22281-11-4Relevant academic research and scientific papers
Controlled proliferation and screening of mammalian cells on a hydrogel-functionalized small molecule microarray
Zhu, Biwei,Jiang, Bo,Na, Zhenkun,Yao, Shao Q.
, p. 10431 - 10434 (2015/06/25)
A hydrogel-functionalized small molecule microarray has been developed, on which PC-3 cancer cells were selectively grown. Subsequent controlled release of immobilized bioactive compounds enabled cell-based screening to be directly carried out on this pla
Synthesis of cyclic peptides through ring-closing metathesis of photolabile protecting groups
Hoffmann, Judith,Kazmaier, Uli
, p. 411 - 420 (2015/02/19)
The new photolabile protecting groups 4-allyl-5-methoxy-3-nitrobenzyl (AMNB) and 4-allyl-5-methoxy-3-nitrobenzyloxycarbonyl (AMNBOC) with an allylic side chain can easily be obtained from vanillin. These protecting groups can be introduced on the C- as well as on the N-terminus of peptides, and subsequent ring-closing metatheses provides a straightforward protocol for the synthesis of cyclic peptides. The protecting groups can be removed under UVA irradiation (365 nm).
A Straightforward Approach towards Cyclic Photoactivatable Tubulysin Derivatives
Hoffmann, Judith,Kazmaier, Uli
supporting information, p. 11356 - 11360 (2016/02/18)
The development of a new photolabile protecting group containing an additional allyl functionality allows the synthesis of cyclic photoactivatable natural products. Cyclization occurs between the allyl moiety in the protecting group and a second double bond in the target molecule by means of ring-closing metathesis. Cyclization should increase the metabolic stability towards proteases. On the other hand, the conformational change should cause diminished biological activity. As illustrated for tubulysin derivatives, cyclic and photoactivatable drug candidates can easily be obtained in only two steps from simple building blocks through Ugi reaction and ring-closing metathesis. The photolabile protecting group is introduced by means of the isocyanide component during the Ugi reaction.
