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Conformations of Ethane and Propane02:18

Conformations of Ethane and Propane

In an organic molecule, free rotation about the carbon-carbon single bond results in energetically different conformers of the molecule. Due to this rotation, called the internal rotation, ethane has two major conformations — staggered and eclipsed.
Staggered conformation is a low energy and more stable conformation with the C-H bonds on the front carbon placed at 60°dihedral angles relative to the C-H bonds on the back carbon, leading to a reduced torsional strain. In staggered ethane, the...
Polymer Classification: Crystallinity01:21

Polymer Classification: Crystallinity

Unlike ionic or small covalent molecules, polymers do not form crystalline solids due to the diffusion limitations of their long-chain structures. However, polymers contain microscopic crystalline domains separated by amorphous domains.
Crystalline domains are the regions where polymer chains are aligned in an orderly manner and held together in proximity by intermolecular forces. For example, chains in the crystalline domains of polyethylene and nylon are bound together by van der Waals...
Types of Step-Growth Polymers: Polyesters01:20

Types of Step-Growth Polymers: Polyesters

The introduction of polyesters has brought major development to the textile industry. The wrinkle-free behavior of polyester blends has eliminated the need for starching and ironing clothes.
Polyesters are commonly prepared from terephthalic acid and ethylene glycol; the crude product is known as poly(ethylene terephthalate) or PET. However, polyesters are synthesized industrially by transesterification of dimethyl terephthalate with ethylene glycol at 150 °C. The two reactants and the polymer...
Olefin Metathesis Polymerization: Overview01:13

Olefin Metathesis Polymerization: Overview

Recently, the development of olefin metathesis polymerization advanced the field of polymer synthesis. Simply put, the reorganization of substituents on their double bonds between two olefins in the presence of a catalyst is known as the olefin metathesis reaction. The use of metathesis reaction for polymer synthesis is called olefin metathesis polymerization.
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)01:16

Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)

Ring-opening metathesis polymerization or ROMP involves strained cycloalkenes as starting materials. The mechanism of ROMP proceeds by reacting cycloalkene with Grubbs catalyst to give metallacyclobutane intermediate which undergoes a ring-opening reaction to form new carbene. The new carbene reacts with another molecule of cycloalkene. Repetition of these steps leads to the formation of an unsaturated open-chain polymer product. All these steps are reversible, however, relieving the ring...
[3,3] Sigmatropic Rearrangement of Allyl Vinyl Ethers: Claisen Rearrangement01:24

[3,3] Sigmatropic Rearrangement of Allyl Vinyl Ethers: Claisen Rearrangement

The Claisen rearrangement is a [3,3] sigmatropic rearrangement of allyl vinyl ethers to unsaturated carbonyl compounds. The rearrangement is a concerted pericyclic reaction proceeding via a chair-like transition state.

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Updated: Jul 14, 2026

The Preparation and Properties of Thermo-reversibly Cross-linked Rubber Via Diels-Alder Chemistry
07:02

The Preparation and Properties of Thermo-reversibly Cross-linked Rubber Via Diels-Alder Chemistry

Published on: August 25, 2016

Solid-phase synthesis of fullerene-peptides.

Davide Pantarotto1, Alberto Bianco, Federica Pellarini

  • 1Department of Pharmaceutical Sciences, University of Trieste, Piazzale Europa 1, 34127 Trieste, Italy.

Journal of the American Chemical Society
|October 17, 2002
PubMed
Summary

Researchers developed a new fullerene-functionalized amino acid for solid-phase peptide synthesis (SPPS). This enables the creation of novel fullero-peptides with potential antimicrobial activities.

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Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers

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Last Updated: Jul 14, 2026

The Preparation and Properties of Thermo-reversibly Cross-linked Rubber Via Diels-Alder Chemistry
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The Preparation and Properties of Thermo-reversibly Cross-linked Rubber Via Diels-Alder Chemistry

Published on: August 25, 2016

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Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers
08:12

Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers

Published on: December 16, 2022

Area of Science:

  • Organic Chemistry
  • Biochemistry
  • Materials Science

Background:

  • Solid-phase peptide synthesis (SPPS) is a crucial technique for peptide production.
  • Fullerenes are unique carbon nanomaterials with diverse potential applications.
  • Integrating fullerenes into peptides can create novel biomaterials with enhanced properties.

Purpose of the Study:

  • To report the solid-phase synthesis of peptides incorporating a novel fullerene-functionalized amino acid.
  • To evaluate the influence of solid supports on the synthesis of these fullero-peptides.
  • To assess the biological activities of the synthesized fullero-peptides, particularly antimicrobial and hemolytic activities.

Main Methods:

  • Development and utilization of a new fullerene-functionalized amino acid, fulleropyrrolidino-glutamic acid (Fgu).
  • Application of SPPS for creating peptide analogues of varying lengths, including Leu(5)-Enkephalin and cationic antimicrobial peptides.
  • Optimization of coupling and deprotection protocols under inert conditions to prevent side reactions.
  • Synthesis conducted on different solid supports to investigate resin influence.

Main Results:

  • Successful synthesis of highly pure fullero-peptides using optimized SPPS protocols.
  • Identified challenges in crude compound recovery due to Fgu's proximity to the resin core.
  • Synthesized cationic fullero-peptides demonstrated specific activity against Gram-positive bacteria (S. aureus) and lysed erythrocytes.
  • Purification of all fullero-peptides was achieved effectively.

Conclusions:

  • The new Fgu amino acid is readily usable in SPPS for creating fullero-peptides.
  • Optimized protocols allow for the synthesis of pure fullero-peptides for biological evaluation.
  • Fullero-peptides show promising antimicrobial and hemolytic activities, opening avenues for new biologically active oligomers.