121616-41-9Relevant academic research and scientific papers
Synthesis and Conformational Analysis of Epindolidione-Derived Peptide Models for β-Sheet Formation
Kemp, D. S.,Bowen, Benjamin R.,Muendel, Christopher C.
, p. 4650 - 4657 (2007/10/02)
Synthesis of 2,8-diaminoepindolidione (2,8-diaminodibenzonaphthyridine-6,12(5,11H)-dione) in 19percent yield from p-nitroaniline is reported, as well as further conversion to 2,8-bis(Boc-L-Pro-Xxx)epindolidione (Xxx=Gly, D-Ala) and then to 2,8-bis(OC(Yyy-Zzz-NMe2)-L-Pro-Xxx)epindolidione (Yyy=Gly, L-Ala, D-Ala; Zzz=Gly, L-Phe, D-Phe).The β-turn-forming tendencies of the series 2,8-bis(X-L-Pro-D-Ala)epindolidione, where X=Ac, Boc, and COGlyOEt, are assigned from 1H NMR evidence.
SYNTHESIS OF PEPTIDE-FUNCTIONALIZED DIACYLAMINOEPINDOLIDIONES AS TEMPLATES FOR β-SHEET FORMATION
Kemp, D.S.,Bowen, Benjamin R.
, p. 5077 - 5080 (2007/10/02)
Bis 2,8--epindolidione 1 has been synthesized in nine steps from dimethyl dihydroxyfumarate and p-nitroaniline.Design principles leading to the choice of 1 as a model for studying the folding of β-pleated sheets
