Conformational landscape of substituted prolines

HK Ganguly, G Basu - Biophysical Reviews, 2020 - Springer
The cyclic side chain of the amino acid proline confers unique conformational restraints on
its backbone and side chain dihedral angles. This affects two equilibria—one at the …

Fluorinated prolines as conformational tools and reporters for peptide and protein chemistry

SJM Verhoork, PM Killoran, CR Coxon - Biochemistry, 2018 - ACS Publications
Amide bonds at the proline nitrogen are particularly susceptible to rotation, affording cis and
trans isomers. Installation of a stereochemically defined electron-withdrawing fluorine atom …

Epitope mapping of Rhi o 1 and generation of a hypoallergenic variant: a candidate molecule for fungal allergy vaccines

G Sircar, K Jana, A Dasgupta, S Saha… - Journal of Biological …, 2016 - ASBMB
Efficacy of allergen-specific immunotherapy is often severely impaired by detrimental IgE-
mediated side effects of native allergen during vaccination. Here, we present the molecular …

Understanding the anomaly of cis–trans isomerism in Pro-His sequence

SK Gupta, S Banerjee, EN Prabhakaran - Bioorganic & Medicinal Chemistry …, 2022 - Elsevier
The anomalous absence of cisPro stabilizing C α H α Xaa··· π Aro interactions at Xaa-Pro-
Aro exclusively when Aro is His, is understood by NMR structural analyses of model …

Tunable control of polyproline helix (PPII) structure via aromatic electronic effects: an electronic switch of polyproline helix

AK Pandey, KM Thomas, CR Forbes, NJ Zondlo - Biochemistry, 2014 - ACS Publications
Aromatic rings exhibit defined interactions via the unique aromatic π face. Aromatic amino
acids interact favorably with proline residues via both the hydrophobic effect and aromatic …

van der Waals interactions to control amide cis–trans isomerism

SK Gupta, S Banerjee, EN Prabhakaran - New Journal of Chemistry, 2022 - pubs.rsc.org
We discover the presence of local van der Waals (vdW) interactions at the cis amide bond in
crystals of isobutyroyl–Pro–Val–OMe. By expanding this interaction volume, we demonstrate …

[PDF][PDF] Serine-404 Phosphorylation and the R406W Modification in Tau Stabilize the cis-Proline Amide Bond, via Phosphoserine-Proline C–H/O and Proline-Aromatic …

HK Ganguly, MB Elbaum, NJ Zondlo - Interactions. ChemRxiv, 2023 - chemrxiv.org
Tau misfolding, oligomerization, and aggregation are central to the pathology of Alzheimer's
disease (AD), chronic traumatic encephalopathy (CTE), frontotemporal dementia, and other …

Identification and biochemical characterization of Asp t 36, a new fungal allergen from Aspergillus terreus

B Karmakar, B Saha, K Jana… - Journal Of Biological …, 2020 - ASBMB
Aspergillus terreus is an allergenic fungus, in addition to causing infections in both humans
and plants. However, the allergens in this fungus are still unknown, limiting the development …

Miniature β-Hairpin Mimetic by Intramolecular Hydrogen Bond and C–H··· π Interactions

SK Nandi, R Sarkar, A Jaiswar, S Roy, D Haldar - ACS omega, 2022 - ACS Publications
Canonically, protein β-hairpin motifs are stabilized by intramolecular hydrogen bonds. Here,
we attempt to develop a rational design recipe for a miniature hairpin structure stabilized by …

Synthesis and Conformational Analysis of Hybrid α/β‐Dipeptides Incorporating S‐Glycosyl‐β2,2‐Amino Acids

I García‐González, L Mata, F Corzana… - … A European Journal, 2015 - Wiley Online Library
We synthesized and carried out the conformational analysis of several hybrid dipeptides
consisting of an α‐amino acid attached to a quaternary glyco‐β‐amino acid. In particular, we …