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Shiro Kobayashi - One of the best experts on this subject based on the ideXlab platform.

  • 5.10 – Enzymatic Polymerization
    Polymer Science: A Comprehensive Reference, 2020
    Co-Authors: Shiro Kobayashi
    Abstract:

    Enzymatic polycondensations and Enzymatic ring-opening polyadditions are described in a short comprehensive way. Hydrolases and oxidoreductases are mainly used as Polymerization catalysts; glycosidases and lipases are used for the synthesis of polysaccharides and polyesters, respectively; and peroxidase and laccase are used for the synthesis of polyaromatics. Enzymatic catalysis is highly selective in all respects, that is, it shows enantio-, regio-, and chemoselectivities, and can be conducted under mild reaction conditions. Noticeably, the glycosidase catalysts enabled for the first time the in vitro synthesis of natural biomacromolecules such as cellulose, amylose, chitin, hyaluronan, and chondroitin. Owing to the characteristics of the catalysis, Enzymatic Polymerization has the potential to serve as a basis for ‘green polymer chemistry’, thereby contributing toward solving environmental problems.

  • synthesis of unnatural hybrid polysaccharides via Enzymatic Polymerization
    ACS symposium series, 2008
    Co-Authors: Akira Makino, Shiro Kobayashi
    Abstract:

    Various natural polysaccharides and their derivatives have been synthesized via in vitro Enzymatic Polymerization. The results indicate that the glycosidic hydrolases can catalyze the reaction of unnatural substrates, in spite of the high substrate specificity of the enzyme in vivo. This paper describes the Enzymatic Polymerization to produce unnatural hybrid polysaccharides having a disaccharide repeating unit consisted from components of different two natural homopolysaccharides. Newly synthesized monomers designed on the basis of the transition-state analogue substrate (TSAS) concept were successfully polymerized, giving rise to unnatural hybrid polysaccharides in a regioselective and stereocontrolled manner. Such unnatural polysaccharides having a well-defined structure are hardly synthesized via a conventional organic method. Thus, they are expected as new functional materials to exhibit various biological activities originated from both natures.

  • New developments of polysaccharide synthesis via Enzymatic Polymerization.
    Proceedings of the Japan Academy. Series B Physical and biological sciences, 2007
    Co-Authors: Shiro Kobayashi
    Abstract:

    This review focuses on the in vitro synthesis of polysaccharides, the method of which is “Enzymatic Polymerization” mainly developed by our group. Polysaccharides are formed by repeated glycosylation reactions between a glycosyl donor and a glycosyl acceptor. A hydrolysis enzyme was found very efficient as catalyst, where the monomer is designed based on the new concept of a “transition-state analogue substrate” (TSAS); sugar fluoride monomers for polycondensation and sugar oxazoline monomers for ring-opening polyaddition. Enzymatic Polymerization enabled the first in vitro synthesis of natural polysaccharides such as cellulose, xylan, chitin, hyaluronan and chondroitin, and also of unnatural polysaccharides such as a cellulose–chitin hybrid, a hyaluronan–chondroitin hybrid, and others. Supercatalysis of hyaluronidase was disclosed as unusual Enzymatic multi-catalyst functions. Mutant enzymes were very useful for synthetic and mechanistic studies. In situ observations of Enzymatic Polymerization by SEM, TEM, and combined SAS methods revealed mechanisms of the Polymerization and of the self-assembling of high-order molecular structure formed by elongating polysaccharide molecules.(Communicated by Hitosi NOZAKI, M.J.A.)

