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.