S. S. Panda, A. A. Oliferenko, H. M. Marwani, A. R. Katritzky, “Effects of preorganization and hydrogen bonding on intramolecular chemical ligation of (N)-and (O)-acyl isopeptides”, Mendeleev Commun., 24:2 (2014), 75

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Mendeleev Communications, 2014, Volume 24, Issue 2, Pages 75–77
DOI: https://doi.org/10.1016/j.mencom.2014.03.002 (Mi mendc2476)

This article is cited in 4 scientific papers (total in 4 papers)

Communications

Effects of preorganization and hydrogen bonding on intramolecular chemical ligation of (N)-and (O)-acyl isopeptides

S. S. Panda^a, A. A. Oliferenko^a, H. M. Marwani^b, A. R. Katritzky^ab

^a Department of Chemistry, University of Florida, Gainesville, USA
^b Chemistry Department, King Abdulaziz University, Jeddah, Saudi Arabia

Full-text PDF (1281 kB) Citations (4)

DOI: https://doi.org/10.1016/j.mencom.2014.03.002

Graphic abstract: Effects of preorganization and hydrogen bonding on intramolecular chemical ligation of (<i>N</i>)-and (<i>O</i>)-acyl isopeptides

Abstract: The ease of intramolecular N-to N-and O-to N-acyl transfers in (N)-acyl isopeptides and (O)-acyl isopeptides was found to be governed by preorganization rationalized in terms of geometrical and energetic characteristics of the linear isopeptide backbone, which depends on the chain length. Intramolecular hydrogen bonding was found another important factor of reactivity able to stabilize the chemical ligation transition state.

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Document Type: Article

Language: English

Citation: S. S. Panda, A. A. Oliferenko, H. M. Marwani, A. R. Katritzky, “Effects of preorganization and hydrogen bonding on intramolecular chemical ligation of (N)-and (O)-acyl isopeptides”, Mendeleev Commun., 24:2 (2014), 75–77

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https://www.mathnet.ru/eng/mendc/v24/i2/p75

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