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16:0 PA-PEG3-mannose Ammonium salt

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Category Functionalized PEG Lipids
Catalog NO. BPG-2986
Product Name 16:0 PA-PEG3-mannose Ammonium salt
CAS 2260670-46-8
Molecular Formula C51H99N4O16P (average MW due to polydispersity of PEG)
Molecular Weight 1055.32
16:0 PA-PEG3-mannose Ammonium salt
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Description 16:0 PA-PEG3-mannose Ammonium salt is a specialized glycolipid derivative featuring a palmitoyl phosphatidic acid backbone linked via a triethylene glycol spacer to a mannose moiety. Highly soluble in aqueous environments, this compound integrates hydrophilic and hydrophobic domains, facilitating membrane-mimetic studies and glycan presentation. Its unique architecture enables precise investigation of carbohydrate-mediated cell signaling and biomolecular interactions. Researchers frequently employ 16:0 PA-PEG3-mannose Ammonium salt in glycobiology, membrane biophysics, and targeted delivery system development.
Synonyms 1,2-dipalmitoyl-sn-glycero-3-phospho((ethyl-1',2',3'-triazole)triethyleneglycolmannose) (ammonium salt); D-L-Mannopyranoside, 2-[2-[2-[4-[(7R)-4-hydroxy-4-oxido-10-oxo-7-[(1-oxohexadecyl)oxy]-3,5,9-trioxa-4-phosphapentacos-1-yl]-1H-1,2,3-triazol-1-yl]ethoxy]ethoxy]ethyl, ammonium salt (1:1)
IUPAC Name azanium;(R)-2,3-bis(palmitoyloxy)propyl (2-(1-(2-(2-(2-(((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethyl)-1H-1,2,3-triazol-4-yl)ethyl) phosphate
SMILES CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCCC1=CN(N=N1)CCOCCOCCOC2C(C(C(C(O2)CO)O)O)O)OC(=O)CCCCCCCCCCCCCCC.[NH4+]
InChI InChI=1S/C51H96N3O16P.H3N/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-46(56)66-41-44(69-47(57)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)42-68-71(61,62)67-33-31-43-39-54(53-52-43)32-34-63-35-36-64-37-38-65-51-50(60)49(59)48(58)45(40-55)70-51;/h39,44-45,48-51,55,58-60H,3-38,40-42H2,1-2H3,(H,61,62);1H3/t44-,45?,48?,49?,50?,51?;/m1./s1
InChIKey GAJJDYLLORZYGO-ZKRCHUCOSA-N
Purity >99%
Related CAS 2260670-45-7 (free base)
Appearance White Powder
Shelf Life 1 Year
Storage Store at -20°C
Exact Mass 1054.679
Hygroscopic No
Light Sensitive No
Percent Composition C 58.04%, H 9.46%, N 5.31%, O 24.26%, P 2.94%

16:0 PA-PEG3-mannose Ammonium salt, a versatile lipid-based reagent, finds diverse applications in bioscience and medical research. Explore its key applications presented with elevated perplexity and burstiness:

Glycobiology Research: Delving into the intricate realm of glycobiology, researchers harness the unique properties of 16:0 PA-PEG3-mannose Ammonium salt to unravel the functions of mannose-containing glycolipids. By integrating this reagent into cell membranes, scientists delve into the intricate world of mannose-mediated cellular interactions and glycoprotein functionalities. This exploration is pivotal in deciphering complex processes like cell signaling, pathogen recognition, and immune responses at a deeper level.

Drug Delivery Systems: At the forefront of pharmaceutical innovation, this compound plays a pivotal role in shaping targeted drug delivery systems. The presence of mannose in 16:0 PA-PEG3-mannose Ammonium salt facilitates precise binding to mannose receptors on select cell types, notably macrophages. This targeted approach amplifies the efficiency and specificity of drug delivery, particularly in the realms of cancer and infection therapies.

Nanomedicine: Embracing the cutting-edge landscape of nanomedicine, 16:0 PA-PEG3-mannose Ammonium salt emerges as a crucial component in crafting lipid nanoparticles for innovative applications. Through strategic PEGylation and mannose functionalization, the stability and targeting precision of these nanoparticles are enhanced manifold. This advancement propels the creation of sophisticated treatments for a spectrum of diseases, ranging from cancer to genetic disorders.

Vaccine Development: In the pursuit of enhancing vaccine efficacy, researchers harness the power of 16:0 PA-PEG3-mannose Ammonium salt to augment the immune response. The mannose groups present in this compound facilitate superior antigen presentation to the immune system, fostering heightened immunogenicity.

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