764493

5-[4-(1,2,4,5-Tetrazin-3-yl)benzylamino]-5-oxopentanoic acid

97%

• Synonym(e): 5-Oxo-5-[[[4-(1,2,4,5-tetrazin-3-yl)phenyl]methyl]amino]pentanoic acid, Benzylamino tetrazine acid, Bz-Tz-acid
• Empirische Formel (Hill-System): C₁₄H₁₅N₅O₃
• CAS-Nummer: 1225146-53-1
• Molekulargewicht: 301.30
• MDL-Nummer: MFCD23098727
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 329767124
• NACRES: NA.22

Eigenschaften

• Assay: 97%
• Form: solid
• Eignung der Reaktion: reaction type: click chemistry; reagent type: linker
• mp (Schmelzpunkt): 163-170 °C (decomposition)
• Funktionelle Gruppe: carboxylic acid
• Lagertemp.: −20°C
• SMILES String: OC(CCCC(NCC(C=C1)=CC=C1C2=NN=CN=N2)=O)=O
• InChI: 1S/C14H15N5O3/c20-12(2-1-3-13(21)22)15-8-10-4-6-11(7-5-10)14-18-16-9-17-19-14/h4-7,9H,1-3,8H2,(H,15,20)(H,21,22)
• InChIKey: KWNYIZNORNUUJQ-UHFFFAOYSA-N

Beschreibung

Anwendung

5-[4-(1,2,4,5-Tetrazin-3-yl)benzylamino]-5-oxopentanoic acid may be used in the synthesis of a PEG-tetrazine (PEG-Tz) macromer via acid-amine conjugation. This macromer can undergo click reaction with norbornene-functionalized peptides to form hydrogels that is useful for 3D cell culture.

Acid functionalized tetrazine for inverse electron demand Diels-Alder cycloaddition reactions. The 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,H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable