Huo, Yuantao published the artcileDelivering bioactive cyclic peptides that target Hsp90 as prodrugs, SDS of cas: 42074-68-0, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2019), 34(1), 728-739, database is CAplus and MEDLINE.
The most challenging issue facing peptide drug development is producing a mol. with optimal phys. properties while maintaining target binding affinity. Masking peptides with protecting groups that can be removed inside the cell, produces a cell-permeable peptide, which theor. can maintain its biol. activity. Described are series of prodrugs masked using: (a) O-alkyl, (b) N-alkyl, and (c) acetyl groups, and their binding affinity for Hsp90. Alkyl moieties increased compound permeability, Papp, from 3.3 to 5.6, however alkyls could not be removed by liver microsomes or in-vivo and their presence decreased target binding affinity (IC50 of ≥10μM). Thus, unlike small mols., peptide masking groups cannot be predictably removed; their removal is related to the 3-D conformation. O-acetyl groups were cleaved but are labile, increasing challenges during synthesis. Utilizing acetyl groups coupled with mono-methylated amines may decrease the polarity of a peptide, while maintaining binding affinity.
Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about 42074-68-0. 42074-68-0 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 2-Chlorotrityl chloride, and the molecular formula is C19H14Cl2, SDS of cas: 42074-68-0.
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https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics