101257-19-6Relevant articles and documents
Development of Bioreduction Labile Protecting Groups for the 2′-Hydroxyl Group of RNA
Nakamura, Kodai,Ono, Akira,Saneyoshi, Hisao,Terasawa, Kazuma
, (2020)
Protection and deprotection of the 2′-hydroxyl group of RNAs are critical for RNA-based drug discovery. This paper reports development of a bioreduction labile protecting group of the 2′-hydroxyl group in RNA. After the reduction of the nitro group in a c
Bis-TEGylated poly(p-benzamide)s: Combining organosolubility with shape persistence
Schulze, Maren,Michen, Benjamin,Fink, Alke,Kilbinger, Andreas F. M.
, p. 5520 - 5530 (2013/08/23)
The synthesis of perfectly planar, bis-substituted aromatic polyamides is reported herein. With highly flexible triethylene glycol chains attached and conformational restriction through intramolecular, bifurcated hydrogen bonds these are among the most shape-persistent yet organo-soluble polymers to date. Starting from 4-nitrosalicylic acid, our group developed a route to phenyl-2,5-bis-TEGylated aminobenzoate, which could be polymerized by addition of lithium bis(trimethylsilyl)amide (LiHMDS). Since this technique has not been applied to step-growth polycondensations of polyaramides so far, the influence of two different solvents and an N-protective group was investigated. Therefore, substituted phenyl aminobenzoate derivatives carrying a free amine or an N-protective group have been polymerized. Additionally, the tendency for self-assembly of the readily soluble bis-TEGylated poly(p-benzamide) was observed by transmission electron microscopy (TEM) in the dried state. Dynamic light scattering (DLS) measurements of chloroform solutions did not indicate the formation of aggregates. Thus, intermolecular interactions, which other aromatic polyamides typically exhibit, are prevented. The access to bis-substituted, entirely rigid poly(p-benzamide)s via this new polycondensation method paves the way for exciting new structures in materials science and supramolecular chemistry.
Novel amphiphilic α-helix mimetics based on a bis-benzamide scaffold
Marimgantl, Srinivasa,Cheemala, Murthy N.,Ahn, Jung-Mo
supporting information; experimental part, p. 4418 - 4421 (2009/12/24)
To mimic amphophilic a-helices, a new scaffold was designed based on a bis-benzamide that places four side-chain functional groups found at the i, i+2, i+5, and i+7 positions of a helix. Its two hydrogen bonds fix the conformation and provide accurate bif
