In 2010,Koivisto, Jari J.; Kumpulainen, Esa T. T.; Koskinen, Ari M. P. published 《Conformational ensembles of flexible β-turn mimetics in DMSO-d6》.Organic & Biomolecular Chemistry published the findings.Synthetic Route of C11H24N2O The information in the text is summarized as follows:
β-Turns play an important role in peptide and protein chem., biophysics, and bioinformatics. The aim of this research was to study short linear peptides that have a high propensity to form β-turn structures in solution In particular, we examined conformational ensembles of β-turn forming peptides with a general sequence CBz-L-Ala-L-Xaa-Gly-L-Ala-OtBu. These tetrapeptides, APGA, A(4R)MePGA, and A(4S)MePGA, incorporate proline, (4R)-methylproline, and (4S)-methylproline, resp., at the Xaa position. To determine the influence of the 4-Me substituted prolines on the β-turn populations, the NAMFIS (NMR anal. of mol. flexibility in solution) deconvolution anal. for these three peptides were performed in DMSO-d6 solution The NBO (natural bond orbital) method was employed to gain further insight into the results obtained from the NAMFIS anal. The emphasis in the NBO anal. was to characterize remote intramol. interactions that could influence the backbone-backbone interactions contributing to β-turn stability. NAMFIS results indicate that the enantiospecific incorporation of the Me substituent at the Cγ (C4) position of the proline residue can be used to selectively control the pyrrolidine ring puckering propensities and, consequently, the preferred ϕ,ψ angles associated with the proline residue in β-turn forming peptides. The NAMFIS analyses show that the presence of (4S)-methylproline in A(4S)MePGA considerably increased the type II β-turn population with respect to APGA and A(4R)MePGA. The NBO calculations suggest that this observation can be rationalized based on an n → π* interaction between the N-terminus alanine carbonyl oxygen and the proline carbonyl group. Several other interactions between remote orbitals in these peptides provide a more detailed explanation for the observed population distributions. In addition to this study using tert-Butyl N,N’-diisopropylcarbamimidate, there are many other studies that have used tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Synthetic Route of C11H24N2O) was used in this study.
tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Synthetic Route of C11H24N2O
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics