. Wirkung

cis-4-methylsphingosine (cis-4M-Sph) modulates sphingosine 1 phosphate (S1P) receptor through its metabolite cis-4-methylsphingosine-1-phosphate (cis-4M-S1P). This leads to S1P receptor internalization and desensitization.[1] cis-4M-Sph shows an inhibitory effect on serine palmitoyltransferase activity.[2]

Verpackung

5 mL Amber Glass Screw Cap Vial (860478P-5mg)

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

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Analysenzertifikate (COA)

Lot/Batch Number

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G van Echten-Deckert et al.
The Journal of biological chemistry, 272(25), 15825-15833 (1997-06-20)
The effect of six different structurally modified sphingosine analogues on biosynthesis of sphingolipids was studied in primary cultured murine cerebellar neurons. Treatment of cells with cis-4-methylsphingosine at micromolar levels resulted in a markedly decreased sphingolipid biosynthesis, whereas the other compounds
Michael Ter Braak et al.
Biochemical pharmacology, 81(5), 617-625 (2010-12-18)
Sphingosine-1-phosphate (S1P) acts as high affinity agonist at specific G-protein-coupled receptors, S1P(1-5), that play important roles e.g. in the cardiovascular and immune systems. A S1P receptor modulating drug, FTY720 (fingolimod), has been effective in phase III clinical trials for multiple
Qun Li et al.
International journal of molecular medicine, 42(2), 1054-1063 (2018-05-12)
Stroke is the second most common cause of death worldwide, and thus, it imposes great financial burdens on both individuals and society. Mesenchymal stem cell (MSC) therapy is a promising approach for ischemic brain injury. However, MSC treatment potential is
Wenzheng Xia et al.
Molecular medicine reports, 16(5), 7039-7047 (2017-09-14)
Mesenchymal stem cell (MSC)‑based therapies have demonstrated efficacy in animal models of cardiovascular diseases. However, MSCs decrease in quantity and quality with age, which reduces their capacity for damage repair. Long noncoding (lnc) RNAs regulate gene transcription and the fate

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