scholarly journals Self-Supporting Hydrogels Based on Fmoc-Derivatized Cationic Hexapeptides for Potential Biomedical Applications

Biomedicines ◽  
2021 ◽  
Vol 9 (6) ◽  
pp. 678
Author(s):  
Carlo Diaferia ◽  
Elisabetta Rosa ◽  
Enrico Gallo ◽  
Giovanni Smaldone ◽  
Mariano Stornaiuolo ◽  
...  

Peptide-based hydrogels (PHGs) are biocompatible materials suitable for biological, biomedical, and biotechnological applications, such as drug delivery and diagnostic tools for imaging. Recently, a novel class of synthetic hydrogel-forming amphiphilic cationic peptides (referred to as series K), containing an aliphatic region and a Lys residue, was proposed as a scaffold for bioprinting applications. Here, we report the synthesis of six analogues of the series K, in which the acetyl group at the N-terminus is replaced by aromatic portions, such as the Fmoc protecting group or the Fmoc-FF hydrogelator. The tendency of all peptides to self-assemble and to gel in aqueous solution was investigated using a set of biophysical techniques. The structural characterization pointed out that only the Fmoc-derivatives of series K keep their capability to gel. Among them, Fmoc-K3 hydrogel, which is the more rigid one (G’ = 2526 Pa), acts as potential material for tissue engineering, fully supporting cell adhesion, survival, and duplication. These results describe a gelification process, allowed only by the correct balancing among aggregation forces within the peptide sequences (e.g., van der Waals, hydrogen bonding, and π–π stacking).

2005 ◽  
Vol 70 (12) ◽  
pp. 2075-2085 ◽  
Author(s):  
Jiří Kroutil ◽  
Klára Jeništová

Aziridine ring cleavage reactions of five N-nosylepimines (2-6) having D-talo, D-galacto, D-manno, and D-allo configurations with potassium hydrogendifluoride under various reaction conditions have been performed. The cleavage regioselectively afforded diaxial isomers of vicinal amino-fluoro derivatives of 1,6-anhydro-β-D-gluco- and mannopyranose 7-11 in 51-94% yields. Removal of 2-nitrobenzenesulfonyl protecting group with benzenethiol has been attempted in the case of compound 10.


2021 ◽  
Author(s):  
Jie Liu ◽  
Jun Huang ◽  
Peikun Xin ◽  
Guiting Liu ◽  
Jun Wu

Spurred by the structure, metabolism, and derivatives of methionine, this review systematically summarizes its recent progress in functional modification, cancer treatment, liver disease therapy.


ChemInform ◽  
2010 ◽  
Vol 31 (16) ◽  
pp. no-no
Author(s):  
Antonella Leggio ◽  
Angelo Liguori ◽  
Anna Napoli ◽  
Carlo Siciliano ◽  
Giovanni Sindona

2021 ◽  
Author(s):  
Marlene Lúcio ◽  
Eduarda Fernandes ◽  
Hugo Gonçalves ◽  
Sofia Machado ◽  
Andreia C. Gomes ◽  
...  

Since its revolutionary discovery in 2004, graphene— a two-dimensional (2D) nanomaterial consisting of single-layer carbon atoms packed in a honeycomb lattice— was thoroughly discussed for a broad variety of applications including quantum physics, nanoelectronics, energy efficiency, and catalysis. Graphene and graphene-based nanomaterials (GBNs) have also captivated the interest of researchers for innovative biomedical applications since the first publication on the use of graphene as a nanocarrier for the delivery of anticancer drugs in 2008. Today, GBNs have evolved into hybrid combinations of graphene and other elements (e.g., drugs or other bioactive compounds, polymers, lipids, and nanoparticles). In the context of developing theranostic (therapeutic + diagnostic) tools, which combine multiple therapies with imaging strategies to track the distribution of therapeutic agents in the body, the multipurpose character of the GBNs hybrid systems has been further explored. Because each therapy and imaging strategy has inherent advantages and disadvantages, a mixture of complementary strategies is interesting as it will result in a synergistic theranostic effect. The flexibility of GBNs cannot be limited to their biomedical applications and, these nanosystems emerge as a viable choice for an indirect effect on health by their future use as environmental cleaners. Indeed, GBNs can be used in bioremediation approaches alone or combined with other techniques such as phytoremediation. In summary, without ignoring the difficulties that GBNs still present before being deemed translatable to clinical and environmental applications, the purpose of this chapter is to provide an overview of the remarkable potential of GBNs on health by presenting examples of their versatility as nanotools for theranostics and bioremediation.


