A photochemical C=C cleavage process: toward access to backbone N-formyl peptides

• Haopei Wang and
• Zachary T. Ball

Beilstein J. Org. Chem. 2021, 17, 2932–2938, doi:10.3762/bjoc.17.202

• contrast, photorelease systems based on C–C or C=C bond photocleavage are quite rare [14][15]. We recently reported a vinylogous analogue of this photo-deprotection process, which allowed photocleavage of alkenyl sp2 C–X bonds, rather than benzylic sp3 C–X cleavage [16][17]. We now report that further

Photoreversible stretching of a BAPTA chelator marshalling Ca²⁺-binding in aqueous media

• Aurélien Ducrot,
• Arnaud Tron,
• Robin Bofinger,
• Ingrid Sanz Beguer,
• Jean-Luc Pozzo and
• Nathan D. McClenaghan

Beilstein J. Org. Chem. 2019, 15, 2801–2811, doi:10.3762/bjoc.15.273

• μM, respectively). Reversible photoliberation/uptake leading to a variation of free calcium concentration in solution was detected using a fluorescent Ca2+ chemosensor. Keywords: azobenzene; BAPTA; calcium binding; photorelease; photoswitch; Introduction In terms of synthetic calcium binding

• photochemically active groups has been used to trigger the decrease of the ligand’s affinity for calcium ions leading to photorelease [12][13][14], and as such has proved an alternative to C–N-bond photocleavage [15][16]. A molecular prototype for the photodecaging of calcium was Nitr-5, where an electron

• wealth of successful variants for photodecaging calcium have been described including examples whose photochemical quantum yield approaches unity [18][19][20][21][22][23][24]. While photorelease of calcium can be efficiently achieved in micro-to-millimolar concentration and has led to new insights in

Photorelease of phosphates: Mild methods for protecting phosphate derivatives

• Sanjeewa N. Senadheera,
• Abraham L. Yousef and
• Richard S. Givens

Beilstein J. Org. Chem. 2014, 10, 2038–2054, doi:10.3762/bjoc.10.212

• considered to be kinetically much faster than ground state processes (most photorelease rates have sub μsec time constants), the use of time resolved lasers to activate PPGs offers much greater temporal resolution and more precise spatial control of the reaction variables in chemical processes, increasingly

• disfavoring photorelease. A summary of the most frequently encountered examples of caged phosphates is given in Table 4. The data are reported for DEP leaving groups, when available, since DEP has proven to be a commonly employed test leaving group for PPG comparisons. It is generally found that the DEP model

• in 1% aq MeCN. Quantum yields and conversions of 24 with and without Ar purging.a A comparison of photorelease from cages for diethyl phosphates. Chemical yields, quantum yields, efficiencies and complexity based on solvents and chromophores. Supporting Information Supporting Information File 394