790451
TCO-amine HCl salt
Synonyme(s) :
trans-Cyclooctene-amine hydrochloride salt, TCO-NH2, HCl salt
Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme
About This Item
Formule empirique (notation de Hill):
C12H22N2O2 · HCl
Poids moléculaire :
262.78
Code UNSPSC :
12352116
ID de substance PubChem :
Nomenclature NACRES :
NA.22
Produits recommandés
Forme
solid
Niveau de qualité
Capacité de réaction
reaction type: click chemistry
Pertinence de la réaction
reagent type: linker
Groupe fonctionnel
amine
Température de stockage
−20°C
Chaîne SMILES
O=C(NCCCN)OC1CCC/C=C/CC1.[H]Cl
InChI
1S/C12H22N2O2.ClH/c13-9-6-10-14-12(15)16-11-7-4-2-1-3-5-8-11;/h1-2,11H,3-10,13H2,(H,14,15);1H/b2-1+;
Clé InChI
GIYQQURLGCGUKK-TYYBGVCCSA-N
Application
Amine functionalized trans-cyclooctene derivative for incorporation of the cyclooctene moiety into carboxyl containing compounds or biomolecules via standard coupling techniques (DCC; EDC etc...). Trans-cyclooctenes are useful in strain-promoted copper-free click chemistry cycloaddition reactions with 1; 2; 4; 5-tetrazines. This cyclooctene will react with tetrazine functionalized compounds or biomolecules without the need for a catalyst to result in a stable covalent linkage. The 4+2 inverse electron demand Diels-Alder cycloaddition between trans-cyclooctene and tetrazines is the fastest biologically compatible ligation technology reported and has had many applications in biological labeling and imaging.
Produit(s) apparenté(s)
Réf. du produit
Description
Tarif
Faites votre choix parmi les versions les plus récentes :
Déjà en possession de ce produit ?
Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.
Les clients ont également consulté
![(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethanol for Copper-free Click Chemistry](/deepweb/assets/sigmaaldrich/product/structures/171/632/0556139a-2db5-4678-a6ec-a26a693fd574/640/0556139a-2db5-4678-a6ec-a26a693fd574.png)
![9-Oxabicyclo[6.1.0]non-4-ene 95%](/deepweb/assets/sigmaaldrich/product/structures/328/338/c44d0a8d-81ab-4a17-81bb-aebb26a006e7/640/c44d0a8d-81ab-4a17-81bb-aebb26a006e7.png)
Mark R Karver et al.
Bioconjugate chemistry, 22(11), 2263-2270 (2011-09-29)
1,2,4,5-Tetrazines have been established as effective dienes for inverse electron demand [4 + 2] Diels-Alder cycloaddition reactions with strained alkenes for over 50 years. Recently, this reaction pair combination has been applied to bioorthogonal labeling and cell detection applications; however
Neal K Devaraj et al.
Bioconjugate chemistry, 19(12), 2297-2299 (2008-12-05)
Bioorthogonal tetrazine cycloadditions have been applied to live cell labeling. Tetrazines react irreversibly with the strained dienophile norbornene forming dihydropyrazine products and dinitrogen. The reaction is high yielding, selective, and fast in aqueous media. Her2/neu receptors on live human breast
Melissa L Blackman et al.
Journal of the American Chemical Society, 130(41), 13518-13519 (2008-09-19)
Described is a bioorthogonal reaction that proceeds with unusually fast reaction rates without need for catalysis: the cycloaddition of s-tetrazine and trans-cyclooctene derivatives. The reactions tolerate a broad range of functionality and proceed in high yield in organic solvents, water
Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..
Contacter notre Service technique