Unusual Enzymatic C-C Bond Formation and Cleavage Reactions during Natural Product Biosynthesis
Chem Pharm Bull (Tokyo). 2024;72(3):241-247. doi: 10.1248/cpb.c23-00889.ABSTRACTNatural products from plants and microorganisms provide a valuable reservoir of pharmaceutical compounds. C-C bond formation and cleavage are crucial events during natural product biosynthesis, playing pivotal roles in generating diverse and intricate chemical structures that are essential for biological functions. This review summarizes our recent findings regarding biosynthetic enzymes that catalyze unconventional C-C bond formation and cleavage reactions during natural product biosynthesis.PMID:38432903 | DOI:10.1248/cpb.c23-00889 (Source: C...
Source: Chemical and Pharmaceutical Bulletin - March 3, 2024 Category: Drugs & Pharmacology Authors: Richiro Ushimaru Source Type: research

Foreword
Chem Pharm Bull (Tokyo). 2024;72(3):248. doi: 10.1248/cpb.c24-ctf7203.NO ABSTRACTPMID:38432904 | DOI:10.1248/cpb.c24-ctf7203 (Source: Chemical and Pharmaceutical Bulletin)
Source: Chemical and Pharmaceutical Bulletin - March 3, 2024 Category: Drugs & Pharmacology Authors: Akira Kotani Source Type: research

Electrochemical Characterization of a Novel Organoelectrocatalyst, 7-Azabicyclo[2.2.1]heptan-7-ol (ABHOL), and Its Application to Electrochemical Sensors
Chem Pharm Bull (Tokyo). 2024;72(3):249-252. doi: 10.1248/cpb.c23-00710.ABSTRACTElectrochemical enzyme sensors are suitable for simple monitoring methods, for example, as glucose sensors for diabetic patients; however, they have several disadvantages arising from the properties of the enzyme. Therefore, non-enzymatic electrochemical sensors using functional molecules are being developed. In this paper, we report the electrochemical characterization of a new hydroxylamine compound, 7-azabicyclo[2.2.1]heptan-7-ol (ABHOL), and its application to glucose sensing. Although the cyclic voltammogram for the first cycle was unstabl...
Source: Chemical and Pharmaceutical Bulletin - March 3, 2024 Category: Drugs & Pharmacology Authors: Masaki Toda Kyoko Sugiyama Fumiya Sato Yusuke Sasano Tsutomu Fujimura Yoshiharu Iwabuchi Katsuhiko Sato Source Type: research

Evaluation of Antibiotic Penicillin G Activities Based on Electrochemical Measurement of a Tetrazolium Salt
This study focused on the electrochemical properties of tetrazolium salts to develop a simple method for evaluating viable bacterial counts, which are indicators of drug susceptibility. Considering that the oxidized form of tetrazolium, which has excellent cell membrane permeability, changes to the insoluble reduced form formazan inside the cell, the number of viable cells was estimated based on the reduction current of the tetrazolium remaining in the bacterial suspension. Dissolved oxygen is an important component of bacterial activity. However, it interferes with the electrochemical response of tetrazolium. We estimated...
Source: Chemical and Pharmaceutical Bulletin - March 3, 2024 Category: Drugs & Pharmacology Authors: Hikaru Ikeda Akira Tokonami Shigeki Nishii Masashi Fujita Yojiro Yamamoto Yasuhiro Sadanaga Hiroshi Shiigi Source Type: research

Construction of Biosensing System for Glycated Albumin Using an Electron Transfer Peptide-Modified Protein Probe
In this study, H6Y4C acetylated (Ac-) at the N-terminals of the peptide was combined with wheat germ agglutinin (WGA) to recognize glucose moieties. The Ac-H6Y4C-WGA was constructed as a GA-sensing probe. The tyrosine residues of Y4C exhibited an oxidation peak, and His-tag moieties were introduced to separate Ac-H6Y4C-WGA in the synthesis of the probe. The Ac-H6Y4C-WGA probe binds with the 1-2 molecules of Ac-H6Y4C per WGA using matrix assisted laser desorption/ionization-time of flight (MALDI-TOF)-MS. Next, the functions of Ac-H6Y4C-WGA were evaluated using voltammetry. The number of electron-transfers was calculated bas...
Source: Chemical and Pharmaceutical Bulletin - March 3, 2024 Category: Drugs & Pharmacology Authors: Michiru Ito Kazuharu Sugawara Source Type: research

