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LM2001

Avanti

Sphinganine (d17:0)

heptadecasphinganine, ethanol solution

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C17H37NO2
CAS-Nummer:
32164-02-6
Molekulargewicht:
287.48
UNSPSC-Code:
12352211
NACRES:
NA.25

Form

ethanol solution

Verpackung

pkg of 1 × 1 mL (LM2001-1EA)

Hersteller/Markenname

Avanti Research™ - A Croda Brand LM2001

Konzentration

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

Versandbedingung

dry ice

Lagertemp.

−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

InChIKey

KFQUQCFJDMSIJF-DLBZAZTESA-N

Allgemeine Beschreibung

Sphinganine, also known as dihydrosphingosine is a sphingoid base precursor of ceramide.[1][2]

Anwendung

Sphinganine (d17:0) has been used as a constituent of the internal standard mixture in mass spectrometry.[3]

Biochem./physiol. Wirkung

Sphinganine (SPA) is involved in sphingolipid biosynthesis pathway. It is free from the double bond.[4] SPA has an ability to inhibit the activity of protein kinase c. SPA accumulation enables fumonisin B1 to stimulate apoptosis.[5]
Sphinganine plays a vital role in cell regulation, cell growth modulation and signal transmission, functioning as an inhibitor of protein kinase C.[2] It inhibits the low-density lipoprotein-induced esterification of cholesterol by the blockage of post-lysosomal cholesterol transport.[6] Sphinganine is useful as a biomarker for studying microbial diversity.[7]

Verpackung

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

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Piktogramme

FlameExclamation mark
GHS02,GHS07

Signalwort

Danger

H-Sätze

H225,H319

Gefahreneinstufungen

Eye Irrit. 2 - Flam. Liq. 2

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 1

Flammpunkt (°F)

55.4 °F - closed cup

Flammpunkt (°C)

13.0 °C - closed cup

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Analysenzertifikate (COA)

Lot/Batch Number

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Die Dokumentenbibliothek aufrufen

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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