764396

(E)-Cyclooct-4-enol

• Synonym(e): (4E)-4-Cycloocten-1-ol, trans-Cyclooctenol, TCO-OH, rel-(1R,4E,pR)-Cyclooct-4-enol
• Empirische Formel (Hill-System): C₈H₁₄O
• CAS-Nummer: 85081-69-2
• Molekulargewicht: 126.20
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 329767115
• NACRES: NA.22

Eigenschaften

• Form: liquid
• Eignung der Reaktion: reaction type: click chemistry; reagent type: linker
• Funktionelle Gruppe: hydroxyl
• Lagertemp.: −20°C
• SMILES String: 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
• InChIKey: UCPDHOTYYDHPEN-CMLYIYFCSA-N

Beschreibung

Anwendung

(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.

Sicherheitshinweise

• Piktogramme: GHS05
• Signalwort: Danger
• H-Sätze: H318
• P-Sätze: P280 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Dam. 1
• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable