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860674P

Avanti

Sphinganine (d20:0)

Avanti Research™ - A Croda Brand 860674P, powder

Synonym(e):

D-erythro-sphinganine (C20 base)

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About This Item

Empirische Formel (Hill-System):
C20H43NO2
CAS-Nummer:
24006-62-0
Molekulargewicht:
329.56
MDL-Nummer:
MFCD08703033
UNSPSC-Code:
12352211
NACRES:
NA.25

Form

powder

Verpackung

pkg of 1 × 5 mg (860674P-5mg)

Hersteller/Markenname

Avanti Research™ - A Croda Brand 860674P

Lipid-Typ

sphingolipids

Versandbedingung

dry ice

Lagertemp.

−20°C

SMILES String

OC[C@@](N)([H])[C@]([H])(O)CCCCCCCCCCCCCCCCC

InChI

1S/C20H43NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)19(21)18-22/h19-20,22-23H,2-18,21H2,1H3/t19-,20+/m0/s1

InChIKey

UFMHYBVQZSPWSS-VQTJNVASSA-N

Verwandte Kategorien

Allgemeine Beschreibung

Sphinganine (d20:0), also known as C20 dihydrosphingosine or icosasphinganine, is a C20 analog of sphinganine. Sphinganine is a derivative of sphingosine. It is formed in endoplasmic reticulum, by decarboxylating condensation of palmitoyl-CoA and serine.

Anwendung

Sphinganine (d20:0) has been used as a standard in gas chromatography-mass spectrometry (GC-MS) for the quantitative analysis of plant sphingolipid long-chain bases.

Biochem./physiol. Wirkung

Sphinganine (d20:0) is implicated in yeast heat stress adaptation. Sphinganine inhibits protein kinase C in intact human neutrophils. It might act as a biomarker for the diagnosis of sphingolipidoses. It inhibits cholesterol transport in Niemann-Pick Type C (NPC) disease.

Verpackung

5 mL Amber Glass Screw Cap Vial (860674P-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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Lipids
Basic neurochemistry: principles of molecular, cellular, and medical neurobiology (2011)
G M Jenkins et al.
The Journal of biological chemistry, 272(51), 32566-32572 (1998-01-24)
A role for sphingolipids in the yeast heat stress response has been suggested by the isolation of suppressors of mutants lacking these lipids, which are unable to grow at elevated temperatures. The current study examines the possible role of sphingolipids
D Pittet et al.
The Journal of biological chemistry, 262(21), 10072-10076 (1987-07-25)
Sphinganine has been proposed to be a specific inhibitor of protein kinase C. In the present study we have evaluated whether sphinganine is a convenient tool to probe for the role of protein kinase C in neutrophil function. Human neutrophils
C F Roff et al.
Developmental neuroscience, 13(4-5), 315-319 (1991-01-01)
Niemann-Pick Type C (NPC) disease is a cholesterol lipidosis resulting from defective postlysosomal cholesterol transport. In normal cells this segment of cholesterol trafficking is inhibited by treatment with either U18666A or imipramine. Other compounds are also capable of blocking postlysosomal
Rajkumar Vutukuri et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 34(3), 3932-3942 (2020-01-17)
Sphingosine 1-phosphate (S1P) signaling influences numerous cell biological mechanisms such as differentiation, proliferation, survival, migration, and angiogenesis. Intriguingly, our current knowledge is based solely on the role of S1P with an 18-carbon long-chain base length, S1P d18:1. Depending on the
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