PMID: 9440046Jan 24, 1998Paper

X-ray structures of aza-proline-containing peptides

The Journal of Peptide Research : Official Journal of the American Peptide Society
C DidierjeanG Boussard

Abstract

The aza-analogue of proline (AzPro) contains a nitrogen atom in place of the CH alpha of the cognate residue. The resolution of the crystal structures of seven AzPro-containing peptides, presenting a set of ten AzPro motifs, reveals the structural properties of this particular aza-residue. Because of sterical hindrances, both nitrogen atoms are out of planarity, and the reduced electronic conjugation in the two AzPro-adjacent amide groups probably explains the longer amide bond distances and the weak proton-accepting character of the two pyrazolidine nitrogens. The absolute configuration of both AzPro nitrogens depends on the chemical nature of the sequence. In all cases, the AzPro residue assumes the same intrinsic three-dimensional structure and presents folding tendencies opposed to those induced by proline.

References

Mar 30, 1978·Biochemical and Biophysical Research Communications·A S DuttaA L Walpole
Aug 15, 1977·Life Sciences·A S DuttaM T Turnbull
Mar 20, 1991·Journal of Molecular Biology·M W MacArthur, J M Thornton
Jul 5, 1990·Journal of Molecular Biology·D E StewartJ E Wampler
Jan 1, 1985·Advances in Protein Chemistry·G D RoseJ A Smith
Jul 31, 1984·Biochemical and Biophysical Research Communications·W J GreenleeT C Vassil
Jul 1, 1984·International Journal of Peptide and Protein Research·T L HoB H Vickery
Jan 1, 1996·Biopolymers·M Marraud, A Aubry
May 1, 1995·Journal of Peptide Science : an Official Publication of the European Peptide Society·J GanteW Hiller
Jun 1, 1997·The Journal of Peptide Research : Official Journal of the American Peptide Society·F AndréM Marraud

❮ Previous
Next ❯

Citations

Dec 4, 2003·Journal of Computational Chemistry·Ho-Jin LeeChang-Ju Yoon
Mar 15, 2014·Chemical Society Reviews·Ilker AvanAlan R Katritzky
Jul 28, 2015·Angewandte Chemie·Yitao ZhangDavid M Chenoweth
Dec 17, 2005·Biopolymers·Ye Che, Garland R Marshall
Feb 5, 2010·Journal of Peptide Science : an Official Publication of the European Peptide Society·Reda Mhidia, Oleg Melnyk
Aug 26, 1998·The Journal of Peptide Research : Official Journal of the American Peptide Society·M ZouikriG Boussard
Mar 20, 2014·Bioconjugate Chemistry·Oleg MelnykPatricia Melnyk
Mar 14, 2002·Journal of the American Chemical Society·Liliane Halab, William D Lubell
Oct 3, 2002·Journal of the American Chemical Society·Ho-Jin LeeKang-Bong Lee
Apr 19, 2007·The Journal of Physical Chemistry. B·Young Kee Kang, Byung Jin Byun

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.

© 2021 Meta ULC. All rights reserved