Electrochemical Analysis for Total Alkalinity of Water by the Measurement of Cathodic Prepeak of Quinone Caused by Surplus Acid
In this study, an electrochemical analysis, coupled with the concept of back neutralization titration and the voltammetric determination of surplus acid, is proposed for determining the total alkalinity of water samples. When linear sweep voltammetry of 3,5-di-tert-butyl-1,2-benzoquinone (DBBQ) with H2SO4 in a water and ethanol (44 : 56, v/v) mixture was carried out using a bare glassy carbon working electrode, a cathodic prepeak of DBBQ caused by H2SO4 was observed on the voltammogram at a more positive potential than when compared with the original cathodic peak of DBBQ. When similar voltammetry was carried out in the pr...
Source: Chemical and Pharmaceutical Bulletin - March 3, 2024 Category: Drugs & Pharmacology Authors: Akira Kotani Miyu Sakazume Koichi Machida Kazuhiro Yamamoto Hideki Hakamata Source Type: research

Development of a Potential-Modulated Electrochemiluminescence Measurement System for Selective and Sensitive Determination of the Controlled Drug Codeine
Chem Pharm Bull (Tokyo). 2024;72(3):271-279. doi: 10.1248/cpb.c23-00585.ABSTRACTCodeine is a common analgesic drug that is a pro-drug of morphine. It also has a high risk of abuse as a recreational drug because of its extensive distribution as an OTC drug. Therefore, sensitive and selective screening methods for codeine are crucial in forensic analytical chemistry. To date, a commercial analytical kit has not been developed for dedicated codeine determination, and there is a need for an analytical method to quantify codeine in the field. In the present work, potential modulation was combined with electrochemiluminescence (...
Source: Chemical and Pharmaceutical Bulletin - March 3, 2024 Category: Drugs & Pharmacology Authors: Fumiki Takahashi Yuki Shimosaka Shuki Mori Mayu Kaneko Yuta Harayama Kanya Kobayashi Taku Shoji Yasuo Seto Hirosuke Tatsumi Jiye Jin Source Type: research

Errata for Chemical and Pharmaceutical Bulletin
Chem Pharm Bull (Tokyo). 2024;72(2):240. doi: 10.1248/cpb.c24-e7202.NO ABSTRACTPMID:38432952 | DOI:10.1248/cpb.c24-e7202 (Source: Chemical and Pharmaceutical Bulletin)
Source: Chemical and Pharmaceutical Bulletin - March 3, 2024 Category: Drugs & Pharmacology Source Type: research

Unusual Enzymatic C-C Bond Formation and Cleavage Reactions during Natural Product Biosynthesis
Chem Pharm Bull (Tokyo). 2024;72(3):241-247. doi: 10.1248/cpb.c23-00889.ABSTRACTNatural products from plants and microorganisms provide a valuable reservoir of pharmaceutical compounds. C-C bond formation and cleavage are crucial events during natural product biosynthesis, playing pivotal roles in generating diverse and intricate chemical structures that are essential for biological functions. This review summarizes our recent findings regarding biosynthetic enzymes that catalyze unconventional C-C bond formation and cleavage reactions during natural product biosynthesis.PMID:38432903 | DOI:10.1248/cpb.c23-00889 (Source: C...
Source: Chemical and Pharmaceutical Bulletin - March 3, 2024 Category: Drugs & Pharmacology Authors: Richiro Ushimaru Source Type: research

Foreword
Chem Pharm Bull (Tokyo). 2024;72(3):248. doi: 10.1248/cpb.c24-ctf7203.NO ABSTRACTPMID:38432904 | DOI:10.1248/cpb.c24-ctf7203 (Source: Chemical and Pharmaceutical Bulletin)
Source: Chemical and Pharmaceutical Bulletin - March 3, 2024 Category: Drugs & Pharmacology Authors: Akira Kotani Source Type: research

Electrochemical Characterization of a Novel Organoelectrocatalyst, 7-Azabicyclo[2.2.1]heptan-7-ol (ABHOL), and Its Application to Electrochemical Sensors
Chem Pharm Bull (Tokyo). 2024;72(3):249-252. doi: 10.1248/cpb.c23-00710.ABSTRACTElectrochemical enzyme sensors are suitable for simple monitoring methods, for example, as glucose sensors for diabetic patients; however, they have several disadvantages arising from the properties of the enzyme. Therefore, non-enzymatic electrochemical sensors using functional molecules are being developed. In this paper, we report the electrochemical characterization of a new hydroxylamine compound, 7-azabicyclo[2.2.1]heptan-7-ol (ABHOL), and its application to glucose sensing. Although the cyclic voltammogram for the first cycle was unstabl...
Source: Chemical and Pharmaceutical Bulletin - March 3, 2024 Category: Drugs & Pharmacology Authors: Masaki Toda Kyoko Sugiyama Fumiya Sato Yusuke Sasano Tsutomu Fujimura Yoshiharu Iwabuchi Katsuhiko Sato Source Type: research

Evaluation of Antibiotic Penicillin G Activities Based on Electrochemical Measurement of a Tetrazolium Salt
This study focused on the electrochemical properties of tetrazolium salts to develop a simple method for evaluating viable bacterial counts, which are indicators of drug susceptibility. Considering that the oxidized form of tetrazolium, which has excellent cell membrane permeability, changes to the insoluble reduced form formazan inside the cell, the number of viable cells was estimated based on the reduction current of the tetrazolium remaining in the bacterial suspension. Dissolved oxygen is an important component of bacterial activity. However, it interferes with the electrochemical response of tetrazolium. We estimated...
Source: Chemical and Pharmaceutical Bulletin - March 3, 2024 Category: Drugs & Pharmacology Authors: Hikaru Ikeda Akira Tokonami Shigeki Nishii Masashi Fujita Yojiro Yamamoto Yasuhiro Sadanaga Hiroshi Shiigi Source Type: research

Construction of Biosensing System for Glycated Albumin Using an Electron Transfer Peptide-Modified Protein Probe
In this study, H6Y4C acetylated (Ac-) at the N-terminals of the peptide was combined with wheat germ agglutinin (WGA) to recognize glucose moieties. The Ac-H6Y4C-WGA was constructed as a GA-sensing probe. The tyrosine residues of Y4C exhibited an oxidation peak, and His-tag moieties were introduced to separate Ac-H6Y4C-WGA in the synthesis of the probe. The Ac-H6Y4C-WGA probe binds with the 1-2 molecules of Ac-H6Y4C per WGA using matrix assisted laser desorption/ionization-time of flight (MALDI-TOF)-MS. Next, the functions of Ac-H6Y4C-WGA were evaluated using voltammetry. The number of electron-transfers was calculated bas...
Source: Chemical and Pharmaceutical Bulletin - March 3, 2024 Category: Drugs & Pharmacology Authors: Michiru Ito Kazuharu Sugawara Source Type: research

Electrochemical Analysis for Total Alkalinity of Water by the Measurement of Cathodic Prepeak of Quinone Caused by Surplus Acid
In this study, an electrochemical analysis, coupled with the concept of back neutralization titration and the voltammetric determination of surplus acid, is proposed for determining the total alkalinity of water samples. When linear sweep voltammetry of 3,5-di-tert-butyl-1,2-benzoquinone (DBBQ) with H2SO4 in a water and ethanol (44 : 56, v/v) mixture was carried out using a bare glassy carbon working electrode, a cathodic prepeak of DBBQ caused by H2SO4 was observed on the voltammogram at a more positive potential than when compared with the original cathodic peak of DBBQ. When similar voltammetry was carried out in the pr...
Source: Chemical and Pharmaceutical Bulletin - March 3, 2024 Category: Drugs & Pharmacology Authors: Akira Kotani Miyu Sakazume Koichi Machida Kazuhiro Yamamoto Hideki Hakamata Source Type: research

Development of a Potential-Modulated Electrochemiluminescence Measurement System for Selective and Sensitive Determination of the Controlled Drug Codeine
Chem Pharm Bull (Tokyo). 2024;72(3):271-279. doi: 10.1248/cpb.c23-00585.ABSTRACTCodeine is a common analgesic drug that is a pro-drug of morphine. It also has a high risk of abuse as a recreational drug because of its extensive distribution as an OTC drug. Therefore, sensitive and selective screening methods for codeine are crucial in forensic analytical chemistry. To date, a commercial analytical kit has not been developed for dedicated codeine determination, and there is a need for an analytical method to quantify codeine in the field. In the present work, potential modulation was combined with electrochemiluminescence (...
Source: Chemical and Pharmaceutical Bulletin - March 3, 2024 Category: Drugs & Pharmacology Authors: Fumiki Takahashi Yuki Shimosaka Shuki Mori Mayu Kaneko Yuta Harayama Kanya Kobayashi Taku Shoji Yasuo Seto Hirosuke Tatsumi Jiye Jin Source Type: research