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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

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Product Information

Description	The molecular weight and exact mass are averages based on the polydispersity of PEG.
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
Canonical 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.

References

1. Bryce DA, Kitt JP, Harris JM. Confocal Raman Microscopy for Label-Free Detection of Protein-Ligand Binding at Nanopore-Supported Phospholipid Bilayers. Anal Chem. 2018 Sep 13. doi: 10.1021/acs.analchem.8b02791. [Epub ahead of print]...PubMed ID: 30175578.

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