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860625P

Avanti

C2 Dihydroceramide (d18:0/2:0)

Avanti Research™ - A Croda Brand 860625P, powder

Synonym(s):

N-acetoyl-D-erythro-sphinganine

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About This Item

Empirical Formula (Hill Notation):
C20H41NO3
CAS Number:
13031-64-6
Molecular Weight:
343.54
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860625P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860625P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

OC[C@]([H])(NC(C)=O)[C@]([H])(O)CCCCCCCCCCCCCCC

InChI

1S/C20H41NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(24)19(17-22)21-18(2)23/h19-20,22,24H,3-17H2,1-2H3,(H,21,23)/t19-,20+/m0/s1

InChI key

CRJGESKKUOMBCT-VQTJNVASSA-N

General description

Dihydroceramide belongs to the ceramide family. It contains sphinganine, which is devoid of the 4,5-trans-double bond in the sphingoid base backbone.

Application

C2 Dihydroceramide (d18:0/2:0) has been used as a lipid standard in the analysis of sphingolipids by tandem mass spectrometry. It is also suitable for inducing stress in embryos to study stress-induced apoptosis in larval embryos of Japanese flounder.

Biochem/physiol Actions

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

Packaging

5 mL Amber Glass Screw Cap Vial (860625P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

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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Stress-induced apoptosis in larval embryos of Japanese flounder
Yabu T, et al.
Fisheries Science (Tokyo, Japan), 69(6), 1218-1223 (2003)
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)
Sexual dimorphism in activation of placental autophagy in obese women with evidence for fetal programming from a placenta-specific mouse model
Muralimanoharan S, et al.
Autophagy, 12(5), 752-769 (2016)
Ceramide function in the brain: when a slight tilt is enough
Mencarelli C and Martinez-Martinez, P
Cellular and Molecular Life Sciences, 70(2), 181-203 (2013)

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