Highly Enantiomeric Supramolecular [4 + 4] Photocyclodimerization of 2-Anthracenecarboxylate Mediated by Human Serum Albumin

Photoactive assemblies of organic compounds and biomolecules: drug–protein supramolecular systems

“…It is noteworthy, that the same enantiomer of anti-HH is preferentially formed in both albumins, while the antipodes are favoured in the case of syn-HT. [98][99][100][101]158 To expand the range of biomolecular hosts, the [4+4] photocyclodimerisation of ANC has been investigated in the presence of a molecular chaperone protein, the archaeal prefoldin from Pyrococcus horikoshii OT3 (PFD). 159 In the presence of PFD, Finally, the enantioselective 6 electrocyclisation of a family of photochromic bis-thienylethenes (BTE), namely 1,2-bis(2,5-dimethyl-3-thienyl)hexafluorocyclopentene (BTE-1), 1,2-bis(2-hydroxymethyl-5-methyl-3-thienyl)hexafluorocyclopentene (BTE-2) and 1,2-bis(5-hydroxymethyl-2-methyl-3-thienyl)hexafluorocyclopentene (BTE-3) has also been carried out inside HSA.…”

Supramolecular Photochirogenesis

“…In sharp contrast to the BSA case, the HSA -mediated photocyclodimerization of AC affords the HT dimers as major products in much better ee ' s of 82% and 90% for 5b and 5c , respectively, at 5 ° C, for which site 3 is deduced to be responsible. 40 …”

The Effect of Local Structural Disruption on the Yield of Photochemical Ligation between Anthracene-Oligonucleotide Conjugates

“…17,18 Although the yields of anthracene dimer formation in diluted solutions are generally low, the reactions proceed efficiently under particular conditions, such as in the cavity of cyclodextrin, because of the concentration effect in a microenvironment. [19][20][21] DNA should function as a good scaffolding to provide such a microenvironment if the system is designed carefully for close proximity and spatial alignment of the reaction partners.…”