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MilliporeSigma

860514P

Avanti

C14 Ceramide (d18:1/14:0)

Avanti Research - A Croda Brand 860514P, powder

Sinónimos:

N-myristoyl-D-erythro-sphingosine

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About This Item

Fórmula empírica (notación de Hill):
C32H63NO3
Número de CAS:
Peso molecular:
509.85
Número MDL:
Código UNSPSC:
12352211
NACRES:
NA.25

Formulario

powder

envase

pkg of 1 × 25 mg (860514P-25mg)
pkg of 1 × 5 mg (860514P-5mg)

fabricante / nombre comercial

Avanti Research - A Croda Brand 860514P

tipo de lípido

sphingolipids

Condiciones de envío

dry ice

temp. de almacenamiento

−20°C

cadena SMILES

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

InChI

1S/C32H63NO3/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/h25,27,30-31,34-35H,3-24,26,28-29H2,1-2H3,(H,33,36)/b27-25+/t30-,31+/m0/s1

Clave InChI

ZKRPGPZHULJLKJ-JHRQRACZSA-N

Descripción general

Ceramide synthesis is majorly driven by de novo pathway involving the palmitoyl-CoA and L-serine, and also by salvage pathway via recycling of complex sphingolipids.[1] The ceramide transporter, Cert mediates the transfer of C14 from smooth endoplasmic reticulum to Golgi.[1] Ceramide synthase CerS6 enzyme is involved in the synthesis of C14 ceramide.[2]

Aplicación

C14 Ceramide (d18:1/14:0) is suitable for use
  • as a standard in high-performance liquid chromatography/tandem mass spectrometry (LC/MS2) for ceramide quantification from muscel biopsies[3]
  • in lipid monolayer preparation for biophysical studies[4]
  • in the morphological and dimensional evaluation studies[5]

Acciones bioquímicas o fisiológicas

Ceramides regulate biological processes including proliferation, differentiation and apoptosis.[5] In the cystic fibrosis patients, elevated levels of C14 ceramide is observed.[1] It is also a potential biomarker for hepatic steatosis (HS) and C14 ceramide levels correlate with the aspartate aminotransferase (AST) / alanine transaminase (ALT) ratio.[6] Tumor necrosis factor α (TNFα) mediates increase in the C14 levels. Fumonisin B1 prevents the C14 accumulation.[2]

Envase

5 mL Amber Glass Screw Cap Vial (860514P-25mg)
5 mL Amber Glass Screw Cap Vial (860514P-5mg)

Información legal

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Código de clase de almacenamiento

11 - Combustible Solids


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Ceramide effects in the bicelle structure
Barbosa-Barros L, et al.
Colloids and Surfaces. A, Physicochemical and Engineering Aspects, 317(1-3), 576-584 (2008)
Biochemistry of very-long-chain and long-chain ceramides in cystic fibrosis and other diseases: The importance of side chain
Garic D, et al.
Progress in Lipid Research (2019)
Ceramide N-acyl chain length: a determinant of bidimensional transitions, condensed domain morphology, and interfacial thickness
Dupuy F, et al.
Langmuir, 27(7), 3783-3791 (2011)
Tumor necrosis factor-alpha(TNFalpha)-induced ceramide generation via ceramide synthases regulates loss of focal adhesion kinase (FAK) and programmed cell death
Hernandez-Corbacho M, et al.
The Journal of Biological Chemistry, 290(42), 25356-25373 (2015)
Association between Plasmatic Ceramides Profile and AST/ALT Ratio: C14: 0 Ceramide as Predictor of Hepatic Steatosis in Adolescents Independently of Obesity
Maldonado-Hernandez J, et al.
Canadian journal of gastroenterology & hepatology, 2017 (2017)

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