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860632P

Avanti

C14 dihydroceramide (d18:0/14:0)

Avanti Polar Lipids 860632P, powder

Synonym(s):

N-myristoyl-D-erythro-sphinganine

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About This Item

Empirical Formula (Hill Notation):
C32H65NO3
CAS Number:
61389-70-6
Molecular Weight:
511.86
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (860632P-5mg)

manufacturer/tradename

Avanti Polar Lipids 860632P

lipid type

sphingolipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C32H65NO3/c1-3-5-7-9-11-13-15-16-18-19-21-23-25-27-31(35)30(29-34)33-32(36)28-26-24-22-20-17-14-12-10-8-6-4-2/h30-31,34-35H,3-29H2,1-2H3,(H,33,36)/t30-,31+/m0/s1

InChI key

UDTSZXVRDXQARY-IOWSJCHKSA-N

General description

C14 dihydroceramide is a synthetic dihydroceramide. Acylation of sphinganine with myristoyl (FA-CoA with C14 acyl chain) by dihydro ceramide synthase 1, yields C14-dihydroceramide.

Application

C14 dihydroceramide has been used as a standard for measuring the concentration of sphingolipid metabolites in adipose tissues by quadrupole time-of-flight (Q-TOF) mass spectrometry.

Packaging

5 mL Amber Glass Screw Cap Vial (860632P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

No data available

Flash Point(C)

No data available

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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Erwan Beauchamp et al.
Biochimie, 89(12), 1553-1561 (2007-08-25)
Dihydroceramide Delta4-desaturase (DES) catalyzes the desaturation of dihydroceramide into ceramide. In mammals, two gene isoforms named DES1 and DES2 have recently been identified. The regulation of these enzymes is still poorly understood. This study was designed to examine the possible
Thomas D Mullen et al.
Journal of lipid research, 52(1), 68-77 (2010-10-14)
Mammalian ceramide synthases 1 to 6 (CerS1-6) generate Cer in an acyl-CoA-dependent manner, and expression of individual CerS has been shown to enhance the synthesis of ceramides with particular acyl chain lengths. However, the contribution of each CerS to steady-state
Selective knockdown of ceramide synthases reveals complex interregulation of sphingolipid metabolism
Mullen TD, et al.
Journal of Lipid Research, 52(1), 68-77 (2011)
Adipocyte Hypoxia-Inducible Factor 2alpha Suppresses Atherosclerosis by Promoting Adipose Ceramide Catabolism
Zhang X, et al.
Cell Metabolism, 30(5), 937-951 (2019)
Sabine Grösch et al.
Progress in lipid research, 51(1), 50-62 (2011-12-03)
Ceramides are a class of sphingolipids that are abundant in cell membranes. They are important structural components of the membrane but can also act as second messengers in various signaling pathways. Until recently, ceramides and dihydroceramides were considered as a
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