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
Product Specification
Application

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

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	404Å²
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