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860674P

Avanti

Sphinganine (d20:0)

Avanti Research™ - A Croda Brand 860674P, powder

Synonyme(s) :

D-erythro-sphinganine (C20 base)

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About This Item

Formule empirique (notation de Hill):
C20H43NO2
Numéro CAS:
24006-62-0
Poids moléculaire :
329.56
Code UNSPSC :
12352211
Nomenclature NACRES :
NA.25

Forme

powder

Conditionnement

pkg of 1 × 5 mg (860674P-5mg)

Fabricant/nom de marque

Avanti Research™ - A Croda Brand 860674P

Type de lipide

sphingolipids

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

UFMHYBVQZSPWSS-VQTJNVASSA-N

Catégories apparentées

Description générale

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.

Application

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.

Actions biochimiques/physiologiques

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.

Conditionnement

5 mL Amber Glass Screw Cap Vial (860674P-5mg)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

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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
Graham Brogden et al.
Biomolecules, 9(9) (2019-09-11)
Sphingolipids are an important group of lipids that play crucial roles in living cells, facilitating cell recognition, signal transduction and endocytosis. The concentration of sphingosine and some of its derivatives like sphinganine may serve as a biomarker for the diagnosis
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
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
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