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Merck

860469P

Avanti

3-deoxy sphingosine

Avanti Research™ - A Croda Brand

Synonym(s):

(R,E)-2-aminooctadec-4-en-1-ol

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About This Item

Empirical Formula (Hill Notation):
C18H37NO
CAS Number:
126624-36-0
Molecular Weight:
283.49
MDL number:
MFCD28143633
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

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Product Name

3-deoxy sphingosine, Avanti Research™ - A Croda Brand 860469P, powder

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (860469P-1mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860469P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C18H37NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18(19)17-20/h14-15,18,20H,2-13,16-17,19H2,1H3/b15-14+/t18-/m1/s1

InChI key

LRKJGQMJFYRTHF-LGHUBQEGSA-N

General description

3-deoxy-sphingosine is a structural analog of the long chain sphingoid base, sphingosine. It has four diastereoisomer, namely (R,E)-,(R,Z)-,(S,E)-,(S,Z)-produced from D- and L-serine.

Application

3-deoxy sphingosine has been used in the synthesis of ceramide analogs.

Packaging

5 mL Amber Glass Screw Cap Vial (860469P-1mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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Anna Mouts et al.
Langmuir : the ACS journal of surfaces and colloids (2018-12-07)
Ceramides are important intermediates in sphingolipid biosynthesis (and degradation) and are normally present in only small amounts in unstressed cells. However, following receptor-mediated activation of neutral sphingomyelinase, sphingomyelin can acutely give rise to substantial amounts of ceramides, which dramatically alter

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