764396
(E)-Cyclooct-4-enol
Synonym(s):
(4E)-4-Cycloocten-1-ol, trans-Cyclooctenol, TCO-OH, rel-(1R,4E,pR)-Cyclooct-4-enol
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About This Item
Empirical Formula (Hill Notation):
C8H14O
CAS Number:
Molecular Weight:
126.20
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22
Form:
liquid
form
liquid
Quality Segment
reaction suitability
reaction type: click chemistry, reagent type: linker
technique(s)
targeted protein degradation: suitable
functional group
hydroxyl
storage temp.
−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
InChI key
UCPDHOTYYDHPEN-CMLYIYFCSA-N
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.
Signal Word
Danger
Hazard Codes
Precautionary Statements
Hazard Classifications
Eye Dam. 1
Storage Class
10 - Combustible liquids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
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