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C12 NBD Globotriaosylceramide
| Catalog Number | A16-0037 |
| Category | Lipid Fluorescent Probes |
| Molecular Formula | C54H91N5O21 |
| Molecular Weight | 1146.3 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| A16-0037 | -- | $-- |
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Product Introduction
C12 NBD globotriaosylceramide is a globotriaosylceramide derivative that is tagged with a fluorescent group C12 nitrobenzoxadiazole (C12 NBD). C12 NBD is an analog of ceramide trihexoside, a glycosphingolipid found mostly in mammalian cell membranes. C12 NBD globotriaosylceramide is an ideal probe for identifying ceramide trihexoside.
Chemical Information |
|
|---|---|
| Synonyms | N-dodecanoyl-NBD-Ceramide Trihexoside |
| Purity | ≥98% |
| IUPAC Name | N-[(E,2S,3R)-1-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R,5R,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-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)OC3C(C(C(C(O3)CO)O)O)O)O)O)O)O)NC(=O)CCCCCCCCCCCNC4=CC=C(C5=NON=C45)[N+](=O)[O-])O |
| InChI | InChI=1S/C54H91N5O21/c1-2-3-4-5-6-7-8-9-10-12-15-18-21-24-36(63)34(56-40(64)25-22-19-16-13-11-14-17-20-23-28-55-33-26-27-35(59(72)73)42-41(33)57-80-58-42)32-74-52-48(70)45(67)50(38(30-61)76-52)79-54-49(71)46(68)51(39(31-62)77-54)78-53-47(69)44(66)43(65)37(29-60)75-53/h21,24,26-27,34,36-39,43-55,60-63,65-71H,2-20,22-23,25,28-32H2,1H3,(H,56,64)/b24-21+/t34-,36+,37+,38+,39+,43-,44-,45+,46+,47+,48+,49+,50+,51-,52+,53+,54-/m0/s1 |
| InChI Key | ZSXIFORFOSGBPE-NQOROTTDSA-N |
| Appearance | Solid Powder |
- Product Specification
- Application
| Storage | Store at -20°C |
C12 NBD Globotriaosylceramide, a fluorescent lipid analog, is a versatile tool in biochemical and cell biology research.
Lipid Trafficking Studies: Acting as a fluorescent probe, C12 NBD Globotriaosylceramide illuminates the intricate pathways of lipid trafficking and compartmentalization within cellular realms. By tagging membrane glycosphingolipids, researchers gain visibility into the dynamic movement and distribution of these molecules across cellular compartments, unraveling the mysteries of membrane dynamics and the pivotal roles of lipids in cellular signaling and transport processes.
Glycosphingolipid Metabolism Research: Delving into the realm of glycosphingolipid metabolism, C12 NBD Globotriaosylceramide emerges as a crucial asset in unearthing the pathways governing these metabolic processes and their implications in related disorders. By integrating this compound into metabolic explorations, scientists unlock the secrets of metabolic intermediates and enzymatic activities, shedding light on conditions like Fabry disease.
Membrane Microdomain Investigation: Embarking on a journey into the intricate architecture of lipid rafts and membrane microdomains, researchers harness the power of C12 NBD Globotriaosylceramide to visualize lipid distribution dynamics in live cells. Unveiling the enigmatic roles of microdomains in processes such as signal transduction and membrane trafficking, this compound contributes to a deeper understanding of cell surface organization and functionality, offering key insights into the orchestration of critical cellular processes.
Drug Delivery Systems: Revolutionizing the landscape of targeted drug delivery, C12 NBD Globotriaosylceramide emerges as a cornerstone in the development of precise drug delivery systems. Its integration into lipid-based carriers facilitates the meticulous tracking and optimization of drug distribution within biological systems, providing invaluable insights into the intricate interactions between drugs and cell membranes. This innovative approach not only enhances our comprehension of drug-cell membrane interactions but also empowers the design of efficient and targeted drug delivery strategies.
Computed Properties | |
|---|---|
| XLogP3 | 4.7 |
| Hydrogen Bond Donor Count | 13 |
| Hydrogen Bond Acceptor Count | 24 |
| Rotatable Bond Count | 38 |
| Exact Mass | 1145.62065493 g/mol |
| Monoisotopic Mass | 1145.62065493 g/mol |
| Topological Polar Surface Area | 404Ų |
| Heavy Atom Count | 80 |
| Formal Charge | 0 |
| Complexity | 1730 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 17 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently-Bonded Unit Count | 1 |
| Compound Is Canonicalized | Yes |
Applications of Fluorescent Probes & Dyes
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