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About This Item
Empirical Formula (Hill Notation):
C13H17NO5
CAS Number:
Molecular Weight:
267.28
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22
Form:
solid
form
solid
Quality Segment
reaction suitability
reaction type: click chemistry, reagent type: linker
technique(s)
targeted protein degradation: suitable
mp
90-105 °C
functional group
NHS ester
storage temp.
−20°C
SMILES string
O=C(ON1C(CCC1=O)=O)O[C@@H]2CC/C=C/CCC2
InChI
1S/C13H17NO5/c15-11-8-9-12(16)14(11)19-13(17)18-10-6-4-2-1-3-5-7-10/h1-2,10H,3-9H2/b2-1+/t10-/m1/s1
InChI key
OUGQJOKGFAIFAQ-TXXBHVLJSA-N
Application
(E)-Cyclooct-4-enyl 2,5-dioxo-1-pyrrolidinyl carbonate may be used in the synthesis of vancomycin-TCO that can bind to the cell wall of gram-positive bacteria, which can subsequently react with tetrazine (Tz) decorated magneto-fluorescent nanoparticles orthogonally. This bioorthogonal labeling method is useful for the detection of gram-positive bacteria.
Succinimidyl carbonate/NHS functionalized cyclooctene derivative for incorporation of the cyclooctene moiety into amine containing compounds or biomolecules. 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.
Storage Class
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
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