Rational Design of Chiral Nanohelices from Self-Assembly of Meso-tetrakis (4-Carboxyphenyl) Porphyrin-Amino Acid Conjugates

We report for the very first time self-assembly of Cysteine and Methionine to discrenible strucutres under neutral condition. To get insights into the structure formation, thioflavin T and Congo red binding assays were done which revealed that aggregates may not have amyloid like characteristics. The nature of interactions which lead to such self-assemblies was purported by coincubating assemblies in urea and mercaptoethanol. Further interaction of aggregates with short amyloidogenic dipeptide diphenylalanine (FF) was assessed. While cysteine aggregates completely disrupted FF fibres, methionine albeit triggered fibrillation. The cytotoxicity assays of cysteine and methionine structures were performed on Human Neuroblastoma IMR-32 cells which suggested that aggregates are not cytotoxic in nature and thus, may not have amyloid like etiology. The results presented in the manuscript are striking, since to the best of our knowledge,this is the first report which demonstrates that even non-aromatic amino acids (cysteine and methionine) can undergo spontaneous self-assembly to form ordered aggregates.

Download Full-text

Fluoroquinolone-3-carboxamide Amino Acid Conjugates: Synthesis, Antibacterial Properties And Molecular Modeling Studies

Medicinal Chemistry ◽

10.2174/1573406415666190904143852 ◽

2020 ◽

Vol 17 (1) ◽

pp. 71-84

Author(s):

Riham M. Bokhtia ◽

Siva S. Panda ◽

Adel S. Girgis ◽

Hitesh H. Honkanadavar ◽

Tarek S. Ibrahim ◽

...

Keyword(s):

Experimental Data ◽

Antibacterial Activity ◽

Amino Acid ◽

Bacterial Infections ◽

Antibacterial Agents ◽

Antibacterial Properties ◽

Computational Studies ◽

Protecting Group ◽

Amino Acid Conjugates ◽

Molecular Modeling Studies

Background: Bacterial infections are considered as one of the major global health threats, so it is very essential to design and develop new antibacterial agents to overcome the drawbacks of existing antibacterial agents. Method: The aim of this work is to synthesize a series of new fluoroquinolone-3-carboxamide amino acid conjugates by molecular hybridization. We utilized benzotriazole chemistry to synthesize the desired hybrid conjugates. Result: All the conjugates were synthesized in good yields, characterized, evaluated for their antibacterial activity. The compounds were screened for their antibacterial activity using methods adapted from the Clinical and Laboratory Standards Institute. Synthesized conjugates were tested for activity against medically relevant pathogens; Escherichia coli (ATCC 25922), Pseudomonas aeruginosa (ATCC 27856) Staphylococcus aureus (ATCC 25923) and Enterococcus faecalis (ATCC 19433). Conclusion: The observed antibacterial experimental data indicates the selectivity of our synthesized conjugates against E.Coli. The protecting group on amino acids decreases the antibacterial activity. The synthesized conjugates are non-toxic to the normal cell lines. The experimental data were supported by computational studies.

Download Full-text

Self-assembling behaviour of a modified aromatic amino acid in competitive medium

Soft Matter ◽

10.1039/d0sm00584c ◽

2020 ◽

Vol 16 (28) ◽

pp. 6599-6607 ◽

Cited By ~ 1

Author(s):

Pijush Singh ◽

Souvik Misra ◽

Nayim Sepay ◽

Sanjoy Mondal ◽

Debes Ray ◽

...

Keyword(s):

Amino Acid ◽

Self Assembly ◽

Aromatic Amino Acid ◽

Photophysical Properties ◽

Solvent Mixture ◽

The Self ◽

Solvent Ratio ◽

Self Assembling

The self-assembly and photophysical properties of 4-nitrophenylalanine (4NP) are changed with the alteration of solvent and final self-assembly state of 4NP in competitive solvent mixture and are dictated by the solvent ratio.

Download Full-text

Synergetic integration of computer-aided design, experimental synthesis, and self-assembly for the rational design of peptide/protein nanofibrils

Artificial Protein and Peptide Nanofibers ◽

10.1016/b978-0-08-102850-6.00010-3 ◽

2020 ◽

pp. 219-239

Author(s):

Ke Zheng ◽

Jing Ren ◽

Yawen Liu ◽

Shengjie Ling

Keyword(s):

Self Assembly ◽

Computer Aided Design ◽

Rational Design ◽

Computer Aided ◽

Aided Design

Download Full-text

Unique Functional Materials Derived from β-Amino Acid Oligomers

Australian Journal of Chemistry ◽

10.1071/ch16511 ◽

2017 ◽

Vol 70 (2) ◽

pp. 126 ◽

Cited By ~ 4

Author(s):

Mark P. Del Borgo ◽

Ketav Kulkarni ◽

Marie-Isabel Aguilar

Keyword(s):

Amino Acid ◽

Drug Design ◽

Self Assembly ◽

Functional Materials ◽

Bioactive Molecules ◽

Peptide Drug ◽

New Materials ◽

Amino Acid Oligomers

The unique structures formed by β-amino acid oligomers, or β-peptide foldamers, have been studied for almost two decades, which has led to the discovery of several distinctive structures and bioactive molecules. Recently, this area of research has expanded from conventional peptide drug design to the formation of assemblies and nanomaterials by peptide self-assembly. The unique structures formed by β-peptides give rise to a set of new materials with altered properties that differ from conventional peptide-based materials; such new materials may be useful in several bio- and nanomaterial applications.

Download Full-text

Self-assembly of cyclic homo- and hetero-β-peptides with cis- furanoid sugar amino acid and β-hGly as building blocks

Chemical Communications ◽

10.1039/b610858j ◽

2006 ◽

pp. 4847-4849 ◽

Cited By ~ 34

Author(s):

Bulusu Jagannadh ◽

Marepally Srinivasa Reddy ◽

Chennamaneni Lohitha Rao ◽

Anabathula Prabhakar ◽

Bharatam Jagadeesh ◽

...

Keyword(s):

Amino Acid ◽

Self Assembly ◽

Building Blocks

Download Full-text

Engineering two mutants of cDNA-encoding G2 subunit of soybean glycinin capable of self-assembly in vitro and rich in methionine

Biologia ◽

10.2478/s11756-007-0097-1 ◽

2007 ◽

Vol 62 (4) ◽

Author(s):

Reda Sammour

Keyword(s):

Amino Acid ◽

Self Assembly ◽

Seed Quality ◽

Amino Acid Residues ◽

Methionine Residues

AbstractThe main goal of this work was to make the cDNA-encoding subunit G2 of soybean glycinin, capable of self-assembly in vitro and rich in methionine residues. Two mutants (pSP65/G4SacG2 and pSP65/G4SacG2HG4) were therefore constructed. The constructed mutants were successfully assembled in vitro into oligomers similar to those occurred in the seed. The successful self-assembly was due to the introduction of Sac fragment of Gy4 (the codons of the first 21 amino acid residues), which reported to be the key element in self-assembly into trimers. The mutant pSP65/G4SacG2HG4 included the acidic chain of Gy4 (HG4), which was previously molecularly modified to have three methionine residues. This mutant will be useful in the efforts to improve the seed quality.

Download Full-text