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860674P

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Sphinganine (d20:0)

Avanti Research™ - A Croda Brand 860674P, powder

Synonym(s):

D-erythro-sphinganine (C20 base)

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About This Item

Empirical Formula (Hill Notation):
C20H43NO2
CAS Number:
24006-62-0
Molecular Weight:
329.56
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860674P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860674P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−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

InChI key

UFMHYBVQZSPWSS-VQTJNVASSA-N

General description

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.

Biochem/physiol Actions

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.

Packaging

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

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Lipids
Basic neurochemistry: principles of molecular, cellular, and medical neurobiology (2011)
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
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
Katja Jakobi et al.
International journal of molecular sciences, 21(7) (2020-04-05)
Hepatocellular carcinoma (HCC) shows a remarkable heterogeneity and is recognized as a chemoresistant tumor with dismal prognosis. In previous studies, we observed significant alterations in the serum sphingolipids of patients with HCC. This study aimed to investigate the in vitro

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