  • new developments of polysaccharide synthesis via Enzymatic Polymerization
    Proceedings of the Japan Academy. Series B Physical and biological sciences, 2007
    Co-Authors: Shiro Kobayashi
    Abstract:

    This review focuses on the in vitro synthesis of polysaccharides, the method of which is "Enzymatic Polymerization" mainly developed by our group. Polysaccharides are formed by repeated glycosylation reactions between a glycosyl donor and a glycosyl acceptor. A hydrolysis enzyme was found very efficient as catalyst, where the monomer is designed based on the new concept of a "transition-state analogue substrate" (TSAS); sugar fluoride monomers for polycondensation and sugar oxazoline monomers for ring-opening polyaddition. Enzymatic Polymerization enabled the first in vitro synthesis of natural polysaccharides such as cellulose, xylan, chitin, hyaluronan and chondroitin, and also of unnatural polysaccharides such as a cellulose-chitin hybrid, a hyaluronan-chondroitin hybrid, and others. Supercatalysis of hyaluronidase was disclosed as unusual Enzymatic multi-catalyst functions. Mutant enzymes were very useful for synthetic and mechanistic studies. In situ observations of Enzymatic Polymerization by SEM, TEM, and combined SAS methods revealed mechanisms of the Polymerization and of the self-assembling of high-order molecular structure formed by elongating polysaccharide molecules.

  • self assembly of synthetic cellulose during in vitro Enzymatic Polymerization process as studied by a combined small angle scattering method
    Macromolecules, 2007
    Co-Authors: Hirokazu Tanaka, Takeji Hashimoto, Satoshi Koizumi, Kazuhiro Kurosaki, Shiro Kobayashi
    Abstract:

    We have investigated the self-assembling process of cellulose artificially synthesized via Enzymatic Polymerization as one of general problems of chemical reactions at specific sites and reaction-induced self-assembling process of reaction products in the context of nonequilibrium phenomenon and pattern formation. The chemical reaction and the self-assembling process were explored at real time and in-situ by a combined small-angle neutron scattering (SANS), small-angle X-ray scattering (SAXS), ultra-SANS, and ultra-SAXS method, together with wide-angle X-ray diffraction and field-emission scanning electron microscopy. The results revealed the following pieces of new evidence:  (i) Even in the aqueous reaction medium free from monomers, enzymes (cellulase) as a catalyst aggregate themselves into associations with characteristic lengths larger than 200 nm. (ii) Cellulose molecules created at each active site of enzymes associate themselves around the enzyme associations into cellulose aggregates having surf...

Jun-ichi Kadokawa - One of the best experts on this subject based on the ideXlab platform.

Masashi Ohmae - One of the best experts on this subject based on the ideXlab platform.

Ashutosh Chilkoti - One of the best experts on this subject based on the ideXlab platform.

  • Enzymatic Polymerization of high molecular weight dna amphiphiles that self assemble into star like micelles
    Advanced Materials, 2014
    Co-Authors: Lei Tang, Ashutosh Chilkoti, Vinalia Tjong, Nan K Li, Yaroslava G Yingling, Stefan Zauscher
    Abstract:

    High molecular weight ssDNA amphiphiles are synthesized by Enzymatic Polymerization. These highly asymmetric diblock DNA copolymers self-assemble into "hairy", star-like micelles, shown in the AFM image and the DPD snapshot.

  • Enzymatic Polymerization of High Molecular Weight DNA Amphiphiles That Self‐Assemble into Star‐Like Micelles
    Advanced Materials, 2014
    Co-Authors: Lei Tang, Ashutosh Chilkoti, Vinalia Tjong, Nan K Li, Yaroslava G Yingling, Stefan Zauscher
    Abstract:

    High molecular weight ssDNA amphiphiles are synthesized by Enzymatic Polymerization. These highly asymmetric diblock DNA copolymers self-assemble into "hairy", star-like micelles, shown in the AFM image and the DPD snapshot.

  • Spectroscopic Study of a DNA Brush Synthesized in Situ by Surface Initiated Enzymatic Polymerization
    Journal of Physical Chemistry B, 2013
    Co-Authors: M. Nuruzzaman Khan, Ashutosh Chilkoti, Vinalia Tjong, Michael Zharnikov
    Abstract:

    We used a combination of synchrotron-based X-ray photoelectron spectroscopy (XPS) and angle-resolved near-edge X-ray absorption fine structure (NEXAFS) spectroscopy to study the chemical integrity, purity, and possible internal alignment of single-strand (ss) adenine deoxynucleotide (poly(A)) DNA brushes. The brushes were synthesized by surface-initiated Enzymatic Polymerization (SIEP) on a 25-mer of adenine self-assembled monolayer (SAM) on gold (A25-SH), wherein the terminal 3′-OH of the A25-SH serve as the initiation sites for SIEP of poly(A). XPS and NEXAFS spectra of poly(A) brushes were found to be almost identical to those of A25-SH initiator, with no unambiguous traces of contamination. Apart from the well-defined chemical integrity and contamination-free character, the brushes were found to have a high degree of orientational order, with an upright orientation of individual strands, despite their large thickness up to ∼55 nm, that corresponds to a chain length of at least several hundred nucleoti...

  • direct fluorescence detection of rna on microarrays by surface initiated Enzymatic Polymerization
    Analytical Chemistry, 2013
    Co-Authors: Vinalia Tjong, Hua Yu, Angus Hucknall, Ashutosh Chilkoti
    Abstract:

    We report the first demonstration of surface-initiated Enzymatic Polymerization (SIEP) for the direct detection of RNA in a fluorescence microarray format. This new method incorporates multiple fluorophores into an RNA strand using the two-step sequential and complementary reactions catalyzed by yeast poly(A) polymerase (PaP) to incorporate deoxyadenosine triphosphate (dATP) at the 3′–OH of an RNA molecule, followed by terminal deoxynucleotidyl transferase (TdT) to catalyze the sequential addition of a mixture of natural and fluorescent deoxynucleotides (dNTPs) at the 3′–OH of an RNA–DNA hybrid. We found that the 3′-end of RNA can be efficiently converted into DNA (∼50% conversion) by Polymerization of dATP using yeast PaP, and the short DNA strand appended to the end of the RNA by PaP acts as the initiator for the TdT-catalyzed Polymerization of longer DNA strands from a mixture of natural and fluorescent dNTPs that contain up to ∼45 Cy3 fluorophores per 1 kb DNA. We obtained an ∼2 pM limit of detection ...

  • amplified on chip fluorescence detection of dna hybridization by surface initiated Enzymatic Polymerization
    Analytical Chemistry, 2011
    Co-Authors: Vinalia Tjong, Hua Yu, Angus Hucknall, Srinath Rangarajan, Ashutosh Chilkoti
    Abstract:

    We describe the incorporation of multiple fluorophores into a single stranded DNA (ssDNA) chain using terminal deoxynucleotidyl transferase (TdT), a template-independent DNA polymerase that catalyzes the sequential addition of deoxynucleotides (dNTPs) at the 3′–OH group of an oligonucleotide primer; we term this methodology surface initiated Enzymatic Polymerization (SIEP) of DNA. We found that long (>1 Kb) ssDNA homopolymer can be grown by SIEP, and that the length of the ssDNA product is determined by the monomer to oligonucleotide initiator ratio. We observed efficient initiation (≥50%) and narrow polydispersity of the extended product when fluorescently labeled nucleotides are incorporated. TdT’s ability to incorporate fluorescent dNTPs into a ssDNA chain was characterized by examining the effect of the molar ratios of fluorescent dNTP to natural dNTP on the degree of fluorophore incorporation and the length of the polymerized DNA strand. These experiments allowed us to optimize the Polymerization con...

Shulin Yang - One of the best experts on this subject based on the ideXlab platform.

