Polydiacetylene Supramolecules Research Articles

Enhancement of sensitivity using hybrid stimulus for the diagnosis of prostate cancer based on polydiacetylene (PDA) supramolecules

In this study, hybrid stimulus was initially introduced to improve the sensitivity of PDA vesicle chip for detection of prostate-specific antigen-α1–antichymotrypsin (PSA–ACT) complex. The strategy of hybrid stimulus on PDA vesicle chip offers the amplification method of fluorescent signal which combines a primary response by the immune reaction of antigen–antibody and a secondary response by the mechanical pressure of pAb-conjugated magnetic beads. As the primary response result on PDA vesicle chip, the PSA–ACT complex in PBS buffer was detected at 10 ng/mL. However, this detection sensitivity was insufficient for diagnosis of prostate cancer because the normal human PSA concentration is less than 4.0 ng/mL. To solve this problem, polyclonal PSA antibody-conjugated magnetic beads were used as an amplifying agent after primary immunoresponse. As a result, the PSA–ACT complex concentrations (as low as 0.1 ng/mL) could be detected in the PBS buffer sample. Therefore, this result can be applied to various fields, such as the detection of cells, proteins, and DNA for sensitive and specific biosensing based on PDA supramolecules.

A color display system based on thermochromic conjugated polydiacetylene supramolecules

This research was supported by the ERC program of the Korea Science and Engineering Foundation (KOSEF) grant (No. R11-2007-045-03004-0) funded by the Korea Ministry of Education, Science and Technology (MEST) and by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (2009- 0083161).

Thermochromic polydiacetylene supramolecules with oligo(ethylene oxide) headgroups for tunable colorimetric response

In this effort, we have prepared PDA suspensions derived from oligoethylene oxide-containing DA monomers and investigated their colorimetric responses to thermal stimulation. Depending on the DA monomers employed, the PDA supramolecules displayed different initial color changing temperatures. In general, DA monomers having larger headgroups result in the generation of colorimetrically less stable PDA supramolecules. The results described in the current investigation should provide useful information about the design of colorimetrically tunable PDA supramolecules.

Colorimetric and fluorometric detection of cationic surfactants based on conjugated polydiacetylene supramolecules

The polydiacetylenes derived from a hydroxybenzaldehyde substituted diacetylene monomer display a unique colorimetric change (blue to red) and large fluorescent enhancement in the presence of cetyl trimethylammonium salt.

Fabrication of Conjugated Polymer Supramolecules in Electrospun Micro/Nanofibers

AbstractA combination of top‐down (electrospinning for fabrication of high surface area micro/nanofibers) and bottom‐up (creation of supramolecular structures through self‐assembly processes in fiber) approaches has enabled the generation of conjugated polymer‐embedded fibers. The efficiency of fiber formation, encapsulated with colorimetric, and fluorogenic conjugated polydiacetylene supramolecules, was dependent on electrospinning conditions, such as concentration, molecular weight, type of matrix polymer, and solvent. In general, electrospinning of a chloroform solution containing 1.6 wt.‐% of a diacetylene monomer and 4 wt.‐% PEO of molecular weight 300 000 g · mol−1 followed by 254 nm UV irradiation resulted in clean formation of polydiacetylene‐embedded fibers. In addition, UV irradiation during electrospinning can be used for in situ and continuous generation of polydiacetylenes‐encapsulated fibers.magnified image

Fabrication of Layered Polydiacetylene Supramolecules on Electrospun Fibers

Abstract A simple and straightforward strategy for the fabrication of layered conjugated polydiacetylene supramolecules on electrospun polymer fibers, based on the layer-by-layer deposition technique, was developed.

Rational Design of Supramolecular Conjugated Polymers Displaying Unusual Colorimetric Stability upon Thermal Stress

AbstractThe colorimetric stability upon thermal stress of a series of conjugated polymer supramolecules prepared from 10,12‐docosadiyndioic acid (DCDDA)‐derived diacetylene monomers has been explored. Polydiacetylenes obtained from DCDDA‐bis‐mBzA 3, containing m‐carboxyphenylanilido groups at the both ends of the monomer, were observed to be highly colorimetrically stable upon thermal stimulation. The blue color of a solution containing these polydiacetylene vesicles remains unchanged even when the vesicles were subjected to boiling water. The unusual colorimetric stability is further demonstrated by the observation that blue color persists until vesicles in ethylene glycol are heated to 140 °C. The nature of this unusual thermal stability was elucidated by using polydiacetylene supramolecules, prepared from analogs of DCDDA‐bis‐mBzA 3. The presence of internal amide groups as well as aromatic interactions was found to be essential for the high colorimetric stability of the polydiacetylene supramolecules.

