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Documentos Principais

860627P

Avanti

C18 Dihydroceramide (d18:0/18:0)

Avanti Research - A Croda Brand 860627P, powder

Sinônimo(s):

N-stearoyl-D-erythro-sphinganine

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About This Item

Fórmula empírica (Notação de Hill):
C36H73NO3
Número CAS:
Peso molecular:
567.97
Número MDL:
Código UNSPSC:
12352211
NACRES:
NA.25

Formulário

powder

embalagem

pkg of 1 × 25 mg (860627P-25mg)
pkg of 1 × 5 mg (860627P-5mg)

fabricante/nome comercial

Avanti Research - A Croda Brand 860627P

tipo de lipídio

sphingolipids

Condições de expedição

dry ice

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

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

InChI

1S/C36H73NO3/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/h34-35,38-39H,3-33H2,1-2H3,(H,37,40)/t34-,35+/m0/s1

chave InChI

KZTJQXAANJHSCE-OIDHKYIRSA-N

Descrição geral

C18 Dihydroceramide (d18:0/18:0) or N-Stearoylsphinganine is a synthetic lipid. Acylation of sphinganine with stearoyl (FA-CoA with C18 acyl chain) by dihydro ceramide synthase 1, yields C18-dihydroceramide.

Aplicação

C18 Dihydroceramide (d18:0/18:0) has been used as a standard for the quantitation of sphingolipid metabolites in adipose tissues by quadrupole time-of-flight (Q-TOF) mass spectrometry.

Ações bioquímicas/fisiológicas

Dihydroceramides act as precursors for ceramides in the mammalian de-novo sphingolipid pathway. vitamin D supplementation increases plasma C18 dihydroceramide (C18-DHC) levels in type 2 diabetes mellitus (T2D) patients. Low serum concentration of C18-DHC has been observed in patients with history of graft rejection and ischemic type biliary lesions (ITBL). Therefore, it can be used as a predictor of graft rejection.

Embalagem

5 mL Amber Glass Screw Cap Vial (860627P-25mg)
5 mL Amber Glass Screw Cap Vial (860627P-5mg)

Informações legais

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Código de classe de armazenamento

11 - Combustible Solids


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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
Chain length-specific properties of ceramides
Grosch S, et al.
Progress in Lipid Research, 51(1), 50-62 (2012)

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