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Azido-PEG6-NHS ester

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Category Small-molecule Heterobifunctional PEG
Catalog NO. BPG-2224
Product Name Azido-PEG6-NHS ester
CAS 2055014-64-5
Molecular Formula C19H32N4O10
Molecular Weight 476.48
Azido-PEG6-NHS ester
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Description Azido-PEG6-NHS ester is a cleavable 6 unit PEG ADC linker used in the synthesis of antibody-drug conjugates (ADCs). Azido-PEG6-NHS ester is also a PEG- and Alkyl/ether based PROTAC linker that can be used in the synthesis of PROTACs.
Synonyms Azido-PEG6-NHS;Azido-PEG6-CH2CO2-NHS; N3-PEG6-C2-NHS ester; N3-PEG6-CH2CH2COONHS Ester; 1-[(1-Azido-21-oxo-3,6,9,12,15,18-hexaoxahenicosan-21-yl)oxy]-2,5-pyrrolidinedione; 2,5-Pyrrolidinedione, 1-[(21-azido-1-oxo-4,7,10,13,16,19-hexaoxaheneicos-1-yl)oxy]-; 2,5-Dioxopyrrolidin-1-yl 1-azido-3,6,9,12,15,18-hexaoxahenicosan-21-oate
IUPAC Name (2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Canonical SMILES C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]
InChI InChI=1S/C19H32N4O10/c20-22-21-4-6-28-8-10-30-12-14-32-16-15-31-13-11-29-9-7-27-5-3-19(26)33-23-17(24)1-2-18(23)25/h1-16H2
InChIKey WXKOAPGNZNSYPW-UHFFFAOYSA-N
Purity ≥95%
Solubility Soluble in DCM, DMF, DMSO, Water
Related CAS 1108750-59-9 (polymer)
Appearance Pale Yellow or Colorless Oily Liquid
Shelf Life 0-4°C for short term (days to weeks), or -20°C for long term (months).
Storage Store at -20°C, keep in dry and avoid sunlight

Azido-PEG6-NHS ester, a versatile chemical reagent in the realms of bioconjugation and molecular biology, finds diverse applications. Here are four key applications portrayed with high perplexity and burstiness:

Protein Labeling: Widely embraced in protein research, Azido-PEG6-NHS ester plays a pivotal role in labeling proteins with azide groups, setting the stage for subsequent bioorthogonal reactions. By engaging with primary amines on proteins, it facilitates the attachment of PEGylated azide groups that can be conjugated with various probes or tags using click chemistry. This methodology is indispensable for exploring protein interactions, cellular localization, and dynamics with unparalleled depth and precision.

Drug Delivery: In the sphere of drug delivery, Azido-PEG6-NHS ester emerges as a key player in modifying therapeutic molecules or carrier systems like nanoparticles or liposomes. The ensuing azide-functionalized compounds can be further tethered to targeting ligands or drug molecules, enhancing selective delivery to specific tissues or cells. This strategic approach not only boosts the efficacy of therapeutic agents but also mitigates unwanted side effects, heralding a new era of targeted and efficient drug delivery mechanisms.

Surface Functionalization: Harnessing the power of Azido-PEG6-NHS ester, researchers unlock the potential to functionalize surfaces of diverse materials, from microarray chips to biomaterials and sensors. By introducing azide groups onto surfaces, it creates docking sites for covalent attachment of an array of molecules through click chemistry, paving the way for the development of bioactive surfaces with a myriad of applications. This innovation serves as a cornerstone for the advancement of biosensors, tissue engineering scaffolds, and diagnostic tools, driving progress in biotechnological research and applications.

Crosslinking Studies: Delving into the intricate realm of biomolecular interactions, Azido-PEG6-NHS ester stands as a valuable tool in crosslinking experiments aimed at studying and stabilizing complexes. Through its interaction with various proteins or nucleic acids, it forms bridges through a flexible PEG linker, maintaining the native conformation of molecules while allowing controlled distance modulation. This methodology proves particularly invaluable in structural biology and biophysical studies, shedding light on the spatial arrangement of molecules and unlocking key insights into molecular interactions and structures.

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PEGylation of Peptides and Proteins

PEGylation of Peptides
and Proteins

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