C12 NBD Galactosylceramide | 474942-98-8

Catalog Number	A16-0049
Category	Lipid Fluorescent Probes
Molecular Formula	C42H71N5O11
Molecular Weight	822.0

Catalog Number	Size	Price	Quantity
A16-0049	--	$--

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Product Introduction

C12 NBD galactosylceramide is a galactosylceramide derivative that is tagged with a fluorescent group C12 nitrobenzoxadiazole (C12 NBD). Galactocerebrosides are the major glycosphingolipids existing in the CNS. C12 NBD galactosylceramide has been used as an internal standard to detect products of C12 NBD ceramide glycosylation.

Chemical Information
Product Specification
Application

Synonyms	N-Dodecanoyl-NBD-galactosylceramide; N-[(1S,2R,3E)-1-[(β-D-galactopyranosyloxy)methyl]-2-hydroxy-3-heptadecen-1-yl]-12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-dodecanamide
Purity	≥98%
IUPAC Name	N-[(E,2S,3R)-3-hydroxy-1-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadec-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)O)O)O)NC(=O)CCCCCCCCCCCNC2=CC=C(C3=NON=C23)[N+](=O)[O-])O
InChI	InChI=1S/C42H71N5O11/c1-2-3-4-5-6-7-8-9-10-12-15-18-21-24-34(49)32(30-56-42-41(53)40(52)39(51)35(29-48)57-42)44-36(50)25-22-19-16-13-11-14-17-20-23-28-43-31-26-27-33(47(54)55)38-37(31)45-58-46-38/h21,24,26-27,32,34-35,39-43,48-49,51-53H,2-20,22-23,25,28-30H2,1H3,(H,44,50)/b24-21+/t32-,34+,35+,39-,40-,41+,42+/m0/s1
InChI Key	OCDSLZRKFZYMMN-VKVPAIOESA-N
Appearance	Solid Powder

Storage

Store at -20°C

C12 NBD Galactosylceramide, a fluorescent lipid analog, plays a pivotal role in diverse research domains focused on studying cellular and molecular processes. Here are four key applications of C12 NBD Galactosylceramide:

Lipid Trafficking Studies: Delving into the intricacies of lipid trafficking and metabolism within cells, C12 NBD Galactosylceramide emerges as a valuable tool. Its fluorescent nature enables researchers to meticulously track the intricate movements and distribution patterns of lipids in live-cell imaging endeavors. This facilitates a deeper comprehension of cellular transport mechanisms and underscores the pivotal role of lipids in maintaining cellular health and equilibrium.

Membrane Dynamics Research: Unraveling the mysteries of cellular membranes, C12 NBD Galactosylceramide assumes a crucial role in exploring membrane structure and dynamics. Infusing cell membranes with this compound empowers scientists to scrutinize membrane fluidity, domain organization, and intricate interactions with proteins. Such insights are essential for deciphering the complexities of cell signaling cascades and shedding light on membrane-related pathologies that impact human health.

Glycosphingolipid Metabolism: Serving as a potent simulator of glycosphingolipid metabolism, C12 NBD Galactosylceramide aids researchers in dissecting enzymatic pathways that govern glycosphingolipid processing in model systems. Through this analog, scientists can unravel aberrations in metabolic processes associated with conditions like Gaucher’s disease and Fabry disease. This, in turn, propels the development of innovative therapeutic interventions aimed at combating these debilitating disorders.

Drug Delivery Research: Within the realm of drug delivery, C12 NBD Galactosylceramide emerges as a cornerstone for investigating the interaction dynamics of lipid-based carriers with cellular membranes. Its fluorescent labeling provides a visual roadmap for tracking how lipid nanoparticles or vesicles navigate through cellular barriers to deliver therapeutic payloads. This application stands as a pivotal frontier in refining drug delivery systems, enhancing their efficacy, and ensuring optimal safety profiles for targeted therapeutic interventions.

Computed Properties
XLogP3	9
Hydrogen Bond Donor Count	7
Hydrogen Bond Acceptor Count	14
Rotatable Bond Count	32
Exact Mass	821.51500810 g/mol
Monoisotopic Mass	821.51500810 g/mol
Topological Polar Surface Area	246Å²
Heavy Atom Count	58
Formal Charge	0
Complexity	1120
Isotope Atom Count	0
Defined Atom Stereocenter Count	7
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes