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762024

Azide-PEG3-biotin conjugate

Synonym(s):

Polyethylene glycol, N-[2-[2-[2-(2-Azidoethoxy)ethoxy]ethoxy]ethyl]hexahydro-2-oxo-(3aS,4S,6aR)- 1H-thieno[3,4-d ]imidazole-4-pentanamide, Biotin-PEG3-azide

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About This Item

Empirical Formula (Hill Notation):
C18H32N6O5S
CAS Number:
Molecular Weight:
444.55
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352125
MDL number:
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form

solid

Quality Level

reaction suitability

reaction type: click chemistry

storage temp.

−20°C

SMILES string

O=C1N[C@](CS[C@H]2CCCCC(NCCOCCOCCOCCN=[N+]=[N-])=O)([H])[C@]2([H])N1

InChI

1S/C18H32N6O5S/c19-24-21-6-8-28-10-12-29-11-9-27-7-5-20-16(25)4-2-1-3-15-17-14(13-30-15)22-18(26)23-17/h14-15,17H,1-13H2,(H,20,25)(H2,22,23,26)/t14-,15-,17-/m1/s1

InChI key

ZWFOOMQCYIGZBE-BFYDXBDKSA-N

Application

Biotinylation reagent for labeling alkyne containing molecules or biomolecules using either copper-catalyzed 1,3 dipolar cycloaddition click chemistry or copper-free click chemistry with cyclooctyne derivatives. The azide group reacts with alkynes to form a stable triazole linkage facilitating the introduction of biotin into your alkyne modified system of interest. This reaction is bioorthogonal or in other words compatible with biological systems in that it′s components do not react with the biological environment.

Automate your Biotin tagging with Synple Automated Synthesis Platform (SYNPLE-SC002)
Azide-PEG3-biotin conjugate has been used for the detection of a cellular alkyne cholesterol analog via click chemistry using fluorescence microscopy after incubation with a fluorescent streptavidin-conjugate. It has also been used to prepare a novel multifunctional benzophenone linker that can be used for pull-down assays, photoaffinity labeling and double-click stapling techniques.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Articles

Explore click chemistry: efficient, high-yield reactions for drug discovery, bioconjugation, and green chemistry with simple conditions and wide applications.

Copper-free click chemistry is an alternative approach to click chemistry that proceeds at a lower activation barrier and is free of cytotoxic transition metal catalysts.

Explore the principles and applications of click chemistry in drug discovery, highlighting efficient reactions that streamline the synthesis of bioactive compounds.

Related Content

Polyethylene glycol (PEG), also sometimes referred to as polyethylene oxide (PEO), is a condensation polymer of ethylene oxide and water that has several chemical properties that make it useful for biological, chemical and pharmaceutical applications.


Development of a Multifunctional Benzophenone Linker for Peptide Stapling and Photoaffinity Labelling
Wu Y, et al.
Chembiochem, 17(8), 689-692 (2016)
Elias Rawish et al.
The Journal of endocrinology, 244(1), 95-110 (2019-10-05)
The AT1 receptor blocker telmisartan (TEL) prevents diet-induced obesity. Hypothalamic lipid metabolism is functionally important for energy homeostasis, as a surplus of lipids induces an inflammatory response in the hypothalamus, thus promoting the development of central leptin resistance. However, it
Isotope-targeted glycoproteomics (IsoTaG) analysis of sialylated N-and O-glycopeptides on an Orbitrap Fusion Tribrid using azido and alkynyl sugars.
Woo CM, et al.
Analytical and Bioanalytical Chemistry, 409(2), 579-588 (2017)



Global Trade Item Number

SKUGTIN
762024-100MG04061833230671
762024-10MG04061832919348
762024-25MG04061832919386