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LM2001

Avanti

Sphinganine (d17:0)

heptadecasphinganine, ethanol solution

Synonym(s):

(2S,3R)-2-aminoheptadecane-1,3-diol, C17 Sphinganine

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About This Item

Empirical Formula (Hill Notation):
C17H37NO2
CAS Number:
32164-02-6
Molecular Weight:
287.48
UNSPSC Code:
12352211
NACRES:
NA.25

form

ethanol solution

packaging

pkg of 1 × 1 mL (LM2001-1EA)

manufacturer/tradename

Avanti Research™ - A Croda Brand LM2001

concentration

~10 μg/mL (Refer to C of A for lot specific concentration.)

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C17H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(20)16(18)15-19/h16-17,19-20H,2-15,18H2,1H3/t16-,17+/m0/s1

InChI key

KFQUQCFJDMSIJF-DLBZAZTESA-N

General description

Sphinganine, also known as dihydrosphingosine is a sphingoid base precursor of ceramide.

Application

Sphinganine (d17:0) has been used as a constituent of the internal standard mixture in mass spectrometry.

Biochem/physiol Actions

Sphinganine (SPA) is involved in sphingolipid biosynthesis pathway. It is free from the double bond. SPA has an ability to inhibit the activity of protein kinase c. SPA accumulation enables fumonisin B1 to stimulate apoptosis.
Sphinganine plays a vital role in cell regulation, cell growth modulation and signal transmission, functioning as an inhibitor of protein kinase C. It inhibits the low-density lipoprotein-induced esterification of cholesterol by the blockage of post-lysosomal cholesterol transport. Sphinganine is useful as a biomarker for studying microbial diversity.

Packaging

2 mL Amber Glass Sealed Ampule (LM2001-1EA)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

hcodes

H225,H319

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

55.4 °F - closed cup

flash_point_c

13.0 °C - closed cup

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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A stereoselective synthesis of dihydrosphingosine
Fernandes RA and Kumar P
European Journal of Organic Chemistry, 2000(20), 3447-3449 (2000)
Urinary metabolomic profiling in Zucker diabetic fatty rats with type 2 diabetes mellitus treated with glimepiride, metformin, and their combination
Dong Y, et al.
Molecules (Basel), 21(11), 1446-1446 (2016)
Persistence and reversibility of the elevation in free sphingoid bases induced by fumonisin inhibition of ceramide synthase
Enongene EN, et al.
Toxicological Sciences, 67(2), 173-181 (2002)
Quantification of sphingosine and sphinganine from crude lipid extracts by HPLC electrospray ionization tandem mass spectrometry
Lieser B, et al.
Journal of Lipid Research, 44(11), 2209-2216 (2003)
Estradiol induces export of sphingosine 1-phosphate from breast cancer cells via ABCC1 and ABCG2
Takabe, et al.
Test, 285(14) (2010)
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