1986 ◽  
Vol 39 (11) ◽  
pp. 1747 ◽  
Author(s):  
AJ Liepa ◽  
AJ Liepa ◽  
TC Morton ◽  
TC Morton

Convenient preparations of synthetically useful acetals, a dithioacetal and an oxathiolan from the 2-acyl derivatives of 2-hydroxyaryl aldehydes under basic conditions are described. The mildness of the reaction conditions is illustrated by the formation of an ethoxycarbonyl -substituted dioxolan . The reaction is dependent upon an intramolecular acetyl group transfer and the mechanism of the reaction is discussed. Some broader implications of this type of acyl transfer are discussed.


1969 ◽  
Vol 22 (11) ◽  
pp. 2451 ◽  
Author(s):  
FHC Stewart

Various esters and salts of N-nitrososarcosine and N-nitroso-L-proline have been prepared, and used to provide amino and carboxyl components in model peptide syntheses. The sequential polypeptide (Sar-Gly)n was synthesized using the nitroso residue as an acid-sensitive protecting group. ��� Anomalous behaviour of some of the N-nitroso derivatives in the Liebermann colour reaction is also discussed.


2015 ◽  
Vol 2015 ◽  
pp. 1-9 ◽  
Author(s):  
Yu Chen ◽  
Yanchun Ye ◽  
Yanyan Jing ◽  
YuanYuan Gao ◽  
Yanwen Guo ◽  
...  

A novel method to prepare the macrocyclic compound locating substitution derivatives of chitosan was investigated, by using cyclodextrin as the model of macrocyclic compound. The method combines the advantages of activated 6-OH of chitin and high efficiency of click reaction. Chitin C6-OHp-toluenesulfonate (CTN-6-OTs) was generated and subsequently transferred to chitin C6-N3via nucleophilic substitution. Afterwards,β-cyclodextrin was immobilized at 6-OH of chitin via click reaction to afford CTN-6-CD. Ultimately, CTS-6-CD was obtained by removing the acetyl group of chitin unit. The structures and properties of these products were characterized by FTIR, TG, and XRD, respectively. It was found that CTN-6-CD synthesized at the optimum conditions has an immobilized loading of1.6126×10-4 mol/g and that of the corresponding CTS-6-CD, generated by removal of the acetyl group, was1.6891×10-4 mol/g.


1958 ◽  
Vol 36 (1) ◽  
pp. 145-152
Author(s):  
L. S. Wolfe ◽  
G. D. Thorn

The synthesis of the acetyl derivatives of tyramine and hordenine is described. The O-monoacetyl derivatives are hydrolyzed at significant rates by bovine erythrocyte cholinesterase, human serum, and fly head cholinesterase despite a nitrogen to carbonyl oxygen separation approximately twice that of acetylcholine. The pS-activity relationships, when O-acetyltyramine and acetylcholine were substrates for fly head cholinesterase, were similar, but the hydrolysis rate of O-acetyltyramine was much higher than that of acetylcholine. N-Acetylation of the O-acetyl compounds reduced the hydrolysis rate. None of the cholinesterases removed the acetyl group attached to nitrogen. The pI-activity relationships with the inhibitors Nu-683, Nu-1250, TEPP, and eserine showed that the hydrolysis of p-acetoxyphenylethylamine derivatives and acetylcholine by fly head preparations was accomplished by the same cholinesterase and not by aromatic or aliesterases. O-Acetylation of hordenine methiodide destroyed its nicotinelike action on frog rectus abdominis muscle.


Sign in / Sign up

Export Citation Format

Share Document