1173918-61-0Relevant articles and documents
Sonogashira and "click" reactions for the N-terminal and side-chain functionalization of peptides with [Mn(CO)3(tpm)] +-based CO releasing molecules (tpm = tris(pyrazolyl)methane)
Pfeiffer, Hendrik,Rojas, Alfonso,Niesel, Johanna,Schatzschneider, Ulrich
, p. 4292 - 4298 (2009)
A recently identified photoactivatable CO releasing molecule (CORM) based on [Mn(CO)3(tpm)]+ was conjugated to functionalized amino acids and model peptides using the Pd-catalyzed Sonogashira cross-coupling and the alkyne-azide 1,3-dipolar cycloaddition ("Click reaction"). Both were found to be fully compatible with all functional groups present. The CORM-peptide conjugates were isolated in reasonable yield and high purity, as indicated by IR spectroscopy, ESI mass spectrometry and RP-HPLC. The myoglobin assay was used to demonstrate that they have CO release properties identical those of the parent compound. This work thus opens the way for a targeted delivery of CORMs to cellular systems.