Skip to Content
Merck
All Photos(3)

Key Documents

919950

Sigma-Aldrich

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

>98%

Synonym(s):

b-Tz, Minimal tetrazine

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C16H14N4S
CAS Number:
Molecular Weight:
294.37
UNSPSC Code:
12352106
NACRES:
NA.22

Quality Level

Assay

>98%

form

powder

reaction suitability

reaction type: click chemistry

Application

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

William D Lambert et al.
Journal of the American Chemical Society, 141(43), 17068-17074 (2019-10-12)
Described is a general method for the installation of a minimal 6-methyltetrazin-3-yl group via the first example of a Ag-mediated Liebeskind-Srogl cross-coupling. The attachment of bioorthogonal tetrazines on complex molecules typically relies on linkers that can negatively impact the physiochemical

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service