Skip to search boxSkip to navigationSkip to main content

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

  • Center for Heterocyclic Compounds
    ,
  • University of Florida
Scholary Output:
Contribution to journal
Article
Peer-review

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.

Publication Information

Output type

Scholary Output:
Contribution to journal
Article
Peer-review

Original language

English (US)

Pages from-to (Number of pages)

Pages 75-77 (3 pages)

Journal (Volume, Issue Number)

Mendeleev Communications (Volume 24, Issue 2)

Publication milestones

  • Published - 2014

Publication status

Published - 2014

ISSN

0959-9436

Publication IDs

  • Scopus: 84896962749
  • ORCID: /0000-0003-3668-104X/work/67683984

Publication metrics

Metrics

Scopus
citations
Fractional count
1
Fractional count
1
Fractional count
1
Fractional count
1
SciVal
FWCI
0.17
SciVal
Author count
4
SciVal
citations
3
SciVal
Paper percentile
46

PlumX, opens in new tab

Citation count
4
Captures
5

Funding Details

We thank the University of Florida and the Kenan Foundation for financial support. This paper was also funded by the Deanship of Scientific Research (DSR), King Abdulaziz University, Jeddah, under Grant no. (24-3-1432/HiCi). The authors, therefore, acknowledge with thanks DSR technical and financial support. We also thank Dr. C. D. Hall for helpful suggestions.
FundersFunding number
Kenan Foundation
-
UF
-
KAU
24-3-1432/HiCi
Deanship of Scientific Research, King Saud University
-