Cat#: CCR-0101
5-[4-(1,2,4,5-Tetrazin-3-yl)benzylamino]-5-oxopentanoic acid
Synonyms (s): 5-Oxo-5-[[[4-(1,2,4,5-tetrazin-3-yl)phenyl]methyl]amino]pentanoic acid, Benzylamino tetrazine acid, Bz-Tz-acid
Empirical Formula (Hill Notation): C14H15N5O3
Size: 10 mg; 25 mg
Product Introduction
| Molecular Weight | 301.30 |
| NACRES | NA.22 |
| CAS Number | 1225146-53-1 |
| MDL Number | MFCD23098727 |
| PubChem Substance ID | 329767124 |
| Assay | 97% |
| Form | Solid |
| Reaction Suitability | Reaction type: click chemistry |
| 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) |
| InChI key | KWNYIZNORNUUJQ-UHFFFAOYSA-N |
| Storage Temp. | -20 °C |
Application
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.
Safety Information
| Signal Word | Warning |
| Target Organs | Respiratory system |
| Hazard Classifications | H302 - H315 - H319 - H335 |
| Storage Class Code | 11 - Combustible Solids |
| WGK | WGK 3 |
For research use only. Not for clinical use.