161776-56-3

Basic information

• Product Name: 1,4,7,10-tetraaza-N-(1-carboxy-3-(4-nitrophenyl)propyl)-N',N'',N'''-tris(acetic acid)cyclododecane
• Synonyms: 1,4,7,10-tetraaza-N-(1-carboxy-3-(4-nitrophenyl)propyl)-N',N'',N'''-tris(acetic acid)cyclododecane
• CAS NO: 161776-56-3
• Molecular Weight: 553.569
• Mol File: 161776-56-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1,4,7,10-tetraaza-N-(1-carboxy-3-(4-nitrophenyl)propyl)-N',N'',N'''-tris(acetic acid)cyclododecane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4,7,10-tetraaza-N-(1-carboxy-3-(4-nitrophenyl)propyl)-N',N'',N'''-tris(acetic acid)cyclododecane(161776-56-3)
• EPA Substance Registry System: 1,4,7,10-tetraaza-N-(1-carboxy-3-(4-nitrophenyl)propyl)-N',N'',N'''-tris(acetic acid)cyclododecane(161776-56-3)

Safety Data

• Hazardous Substances Data: 161776-56-3(Hazardous Substances Data)

Upstream product

• 117017-02-4 (1,1-dimethyl)ethyl 2-bromo-4-(4-nitrophenyl)butanoate 
• 122555-91-3 1,4,7-tris-tert-butoxycarbonylmethyl-1,4,7,10-tetraazacyclododecane 
• 130707-80-1 d,l-2-bromo-4-(4-nitrophenyl)butanoic acid methyl ester 
• 259088-63-6 1,4,7,10-tetraaza-N-(1-carbomethoxy-3-(4-nitrophenyl)propyl)-N',N'',N'''-tris(acetic acid, ethyl ester)cyclododecane 

Downstream Products

• 130707-75-4 α-[2-(4-aminophenyl)ethyl]-1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid 

Relevant articles and documents

Synthesis and characterization of a biotinylated multivalent targeted contrast agent

A new bimodal and multivalent dendritic contrast agent (CA) that targets the protein avidin was prepared and characterized. The tripartite lysine core was used to link the ligand biotin, the fluorescent dye, and the dendron carrying GdDOTA (DOTA=1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid) chelates for amplification of the magnetic resonance imaging (MRI) signal. The longitudinal relaxivity of this dendrimeric CA was greater than those of its GdDOTA chelate and most of the common commercial agents at the investigated high magnetic field (7 T). The capacity of the dendrimeric CA to bind to the target protein was confirmed by fluorescence measurements upon its treatment with NeutrAvidin-agarose gel or NeutrAvidin-coated microspheres and the results were compared with those of its monomeric analogue. The fluorescence intensity of monomer-treated targets was found to be greater than that from those treated with dendrimeric CA; however, a several-fold increase in the MRI signal was observed on the same samples treated with the dendrimeric CA. The inductively coupled plasma mass spectrometry analysis of the digested samples indicated somewhat higher Gd3+ content and hence slightly better binding of monomeric versus dendrimeric CA. This bimodal and multivalent targeted probe opens an avenue for the preparation of new nanosized CAs that allow high-resolution MRI of various targets, such as cellular receptors or specific cellular populations. Target and amplify: A nanosized target-specific bimodal and multivalent contrast agent (CA) has been prepared and characterized. This dendrimeric CA bears the ligand biotin and allows dual modal readout by means of magnetic resonance and optical imaging techniques. The demonstrated specific binding to avidin-coated agarose gels and microspheres (see figure) opens new perspectives for high-affinity and high-resolution MRI of various cellular targets.