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860498P

Avanti

Sphinganine (d18:0)

Avanti Polar Lipids

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Synonym(s):
D-erythro-sphinganine
Empirical Formula (Hill Notation):
C18H39NO2
CAS Number:
764-22-7
Molecular Weight:
301.51
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 10 mg (860498P-10mg)
pkg of 1 × 100 mg (860498P-100mg)
pkg of 1 × 25 mg (860498P-25mg)

manufacturer/tradename

Avanti Polar Lipids

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

OC[C@@](N)([H])[C@]([H])(O)CCCCCCCCCCCCCCC

InChI

1S/C18H39NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)17(19)16-20/h17-18,20-21H,2-16,19H2,1H3/t17-,18+/m0/s1

InChI key

OTKJDMGTUTTYMP-ZWKOTPCHSA-N

General description

Sphinganine (d18:0) is a substrate for the enzyme ceramide desaturase. It is synthesized indirectly due to the interconversion of supplemented glycine to serine. Sphinganine (d18:0) is catabolized to ceramide.

Application

Sphinganine (d18:0) has been used:
  • as a standard in liquid chromatography tandem mass spectrophotometry for the quantification of epidermal ceramides
  • as a medium supplement to test its effect on growth of yeast cells
  • in the preparation of bovine serum albumin lipid complex to investigate its effect on non-lysosomal - glucosylceramidase β2 (GBA2) inhibition

Biochem/physiol Actions

Sphinganine (d18:0) levels are not altered in hereditary sensory neuropathy type 1 cells. Accumulation of d18:0 is observed in tumor hypoxia. It is useful as a biomarker for studying microbial diversity.

Packaging

5 mL Amber Glass Screw Cap Vial (860498P-100mg)
5 mL Amber Glass Screw Cap Vial (860498P-10mg)
5 mL Amber Glass Screw Cap Vial (860498P-25mg)

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Identification of a feedback loop involving beta-glucosidase 2 and its product sphingosine sheds light on the molecular mechanisms in Gaucher disease
Schonauer S, et al.
Test, 292(15), 6177-6189 (2017)
Sunyoung Hwang et al.
Cell reports, 29(8), 2473-2488 (2019-11-21)
An abnormal number of chromosomes, or aneuploidy, accounts for most spontaneous abortions, causes developmental defects, and is associated with aging and cancer. The molecular mechanisms by which aneuploidy disrupts cellular function remain largely unknown. Here, we show that aneuploidy disrupts
Altered sphingolipid metabolism induced by tumor hypoxia-new vistas in glycolipid tumor markers
Yin J, et al.
Febs Letters, 584(9), 1872-1878 (2010)
Transcription factor Ctip2 controls epidermal lipid metabolism and regulates expression of genes involved in sphingolipid biosynthesis during skin development
Wang Z, et al.
The Journal of Investigative Dermatology, 133(3), 668-676 (2013)
Mirthe Muilwijk et al.
BMJ open diabetes research & care, 8(1) (2020-05-08)
People of South Asian origin are at high risk of type 2 diabetes (T2D), but the underpinning mechanisms are not fully understood. We determined ethnic differences in acylcarnitine, amino acid and sphingolipid concentrations and determined the associations with T2D. Associations
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