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860624P

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C18:1 Dihydroceramide (d18:0/18:1(9Z))

Avanti Research™ - A Croda Brand 860624P, powder

Sinonimo/i:

N-oleoyl-D-erythro-sphinganine

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About This Item

Formula empirica (notazione di Hill):
C36H71NO3
Numero CAS:
34227-83-3
Peso molecolare:
565.95
Numero MDL:
MFCD22495332
Codice UNSPSC:
12352211
NACRES:
NA.25

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Stato

powder

Confezionamento

pkg of 1 × 5 mg (860624P-5mg)

Produttore/marchio commerciale

Avanti Research™ - A Croda Brand 860624P

Tipo di lipide

sphingolipids

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Stringa SMILE

OC[C@]([H])(NC(CCCCCCC/C=C\CCCCCCCC)=O)[C@]([H])(O)CCCCCCCCCCCCCCC

InChI

1S/C36H71NO3/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-36(40)37-34(33-38)35(39)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,34-35,38-39H,3-16,19-33H2,1-2H3,(H,37,40)/b18-17-/t34-,35+/m0/s1
MJQIARGPQMNBGT-WWUCIAQXSA-N

Descrizione generale

C18:1 Dihydroceramide (d18:0/18:1(9Z)) is a synthetic lipid. Dihydroceramide belongs to the ceramide family. It contains sphinganine, which is devoid of the 4,5-trans-double bond in the sphingoid base backbone.[1]

Applicazioni

C18:1 Dihydroceramide (d18:0/18:1(9Z)) has been used as an internal standard to quantify the levels of serum and skeletal muscle lipids extracted from muscle tissue by liquid chromatography-mass spectrometry (MS) analysis.[2] It has also been used as an standard to study its structural characterization by positive-ionization mode 193 nm ultraviolet photodissociation (UVPD)-mass spectrometry/MS.[3]

Azioni biochim/fisiol

Dihydroceramide is synthesized by the N-acylation of dihydrosphingosine.[4] It functions as an inactive precursor[5] for ceramide in de-novo sphingolipid synthesis.[4] (Dihydro)-ceramide desaturase catalyzes the conversion of dihydroceramide to ceramide by the addition of C4–5 trans-double bond in the sphingoid backbone.[1] Dihydroceramide has an ability to induce autophagy.[5]

Confezionamento

5 mL Amber Glass Screw Cap Vial (860624P-5mg)

Note legali

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Comunemente ordinati con questo prodotto

N° Catalogo
Descrizione
Determinazione del prezzo

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

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Certificati d'analisi (COA)

Lot/Batch Number

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Skeletal muscle ceramides and relationship with insulin sensitivity after 2 weeks of simulated sedentary behaviour and recovery in healthy older adults
Reidy PT, et al.
The Journal of Physiology, 596(21), 5217-5236 (2018)
Detailed structural characterization of sphingolipids via 193 nm ultraviolet photodissociation and ultrahigh resolution tandem mass spectrometry
Ryan E, et al.
Journal of the American Society For Mass Spectrometry, 28(7), 1406-1419 (2017)
B K Gillard et al.
Glycobiology, 8(9), 885-890 (1998-07-24)
There are several pathways for the incorporation of sugars into glycosphingolipids (GSL). Sugars can be added to ceramide that contains sphinganine (dihydrosphingosine) synthesized de novo (pathway 1), to ceramide synthesized from sphingoid bases produced by hydrolysis of sphingolipids (pathway 2)
Chiara Mencarelli et al.
Cellular and molecular life sciences : CMLS, 70(2), 181-203 (2012-06-26)
Ceramide, the precursor of all complex sphingolipids, is a potent signaling molecule that mediates key events of cellular pathophysiology. In the nervous system, the sphingolipid metabolism has an important impact. Neurons are polarized cells and their normal functions, such as
Variations among cell lines in the synthesis of sphingolipids in de novo and recycling pathways
Gillard BK, et al.
Glycobiology, 8(9), 885-890 (1998)
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