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860640P

Avanti

Sphingosine (d17:1)

Avanti Research™ - A Croda Brand 860640P, powder

Synonym(s):

D-erythro-sphingosine (C17 base)

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About This Item

Empirical Formula (Hill Notation):
C17H35NO2
CAS Number:
6918-48-5
Molecular Weight:
285.47
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 10 mg (860640P-10mg)
pkg of 1 × 5 mg (860640P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860640P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

OC[C@@](N)([H])[C@]([H])(O)/C=C/CCCCCCCCCCCC

InChI

1S/C17H35NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(20)16(18)15-19/h13-14,16-17,19-20H,2-12,15,18H2,1H3/b14-13+/t16-,17+/m0/s1

InChI key

RBEJCQPPFCKTRZ-LHMZYYNSSA-N

General description

Sphingosine (d17:1) or D-erythro-sphingosine is a 17-carbon sphingolipid, found in human skin. It has one carbon less than naturally occurring C18-sphingosine.

Application

Sphingosine (d17:1) has been used as a lipid standard in the analysis of sphingolipids by liquid chromatography-mass spectrometry (LC-MS) and tandem mass spectrometry.

Biochem/physiol Actions

Sphingosine acts a precursor for sphingosine-1-phosphate (S1P). Sphingosine C-17 is used as an internal standard in the analysis of sphingolipids by spectrometric methods.

Packaging

5 mL Amber Glass Screw Cap Vial (860640P-10mg)
5 mL Amber Glass Screw Cap Vial (860640P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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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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Free sphingosines of human skin include 6-hydroxysphingosine and unusually long-chain dihydrosphingosines
Stewart ME and Downing DT
The Journal of Investigative Dermatology, 105(4), 613-618 (1995)
Cytochrome c oxidase deficiency accelerates mitochondrial apoptosis by activating ceramide synthase 6
Schull S, et al.
Cell Death & Disease, 6(3), e1691-e1691 (2015)
A selective sphingosine kinase 1 inhibitor integrates multiple molecular therapeutic targets in human leukemia
Paugh SW, et al.
Blood, 112(4), 1382-1391 (2008)
Evaluation of bioactive sphingolipids in 4-HPR-resistant leukemia cells
Apraiz A, et al.
BMC Cancer, 11(1), 477-477 (2011)
Guang-Yi Dai et al.
The Journal of biological chemistry, 295(3), 717-728 (2019-12-11)
Cellular membranes contain many lipids, some of which, such as sphingolipids, have important structural and signaling functions. The common sphingolipid glucosylceramide (GlcCer) is present in plants, fungi, and animals. As a major plant sphingolipid, GlcCer is involved in the formation
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