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pacFA Ceramide

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Category Bile Acid Standards
Catalog NO. BPG-3127
Product Name pacFA Ceramide
CAS 1262788-58-8
Molecular Formula C33H59N3O3
Molecular Weight 545.84
pacFA Ceramide
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Product Information

Description pacFA Ceramide can be used for global analysis of protein-lipid interactions in living cells.
Synonyms N-(9-(3-pent-4-ynyl-3-H-diazirin-3-yl)-nonanoyl)-D-erythro-sphingosine
IUPAC Name N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]-9-(3-pent-4-ynyldiazirin-3-yl)nonanamide
Canonical SMILES CCCCCCCCCCCCCC=CC(C(CO)NC(=O)CCCCCCCCC1(N=N1)CCCC#C)O
InChI InChI=1S/C33H59N3O3/c1-3-5-7-8-9-10-11-12-13-14-15-18-21-25-31(38)30(29-37)34-32(39)26-22-19-16-17-20-24-28-33(35-36-33)27-23-6-4-2/h2,21,25,30-31,37-38H,3,5-20,22-24,26-29H2,1H3,(H,34,39)/b25-21+/t30-,31+/m0/s1
InChIKey KDXDYUWVHUNMOG-MTADNARYSA-N
Purity >95%
Density 1.0±0.1 g/cm3
Appearance Powder
Shelf Life 1 Year
Storage Store at -20°C
Exact Mass 545.456
Hygroscopic No
Light Sensitive No
Percent Composition C 72.61%; H 10.89%; N 7.70%; O 8.79%
References 1. Jiang X, Zhu Z, Qin H, Tripathi P, Zhong L, Elsherbini A, Karki S, Crivelli SM, Zhi W, Wang G, Spassieva SD, Bieberich E. Visualization of Ceramide-Associated Proteins in Ceramide-Rich Platforms Using a Cross-Linkable Ceramide Analog and Proximity Ligation Assays With Anti-ceramide Antibody. Front Cell Dev Biol. 2019 Aug 16;7:166. doi: 10.3389/fcell.2019.00166. eCollection 2019. PubMed ID: 31475148.
2. Haberkant P, Holthuis JC. Fat & fabulous: bifunctional lipids in the spotlight. Biochim Biophys Acta. 2014 Aug;1841(8):1022-30. doi: 10.1016/j.bbalip.2014.01.003. Epub 2014 Jan 15. PubMed ID: 24440797.
3. Haberkant P, Raijmakers R, Wildwater M, Sachsenheimer T, Brügger B, Maeda K, Houweling M, Gavin AC, Schultz C, van Meer G, Heck AJ, Holthuis JC. In vivo profiling and visualization of cellular protein-lipid interactions using bifunctional fatty acids. Angew Chem Int Ed Engl. 2013 Apr 2;52(14):4033-8. doi: 10.1002/anie.201210178. Epub 2013 Feb 28. PubMed ID: 23450850.

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