764701

2,5-Dioxo-1-pyrrolidinyl 5-[4-(1,2,4,5-tetrazin-3-yl)benzylamino]-5-oxopentanoate

≥90%

• Synonym(e): 5-Oxo-5-[[[4-(1,2,4,5-tetrazin-3-yl)phenyl]methyl]amino]pentanoic acid 2,5-dioxo-1-pyrrolidinyl ester, Benzylamino tetrazine N-hydroxysuccinimidyl ester, Benzylaminotetrazine-NHS, Bz-Tz-NHS
• Empirische Formel (Hill-System): C₁₈H₁₈N₆O₅
• CAS-Nummer: 1244040-64-9
• Molekulargewicht: 398.37
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 329767137
• NACRES: NA.22

Eigenschaften

• Assay: ≥90%
• Form: solid
• Eignung der Reaktion: reaction type: click chemistry; reagent type: linker
• Funktionelle Gruppe: NHS ester
• Lagertemp.: −20°C
• SMILES String: O=C(CCCC(ON1C(CCC1=O)=O)=O)NCC(C=C2)=CC=C2C3=NN=CN=N3
• InChI: 1S/C18H18N6O5/c25-14(2-1-3-17(28)29-24-15(26)8-9-16(24)27)19-10-12-4-6-13(7-5-12)18-22-20-11-21-23-18/h4-7,11H,1-3,8-10H2,(H,19,25)
• InChIKey: QDUUJWMNSUXICN-UHFFFAOYSA-N

Beschreibung

Anwendung

2,5-Dioxo-1-pyrrolidinyl 5-[4-(1,2,4,5-tetrazin-3-yl)benzylamino]-5-oxopentanoate may be used in the synthesis of Tz-PEG11-1,4,7-triazacyclononane-N,N,N-triacetate, a precursor for Al[¹⁸F]-NOTA-labeled tetrazine radio ligand useful in ¹⁸F-based pretargeted PET imaging system.

Succinimidyl ester functionalized tetrazine for inverse electron demand Diels-Alder cycloaddition reactions. Succinimidyl ester will react with amines for small molecule, biomolecule or surface modification. Tetrazine will react with strained alkenes such as transcyclooctene, norbornene and cyclopropene to yield a stable covalent linkage. Tetrazines have proven useful in bioorthogonal reactions for many biological imaging and bioconjugation applications.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H302
• Gefahreneinstufungen: Acute Tox. 4 Oral
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable