919950

3-(([1,1′-Biphenyl]-4-ylmethyl)thio)-6-methyl-1,2,4,5-tetrazine

>98%

• Sinonimo/i: b-Tz, Minimal tetrazine
• Formula empirica (notazione di Hill): C₁₆H₁₄N₄S
• Numero CAS: 2378619-75-9
• Peso molecolare: 294.37
• Numero MDL: MFCD33021752
• Codice UNSPSC: 12352106
• NACRES: NA.22

Proprietà

• Livello qualitativo: 100
• Saggio: >98%
• Stato: powder
• Impiego in reazioni chimiche: reaction type: click chemistry
• Stringa SMILE: S(Cc2ccc(cc2)c3ccccc3)c1nnc(nn1)C
• InChI: YATUIOCNNCZRCH-UHFFFAOYSA-N

Descrizione

Applicazioni

3-(([1,1′-Biphenyl]-4-ylmethyl)thio)-6-methyl-1,2,4,5-tetrazine (b-Tz) is a minimal tetrazine derivative capable of undergoing [4+2] Diels-Alder cycloaddition reactions with strained alkenes, which makes it highly useful in bioorthogonal labeling and cell detection applications. Tetrazines are often incorporated into chemical probes or other small-molecule tools using linkers that may impact physicochemical properties or the performance of the resulting conjugate product. Here, Lambert et al demonstrated the linker-free incorporation of b-Tz via silver-mediated Liebeskind-Srogl cross-coupling with a variety of aryl and heteroaryl boronic acids. This ″minimal″ tetrazine approach will facilitate the introduction of tetrazine into diverse complex molecules and improved probes for live-cell imaging and in vivo chemistry.

Supporting products
PdCl₂(dppf): 697230
Ag₂O: 226831

Altre note

Installation of Minimal Tetrazines through Silver-Mediated Liebeskind-Srogl Coupling with Arylboronic Acids

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable