(E)-Cyclooct-4-enyl 2,5-dioxo-1-pyrrolidinyl carbonate

Empirical Formula (Hill Notation):	C13H17NO5
CAS Number:	1191901-33-3
Molecular Weight:	267.28
PubChem Substance ID:	329767127
NACRES:	NA.22

Кат. номер

764523-1MG

764523-5MG

764523-25MG

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.
(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.
Packaging
1, 5, 25 mg in amber glass bottle

Quality Level	100,
reaction suitability	reaction type: click chemistry
mp	90-105 °C
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

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable