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C12 NBD Lactosylceramide | CAS 474943-06-1
| Catalog Number | A16-0051 |
| Category | Lipid Fluorescent Probes |
| Molecular Formula | C48H81N5O16 |
| Molecular Weight | 984.18 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
C12 NBD Lactosylceramide is a lactosylceramides derivative that is tagged with a fluorescent group C-12 nitrobenzoxadiazole. Lactosylceramide is a precursor of many glycosphingolipids and acts as a second messanger. C12 NBD Lactosylceramide is useful for identification of lactosylceramides.
Chemical Information
Product Specification
Application
| Synonyms | N-dodecanoyl-NBD-lactosylceramide; N-[(1S,2R,3E)-1-[[(4-O-β-D-galactopyranosyl-β-D-glucopyranosyl)oxy]methyl]-2-hydroxy-3-heptadecen-1-yl]-12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-dodecanamide; C12 NBD Lactosylceramide (d18:1/12:0) |
| Purity | ≥98% |
| Shelf Life | 1 Year |
| IUPAC Name | N-[(E,2S,3R)-1-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxyoctadec-4-en-2-yl]-12-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]dodecanamide |
| Canonical SMILES | CCCCCCCCCCCCCC=CC(C(COC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O)NC(=O)CCCCCCCCCCCNC3=CC=C(C4=NON=C34)[N+](=O)[O-])O |
| InChI | InChI=1S/C48H81N5O16/c1-2-3-4-5-6-7-8-9-10-12-15-18-21-24-35(56)33(31-65-47-45(62)43(60)46(37(30-55)67-47)68-48-44(61)42(59)41(58)36(29-54)66-48)50-38(57)25-22-19-16-13-11-14-17-20-23-28-49-32-26-27-34(53(63)64)40-39(32)51-69-52-40/h21,24,26-27,33,35-37,41-49,54-56,58-62H,2-20,22-23,25,28-31H2,1H3,(H,50,57)/b24-21+/t33-,35+,36+,37+,41-,42-,43+,44+,45+,46+,47+,48-/m0/s1 |
| InChIKey | BMEDTTDNSALUFC-OXMKHARGSA-N |
| Appearance | Solid Powder |
| Storage | Store at -20°C |
C12 NBD Lactosylceramide, a fluorescent analog of lactosylceramide, finds wide utility in cellular and biochemical research. Here are four key applications of C12 NBD Lactosylceramide:
Membrane Dynamics Studies: Delving into the intricate dynamics of cellular membranes, especially lipid rafts and glycosphingolipid metabolism, involves the strategic use of C12 NBD Lactosylceramide. By integrating this fluorescent probe into cellular lipid bilayers, researchers can visually capture and meticulously analyze the distribution and mobility of glycolipids, shedding light on essential cellular processes like trafficking, signaling, and membrane orchestration.
Endocytosis Research: Unraveling the complexities of endocytosis and vesicle trafficking hinges on leveraging C12 NBD Lactosylceramide in insightful ways. This compound serves as a critical tool for tracing the intricate pathways and destinies of glycolipid-containing vesicles within cells. By visually dissecting these cellular mechanisms, scientists can enhance their comprehension of how cells internalize and process diverse molecules and pathogens, unearthing invaluable insights into cellular dynamics.
Lysosomal Dysfunction Studies: Navigating the realm of lysosomal function and disorders necessitates the strategic application of C12 NBD Lactosylceramide. This compound plays a pivotal role in investigating the aberrations associated with the accumulation of glycosphingolipids in lysosomal storage diseases like Gaucher’s and Fabry disease. By monitoring the metabolism of this luminous glycolipid, researchers can pinpoint potential targets for therapeutic intervention and closely monitor the efficacy of treatments, driving advancements in the understanding and management of lysosomal disorders.
Fluorescence Microscopy: Serving as a potent fluorescent probe, C12 NBD Lactosylceramide stands as an indispensable tool for various fluorescence microscopy endeavors. Its utility extends to imaging and quantifying glycolipid content and distribution within living cells, facilitating in-depth explorations of cellular physiology and pathology. Through the lens of fluorescence microscopy, researchers gain valuable insights into processes like lipid transport and membrane-related disorders, enriching our understanding of cellular intricacies and pathophysiology.
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