  • aptamer initiated on particle template independent Enzymatic Polymerization aptamer otep for electrochemical analysis of tumor biomarkers
    Biosensors and Bioelectronics, 2016
    Co-Authors: Pengjuan Wang, Yan Su, Shengyuan Deng, Shulin Yang, Ali Aldalbahi
    Abstract:

    Herein, an aptamer-initiated on-particle template-independent Enzymatic Polymerization (aptamer-OTEP) strategy for electrochemical aptasensor (E-aptasensor) is developed for analysis of cancer biomarker carcino-embryonic antigen (CEA). A pair of DNA aptamers is employed which can be specifically bond with CEA simultaneously. One of the aptamer is thiolated at 3'-terminal and immobilized onto the gold electrode as a capture probe, while the other one has a thiol group at its 5'-terminal and is modified onto the gold nanoparticles surface to form a nanoprobe. In the present of target, the two aptamers can "sandwich" the target, thus the nanoprobe is attached to the electrode. Then terminal deoxynucleotidyl transferase (TdT) is employed to catalyze the incorporation of biotin labeled dNTPs into the 3'-OH terminals of the DNA aptamer on the nanoprobe. The as-generated long DNA oligo tentacles allow specific binding of numerous avidin modified horseradish peroxidase (Av-HRP), resulting in tens of thousands of HRP catalyzed reduction of hydrogen peroxide and sharply increasing electrochemical signals. Taking advantage of the enzyme based nucleic acid amplification and nanoprobe, this strategy is demonstrated to possess the outstanding amplification efficiency.

  • Ultrasensitive Electrochemical Aptasensor Based on Surface‐Initiated Enzymatic Polymerization
    Chinese Journal of Chemistry, 2016
    Co-Authors: Pengjuan Wang, Yan Su, Shengyuan Deng, Shulin Yang
    Abstract:

    Coupled with the ability of fast and quantitative response, electrochemical aptasensors (EA) have great potential in the application of early diagnosis of cancer biomarker. In order to determine the rare biomarkers in the complicate clinical samples, scientists are making unremitting efforts towards improving the sensitivity and selectivity of EA. Herein, a "sandwich"-structure electrochemical aptasensor (SEA) is developed for analysis of cancer biomarker carcino-embryonic antigen (CEA). Two DNA aptamers are employed, one of which is thiolated at 3′-terminal and immobilized onto the gold electrode as a capture probe, while the other one is served as signal probe. The two aptamers could "sandwich" the target and signal probe is then subjected to the terminal deoxynucleotidyl transferase (TdT)-catalyzed incorporation of biotin labeled dNTPs into its 3′-terminal. Thus the as-generated long DNA oligo tails allow specific binding of numerous avidin modified horseradish peroxidase (Av-HRP), resulting in enhanced peroxidase catalyzed electrochemical signals. This signal amplification strategy is termed as surface initiated Enzymatic Polymerization (SIEP). This SIEP amplified SEA has a detection limit of 10 pg·mL−1, indicating the outstanding amplification efficiency.

  • ultrasensitive electrochemical aptasensor based on surface initiated Enzymatic Polymerization
    Chinese Journal of Chemistry, 2016
    Co-Authors: Pengjuan Wang, Yan Su, Shengyuan Deng, Shulin Yang
    Abstract:

    Coupled with the ability of fast and quantitative response, electrochemical aptasensors (EA) have great potential in the application of early diagnosis of cancer biomarker. In order to determine the rare biomarkers in the complicate clinical samples, scientists are making unremitting efforts towards improving the sensitivity and selectivity of EA. Herein, a "sandwich"-structure electrochemical aptasensor (SEA) is developed for analysis of cancer biomarker carcino-embryonic antigen (CEA). Two DNA aptamers are employed, one of which is thiolated at 3′-terminal and immobilized onto the gold electrode as a capture probe, while the other one is served as signal probe. The two aptamers could "sandwich" the target and signal probe is then subjected to the terminal deoxynucleotidyl transferase (TdT)-catalyzed incorporation of biotin labeled dNTPs into its 3′-terminal. Thus the as-generated long DNA oligo tails allow specific binding of numerous avidin modified horseradish peroxidase (Av-HRP), resulting in enhanced peroxidase catalyzed electrochemical signals. This signal amplification strategy is termed as surface initiated Enzymatic Polymerization (SIEP). This SIEP amplified SEA has a detection limit of 10 pg·mL−1, indicating the outstanding amplification efficiency.

