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Safety Information

910007

Sigma-Aldrich

20-Azido-3,6,9,12,15,18-hexaoxaicosanoic acid

95%

Synonym(s):

Azido-PEG6-CH2CO2H, Azido-PEG6-acid, N3-PEG6-CH2COOH

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About This Item

Empirical Formula (Hill Notation):
C14H27N3O8
CAS Number:
880129-82-8
Molecular Weight:
365.38
UNSPSC Code:
12352106

Assay

95%

form

(Liquid or Semi-Solid or Paste or Solid)

reaction suitability

reaction type: click chemistry
reagent type: cross-linking reagent

functional group

azide
carboxylic acid

storage temp.

2-8°C

SMILES string

OC(COCCOCCOCCOCCOCCOCCN=[N+]=[N-])=O

Application

This heterobifunctional, PEGylated crosslinker 20-Azido-3,6,9,12,15,18-hexaoxaicosanoic acid features a carboxyl group at one end and azide at the other. The hydrophillic PEG linker facilitates solubility in biological applications. This azido-PEG6-acid linker can be used for bioconjugation or as a building block for synthesis of small molecules, conjugates of small molecules and/or biomolecules, or other tool compounds for chemical biology and medicinal chemistry that require ligation. Examples of applications include its synthetic incorporation into antibody-drug conjugates or proteolysis-targeting chimeras (PROTAC® molecules) for targeted protein degradation.

Other Notes

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Legal Information

PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

910007-BULK:
910007-100MG:
910007-VAR:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Yong Ma et al.
Bioconjugate chemistry, 21(11), 1994-1999 (2010-10-14)
A surface-bound cytomimetic assembly based on chemically selective and biocompatible immobilization and further modification of intact liposome is described. Liposomes carrying PEG-triphenylphosphine were chemoselectively immobilized onto azide-modified glass slides through Staudinger ligation, followed by modification with azide-modified lactose as a
Joel Hwang et al.
Chemical communications (Cambridge, England), 50(24), 3159-3162 (2014-01-30)
Oligo(ethylene glycol)-linked light fluorous tags have been found to be optimal for conjugating to glycans for both high-yield enzymatic glycosylation reactions using one-pot multienzyme (OPME) systems and quick product purification using fluorous solid-phase extraction (FSPE) cartridges. The combination of OPME
Souad Kachbi-Khelfallah et al.
Beilstein journal of organic chemistry, 12, 1366-1371 (2016-08-26)
The use of nanotechnologies for biomedical applications took a real development during these last years. To allow an effective targeting for biomedical imaging applications, the adsorption of plasmatic proteins on the surface of nanoparticles must be prevented to reduce the
Ryota Sato et al.
Journal of the American Chemical Society, 139(48), 17397-17404 (2017-11-10)
Single-molecule imaging (SMI) has been widely utilized to investigate biomolecular dynamics and protein-protein interactions in living cells. However, multicolor SMI of intracellular proteins is challenging because of high background signals and other limitations of current fluorescence labeling approaches. To achieve
Mingcheng Qian et al.
ChemMedChem, 13(9), 944-956 (2018-02-17)
Currently, there is mounting evidence that intermolecular receptor-receptor interactions may result in altered receptor recognition, pharmacology and signaling. Heterobivalent ligands have been proven useful as molecular probes for confirming and targeting heteromeric receptors. This report describes the design and synthesis

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