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C12-NBD Phytosphingosine

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Category Extracts
Catalog NO. BPG-3249
Product Name C12-NBD Phytosphingosine
CAS 388566-94-7
Molecular Formula C36H63N5O7
Molecular Weight 677.92
C12-NBD Phytosphingosine
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Product Information

Description C12-NBD Phytosphingosine is a fluorescent sphingoid base analog that integrates an NBD (nitrobenzoxadiazole) moiety into a phytosphingosine backbone, characterized by three hydroxyl groups that enhance intermolecular hydrogen bonding and bilayer order. This combination of a hydrophilic headgroup and moderately hydrophobic chain provides exceptional versatility for studying sphingolipid dynamics and enzymatic metabolism. The compound’s bright, environment-sensitive fluorescence allows real-time tracking of sphingolipid distribution and conversion within membranes. C12-NBD Phytosphingosine is widely applied in research focused on sphingoid base signaling, lipid domain organization, and the biophysical effects of hydroxylation on membrane packing and curvature.
Synonyms N-[12-[(7-nitro-2-1,3-benzoxadiazol-4-yl)amino]dodecanoyl]-phytosphingosine
IUPAC Name (2S,3S,4R)-2-aminooctadecane-1,3,4-triol
SMILES CCCCCCCCCCCCCCC(C(C(CO)N)O)O
InChI InChI=1S/C18H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(21)18(22)16(19)15-20/h16-18,20-22H,2-15,19H2,1H3/t16-,17+,18-/m0/s1
InChIKey AERBNCYCJBRYDG-KSZLIROESA-N
Melting Point 102 - 103 °C
Purity >99%
Appearance Powder
Shelf Life 1 Year
Storage Store at -20°C
Hygroscopic No
Light Sensitive No
Percent Composition C 63.78%, H 9.37%, N 10.33%, O 16.52%
Pictogram(s) Corrosive, Environmental Hazard
Signal Danger
Precautionary Statement Codes P264+P265, P273, P280, P305+P354+P338, P317, P391, and P501

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