764396

(E)-Cyclooct-4-enol

• Synonyme(s) : (4E)-4-Cycloocten-1-ol, trans-Cyclooctenol, TCO-OH, rel-(1R,4E,pR)-Cyclooct-4-enol
• Formule empirique (notation de Hill): C₈H₁₄O
• Numéro CAS: 85081-69-2
• Poids moléculaire : 126.20
• Code UNSPSC : 12352200
• ID de substance PubChem : 329767115
• Nomenclature NACRES : NA.22

Propriétés

• Forme: liquid
• Capacité de réaction: reaction type: click chemistry
• Pertinence de la réaction: reagent type: linker
• Groupe fonctionnel: hydroxyl
• Température de stockage: −20°C
• Chaîne SMILES: O[C@H]1CC/C=C/CCC1
• InChI: 1S/C8H14O/c9-8-6-4-2-1-3-5-7-8/h1-2,8-9H,3-7H2/b2-1+/t8-/m0/s1
• Clé InChI: UCPDHOTYYDHPEN-CMLYIYFCSA-N

Description

Application

(E)-Cyclooct-4-enol may be used in the multi-step synthesis of trans-cyclooctene geranyl diphosphate, a novel strained-ring containing protein farnesyltransferase (PFTase) substrate that can be used in site-specific modification technologies.

Hydroxyl modified cyclooctene derivative. 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.

Informations sur la sécurité

• Pictogrammes: GHS05
• Mention d'avertissement: Danger
• Mentions de danger: H318
• Conseils de prudence: P280 - P305 + P351 + P338
• Classification des risques: Eye Dam. 1
• Code de la classe de stockage: 10 - Combustible liquids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable