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696773

Sigma-Aldrich

TentaGel™ TBTA

extent of labeling: 0.17 mmol/g loading

Sinonimo/i:

Tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine, polymer bound

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About This Item

Codice UNSPSC:
12352200
ID PubChem:
329761859
NACRES:
NA.22

Nome Commerciale

TentaGel™

Stato

solid

Impiego in reazioni chimiche

reaction type: solution phase peptide synthesis
reagent type: ligand
reaction type: click chemistry

Grado di funzionalizzazione

0.17 mmol/g loading

Descrizione generale

Tentagel is a polystyrene resin.[1] Tentagel resin acts as support for the heterogenization of click catalysts by their covalent and non-covalent immobilization.[2] TentaGel™ TBTA is an efficient heterogeneous catalyst system, based on a tris(benzyltriazolyl) functionalized swellable Tentagel.[3] TBTA (tris-(benzyltriazolylmethyl)amine) is a ligand frequently employed in click chemistry, as it protects and stabilizes the copper from oxidation, leading to a highly effective Huisgen copper-catalyzed azide-alkyne cycloaddition (CuAAC) catalyst.[3]

Applicazioni

Solid supported ligand for enhancement of copper(I) catalyzed azide-alkyne cycloaddition reactions
TentaGel™ TBTA may be used in the synthesis of artificial molecular machines which can pick up and assemble reactive groups in sequence by traveling along a track, useful for sequence-specific synthesis.[4] It may be used in the synthesis of diimide and bipyridinium [2]rotaxanes in solution.[1]

Note legali

TentaGel is a trademark of Rapp Polymere GmbH

Codice della classe di stoccaggio

13 - Non Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
01406CJ

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Mieke Lammens et al.
Chemical communications (Cambridge, England), 46(46), 8719-8721 (2010-08-21)
Tris-(benzyltriazolylmethyl)amine (TBTA) has been immobilized onto a styrenic monomer and subsequently copolymerized with styrene to afford catalytically active and reusable copolymers for the CuAAC reaction.
Guillaume De Bo et al.
Journal of the American Chemical Society, 136(15), 5811-5814 (2014-04-01)
We report on an improved strategy for the preparation of artificial molecular machines that can pick up and assemble reactive groups in sequence by traveling along a track. In the new approach a preformed rotaxane synthon is attached to the
Hannah Wilson et al.
Organic & biomolecular chemistry, 11(13), 2105-2115 (2013-02-06)
Herein we describe the design and synthesis of a series of solid-tethered [2]rotaxanes utilising crown ether-naphthalene diimide or crown ether-bipyridinium host guest interactions. TentaGel polystyrene resins were initially modified in a two-stage procedure to azide functionalised beads before the target
Non-Magnetic and Magnetic Supported Copper (I) Chelating Adsorbents as Efficient Heterogeneous Catalysts and Copper Scavengers for Click Chemistry.
Megia-Fernandez A, et al.
Advanced Synthesis & Catalysis, 352(18), 3306-3320 (2010)
Mutian Jia et al.
Nature immunology, 21(7), 727-735 (2020-06-17)
Stimulator-of-interferon genes (STING) is vital for sensing cytosolic DNA and initiating innate immune responses against microbial infection and tumors. Redox homeostasis is the balance of oxidative and reducing reactions present in all living systems. Yet, how the intracellular redox state

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