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860550P

Avanti

Biotin Sphingosine

Avanti Polar Lipids 860550P, powder

Synonym(s):

omega-biotinyl D-erythro-sphingosine

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About This Item

Empirical Formula (Hill Notation):
C28H52N4O4S
CAS Number:
Molecular Weight:
540.80
UNSPSC Code:
12352211

form

powder

packaging

pkg of 1 × 1 mg (860550P-1mg)

manufacturer/tradename

Avanti Polar Lipids 860550P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@@]1(CCCCC(NCCCCCCCCCCCCC/C=C/[C@@]([H])(O)[C@](N)([H])CO)=O)SC[C@@]2([H])[C@]1([H])NC(N2)=O

InChI

1S/C28H52N4O4S/c29-22(20-33)24(34)16-12-10-8-6-4-2-1-3-5-7-9-11-15-19-30-26(35)18-14-13-17-25-27-23(21-37-25)31-28(36)32-27/h12,16,22-25,27,33-34H,1-11,13-15,17-21,29H2,(H,30,35)(H2,31,32,36)/b16-12+/t22-,23-,24+,25-,27-/m0/s1

InChI key

NYQVYZZGZCNEMF-RPRIXWAOSA-N

General description

Biotin Sphingosine is a derivative of sphingosine. It contains a biotin moiety linked to the ω-terminal of its fatty-acid chain.

Application

Biotin Sphingosine has been used as a substrate in sphingosine kinases (SphK) assay. It has also been used to label wt- ceramide synthase 1 (CerS1) expressed in UM-SCC-22A cells, to study the interaction between CerS1-generated C18-ceramide and light chain 3 β (LC3B).

Biochem/physiol Actions

Biotin Sphingosineplays a vital role in identifying sphingosine interaction with acidic leucine-rich nuclear phosphoprotein 32 family member A (ANP32A).

Packaging

5 mL Amber Glass Screw Cap Vial (860550P-1mg)

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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Bioactive Sphingolipids in Cancer Biology and Therapy (2015)
Ceramide targets autophagosomes to mitochondria and induces lethal mitophagy
Sentelle R, et al.
Nature Chemical Biology, 8(10), 831-831 (2012)
An assay for sphingosine kinase activity using biotinylated sphingosine and streptavidin-coated membranes
Roberts J, et al.
Analytical biochemistry, 331(1), 122-129 (2004)

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