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C2 Ceramide (CAS 3102-57-6)

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Synonym: Acetyl ceramide; N-Acetyl-D-erythro-sphingosine; N-Acetyl-D-sphingosine

Application: A ser/thr protein phosphatase activator

CAS Number: 3102-57-6

Purity: ≥98%

Molecular Weight: 341.53

Molecular Formula: C₂₀H₃₉NO₃

* Refer to Certificate of Analysis for lot specific data (including water content).

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C2 Ceramide is a ceramide shown to be a potent modulator of proliferation and differentiation, used as a tool for studying the complex signaling associated with the ceramides. N-Acetyl-D-sphingosine and other ceramides are shown to activate a cystolic serine/threonine protein phosphatase. The main ceramide-activated protein phosphatase was isolated and identified as trimeric and dimeric PP2A. The sphingomyelin pathway, which generates ceramides as second messengers, is thought to mediate apoptosis in response to TNF-α through the stress-activated protein kinase (SAPK/JNK) signaling system. Potential activator of ERK 2, PP1, and PP2.

References

1. Dobrowsky, R.T., et al. 1992. J. Biol. Chem. 267: 5048-5051. PMID: 1312082
2. Nakamura, Y., et al. 1996. J. Immunol. 156: 256-262. PMID: 8598470
3. Verheij, M., et al. 1996. Nature. 380: 75-79. PMID: 8598911
4. Galadari, S., et al. 1998. Biochemistry. 37: 11232-11238. PMID: 9698369
5. Radin, N.S., 2003. Biochem. J. 371: 243-256. PMID: 12558497

Physical State :

Solid

Solubility :

Soluble in 100% ethanol (>25 mg/ml), DMSO (>50 mg/ml), methanol (5 mg/ml), chloroform (~10 mg/ml), dichloromethane, and water (partly miscible).

Storage :

Store at -20° C

Melting Point :

93-96° C

Boiling Point :

532.36° C at 760 mmHg (Predicted)

Density :

~1.0 g/cm³ (Predicted)

Refractive Index :

n²⁰_D 1.48 (Predicted)

IC50 :

MCF7: IC₅₀ = 45.41 µM (human); NHDF: IC₅₀ = 66.5 µM (human); CCRF-CEM: IC₅₀ = 31.6 µM (human); MDA-MB-231 : IC₅₀ = 35.37 µM (human); NCI-H358: EC₅₀50 = 19.6 µM (human); HCT-116: EC₅₀50 = 24.5 µM (human); K562 : EC₅₀50 = 35.1 µM (human)

pK Values :

pK_a: 13.50 (Predicted)

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

PubChem CID :

6604750

MDL Number :

MFCD00153903

Beilstein Registry :

1728870

SMILES :

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

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Certificate of Analysis

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C2 Ceramide Product Citations

See how others have used C2 Ceramide. Click on the entry to view the PubMed entry .

Citations 1 to 5 of 5 total

PMID: # 29723246 Grundy, M. et al. 2018. PLoS ONE. 13: e0196805.

PMID: # 28231980 Kim, JY. et al. 2017. J Endod. 43: 417-424.

PMID: # 24530966 Arias, ER. et al. 2014. Neuropharmacology. 81: 206-14.

PMID: # 12529324 Paitel, E. et al. 2003. J. Biol. Chem. 278: 10061-10066.

Citations 1 to 5 of 5 total

Rated 5 out of 5 by HF from C2 Ceramide C2 Ceramide, a ser/thr protein phosphatase activator, can be used as a stimulator for apoptosis (PubMed ID 12529324). -SCBT QC

Date published: 2015-06-02

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C2 Ceramide (CAS 3102-57-6)

QUICK LINKS

References

Download SDS (MSDS)

Certificate of Analysis

C2 Ceramide Product Citations

C2 Ceramide (CAS 3102-57-6)

QUICK LINKS

References

Download SDS (MSDS)

Certificate of Analysis

C2 Ceramide Product Citations

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