Immobilization of polydiacetylene vesicles on cellulose acetate butyrate (CAB)-coated substrates for self-assembled supramolecular sensor arrays

Polydiacetylene (PDA) sensor arrays were successfully fabricated on cellulose acetate butyrate (CAB)-coated glass substrates. Immobilization of amine, carboxylic acid and hydroxy terminated PDA vesicles on CAB can be achieved without the need for covalent bonding between PDAs and the glass substrates. The immobilized PDA supramolecules fluoresce when subjected to thermal stress or in response to specific molecular recognition.

A Polydiacetylene Supramolecular System that Displays Reversible Thermochromism

Abstract A reversible blue-to-red color transition of polydiacetylene supramolecules derived from an oligoethylene glycol-bridged bisdiacetylene was observed upon thermal stress.

Polydiacetylene Supramolecules in Electrospun Microfibers: Fabrication, Micropatterning, and Sensor Applications

Polymer microfibers encapsulating polydiacetylene (PDA) supramolecules (see figure) are prepared by using the electrospinning technique. Randomly distributed diacetylene monomers are found to self-assemble during fiber formation and enable the generation of blue-colored PDA-containing polymer fibers upon UV irradiation. Micropatterned images with a single fiber as well as the feasibility of a fiber-based sensor are demonstrated. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2089/2007/c2012_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

A Polydiacetylene Supramolecular System That Emits Red, Green, and Blue Fluorescence

AbstractA polymer system based on polydiacetylene (PDA) supramolecules that emits red, green, and blue fluorescence has been constructed. The three‐color emitting system is comprised of red‐fluorescent PDA vesicles in which green‐fluorescent fluorescein molecules are encapsulated. Finally, the blue‐fluorescence component is introduced by reacting terminal amine groups on the PDA vesicle surfaces with fluorescamine. Thin PDA‐polymer‐containing poly(vinyl alcohol) films formed by using this strategy display red, green, and blue fluorescence upon excitation with light at specific wavelengths.magnified image

Patterned Color and Fluorescent Images with Polydiacetylene Supramolecules Embedded in Poly(vinyl alcohol) Films

AbstractPoly(vinyl alcohol) (PVA) films embedded with functional polydiacetylene (PDA) are efficiently prepared for color and fluorescence imaging. Intensely blue films are obtained by mixing and drying solutions containing PDA vesicles and PVA. A blue‐to‐red color transition is observed upon heating the polymer films. In addition, selective UV irradiation (through a photomask) of PVA films containing diacetylene monomer results in the generation of micropatterned color (without heating) and both color and fluorescent images (after heating the films at 120 °C for 10 s). Patterned two‐color (blue and red) images in the polymer film are readily obtained by a sequential process of photomasked irradiation, heating, and unmasked irradiation.

Polydiacetylene Supramolecules Embedded in PVA Film for Strip-type Chemosensors

Abstract Blue-to-red color change of poly(vinyl alcohol) (PVA) films embedded with functional polydiacetylene supramolecules was observed by thermal stress or specific molecular recognition.

Rational Design and in-Situ FTIR Analyses of Colorimetrically Reversibe Polydiacetylene Supramolecules

The colorimetric reversibility of polydiacetylene supramolecules, derived from a variety of functionalized diacetylenic lipids, has been subjected to detailed investigation. In an earlier effort, it was shown that polydiacetylene vesicles prepared from PCDA-mBzA 1, bearing terminal m-carboxyphenylamido groups, display complete reversibility upon thermal stimulation [J. Am. Chem. Soc. 2003, 125, 8976]. The origin and nature of reversible thermochromism in these systems have been elucidated in-situ in the current studies by using polydiacetylene supramolecules, prepared from analogues of PCDA-mBzA 1. Issues related to the effects of (1) internal amide groups, (2) headgroup aromatic interactions, (3) lengths of the hydrophobic alkyl chains, and (4) terminal carboxylic groups on the colorimetric reversibility of the polydiacetylene supramolecules have been probed. The results demonstrate that well-developed hydrogen-bonding and aromatic interactions between headgroups are essential for complete recovery of th...

Colorimetric reversibility of polydiacetylene supramolecules having enhanced hydrogen-bonding under thermal and pH stimuli.

To investigate the role of hydrogen-bonding on colorimetric transition of polydiacetylene supramolecules, novel diacetylene derivatives allowing various hydrogen-bonding states were synthesized by coupling carboxy-substituted (ortho-, meta-, and para-) anilide groups with a typical single-chain diacetylene lipid. One with a terminal carboxyl group at the meta position provided the resulting supramolecular Langmuir-Schaefer films with enhanced hydrogen-bonding, and hence resulted in unprecedented colorimetric reversibility under both thermal and pH stimuli.