  • nanoprobe initiated Enzymatic Polymerization for highly sensitive electrochemical dna detection
    ACS Applied Materials & Interfaces, 2015
    Co-Authors: Pengjuan Wang, Yan Su, Lihua Wang, Ali Aldalbahi, Shulin Yang
    Abstract:

    Electrochemical DNA (E-DNA) sensors have been greatly developed and play an important role in early diagnosis of different diseases. To determine the extremely low abundance of DNA biomarkers in clinical samples, scientists are making unremitting efforts toward achieving highly sensitive and selective E-DNA sensors. Here, a novel E-DNA sensor was developed taking advantage of the signal amplification efficiency of nanoprobe-initiated Enzymatic Polymerization (NIEP). In the NIEP based E-DNA sensor, the capture probe DNA was thiolated at its 3'-terminal to be immobilized onto gold electrode, and the nanoprobe was fabricated by 5'-thiol-terminated signal probe DNA conjugated gold nanoparticles (AuNPs). Both of the probes could simultaneously hybridize with the target DNA to form a sandwich structure followed by the terminal deoxynucleotidyl transferase (TdT)-catalyzed elongation of the free 3'-terminal of DNA on the nanoprobe. During the DNA elongation, biotin labels were incorporated into the NIEP-generated long single-stranded DNA (ssDNA) tentacles, leading to specific binding of avidin modified horseradish peroxidase (Av-HRP). Since there are hundreds of DNA probes on the nanoprobe, one hybridization event would generate hundreds of long ssDNA tentacles, resulting in tens of thousands of HRP catalyzed reduction of hydrogen peroxide and sharply increasing electrochemical signals. By employing nanoprobe and TdT, it is demonstrated that the NIEP amplified E-DNA sensor has a detection limit of 10 fM and excellent differentiation ability for even single-base mismatch.

  • ultrasensitive electrochemical dna sensor based on the target induced structural switching and surface initiated Enzymatic Polymerization
    Biosensors and Bioelectronics, 2014
    Co-Authors: Pengjuan Wang, Yan Su, Shulin Yang, Jianxin Lu, Qing Huang
    Abstract:

    In this work, two electrochemical DNA sensors was developed based on the target induced structural switching of stem-loop probe (SLP) and surface initiated Enzymatic Polymerization (SIEP). Both of the electrochemical DNA sensors employed SLPs with the same sequence. However, one had a thiol label at its 3' terminal (the probe was named 3-SLP and the sensor was named 3-SLP-SENS) and the other at its 5' terminal (the probe was named 5-SLP and the sensor was named 5-SLP-SENS). In the initial state of the sensors, both of the probes adopted the stem-loop structure, which shielded the unlabeled terminals of capture probes from being approached. When the loop regions of the capture probes hybridized with the target DNA the conformation of the SLPs was changed to a rigid double-strand, as a result, the 5-SLP released a 3'-OH terminal for SIEP which could be catalyzed by terminal deoxynudeolidyl transferase (TdT). And the 3-SLP released a 5' phosphate terminal which is not suit for SIEP. Thus a signal probe was employed to hybridize with the 5 terminal of 3-SLP and provide a 3'-OH. Both of the sensors were then submitted to the TdT-mediated SIEP. By using biotinylated 2'-deoxyadenosine 5'-triphosphate (biotin-dATP), biotin labels are incorporated into the SIEP-generated long single-stranded DNA. Then avidin-horseradish peroxidases (Av-HRPs) were employed for specific binding to the biotin labels to produce electrochemical signals. The detection performances of two electrochemical DNA sensors were investigated and compared. It was demonstrated that though the 3-SLP-SENS employed extra signal probes, the background current was lower leading to a better detection limit By taking advantage of SLP and SIEP, this 3-SLP-SENS has been able to detect as low as 0:1 pM DNA targets with excellent differentiation ability for even single mismatches. (c) 2013 Published by Elsevier B.V. All rights reserved.