8.51200

DOTA-tris(tert-butyl ester)

Novabiochem^®

• Synonym(s): DOTA-tris(tert-butyl ester), Tri-tert-butyl 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetate
• Empirical Formula (Hill Notation): C₂₈H₅₂N₄O₈
• CAS Number: 137076-54-1
• Molecular Weight: 572.73
• MDL number: MFCD02259697
• UNSPSC Code: 12352108

Properties

• Quality Level: 200
• product line: Novabiochem^®
• form: powder
• reaction suitability: reagent type: fluorescent-labelling reagent
• manufacturer/tradename: Novabiochem^®
• mp: 88-93 °C
• application(s): peptide synthesis
• storage temp.: 2-8°C
• InChI: 1S/C28H52N4O8/c1-26(2,3)38-23(35)19-30-12-10-29(18-22(33)34)11-13-31(20-24(36)39-27(4,5)6)15-17-32(16-14-30)21-25(37)40-28(7,8)9/h10-21H2,1-9H3,(H,33,34)
• InChI key: RVUXZXMKYMSWOM-UHFFFAOYSA-N

Description

General description

The most convenient reagent for the labeling of a peptide with DOTA ^[1]. This reagent has good solubility in DMF and DCM, and its free carboxyl group can be easily activated using uronium or phosphonium coupling reagents, enabling it to be attached to peptide amino groups. Removal of the t-butyl ester groups from the DOTA occurs during the course of the TFA-mediated cleavage reaction. The progress of the reaction should be monitored as the cleavage of these esters is slow, owing to the proximity of the basic ring nitrogens.

Literature references

^[1] L. M. De León-Rodrýguez & Z. Kovacs (2008) Bioconjugate Chem, 19, 391.

Analysis Note

Colour (visual): white to grey
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (NMR): ≥ 95.0 %
Identity (NMR): passes test
NMR-spectrum: passes test

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_c: Not applicable