☆ 4.7 Article

First insights into the mode of action of a lachrymatory factor synthase - Implications for the mechanism of lachrymator formation in Petiveria alliacea, Allium cepa and Nectaroscordum species

PHYTOCHEMISTRY (2011)

期刊

PHYTOCHEMISTRY

卷 72, 期 16, 页码 1939-1946

出版社

PERGAMON-ELSEVIER SCIENCE LTD

DOI: 10.1016/j.phytochem.2011.07.013

关键词

Petiveria alliacea; Phytolaccaceae; Lachrymatory factor synthase; Sulfenic acid; Sulfenic acid dehydrogenase; Phenylmethanesulfenic acid dehydrogenase; Sulfenic acid isomerase; 1-Propenesulfenic acid isomerase; 1-Butenesulfenic acid isomerase; Onion; Petiveriin; Isoalliin; Homoisoalliin; Sulfine

类别

Biochemistry & Molecular Biology Plant Sciences

资金

National Science Foundation [0239755]
Research Foundation of SUNY
Division Of Chemistry
Direct For Mathematical & Physical Scien [0239755] Funding Source: National Science Foundation

向作者/读者索取更多资源

Protocol

Reagent

摘要

A study of an enzyme that reacts with the sulfenic acid produced by the alliinase in Petiveria alliacea L (Phytolaccaceae) to yield the P. alliacea lachrymator (phenylmethanethial S-oxide) showed the protein to be a dehydrogenase. It functions by abstracting hydride from sulfenic acids of appropriate structure to form their corresponding sulfines. Successful hydride abstraction is dependent upon the presence of a benzyl group on the sulfur to stabilize the intermediate formed on abstraction of hydride. This dehydrogenase activity contrasts with that of the lachrymatory factor synthase (LFS) found in onion, which catalyzes the rearrangement of 1-propenesulfenic acid to (Z)-propanethial S-oxide, the onion lachrymator. Based on the type of reaction it catalyzes, the onion LFS should be classified as an isomerase and would be called a sulfenic acid isomerase, whereas the P. alliacea LFS would be termed a sulfenic acid dehydrogenase. (C) 2011 Elsevier Ltd. All rights reserved.

作者

我是这篇论文的作者

点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.7

评分不足

次要评分

新颖性

-

重要性

-

科学严谨性

-

评价这篇论文

推荐

Article Biochemistry & Molecular Biology

Products of S-nitrosylation of glyceraldehyde-3-phosphate dehydrogenase: Relation between S-nitrosylation and oxidation

E. Schmalhausen, M. Medvedeva, M. Serebryakova, V. V. Chagovets, V. Muronetz

Summary: This study revealed the formation of cysteine-sulfenic acid (GAPDH-SOH) in S-nitrosylated GAPDH through MALDI-MS analysis after incubation with dimedone, and detected an additional peak corresponding to GAPDH-SNO by ESI-MS analysis following incubation with the NO donor. The content of GAPDH-SNO and GAPDH-SOH in the modified GAPDH was evaluated as 2.3 and 0.7 mol per mol GAPDH, respectively.

BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS (2022)

添加到收藏夹

Article Food Science & Technology

Biotransformation of linoleic acid into different metabolites by food derived Lactobacillus plantarum 12-3 and in silico characterization of relevant reactions

Tariq Aziz, Abid Sarwar, Jalal Ud Din, Sam Al Dalali, Ayaz Ali Khan, Zia Ud Din, Zhennai Yang

Summary: This study revealed that probiotic L. plantarum 12-3 can convert linoleic acid into various fatty acid derivatives, with in vitro studies confirming the enzymatic reactions responsible for this conversion. Putative candidate enzymes involved in the transformation were identified through whole-genome analysis, offering further insights into the mechanism of how beneficial fatty acid metabolites are produced in probiotic L. plantarum.

FOOD RESEARCH INTERNATIONAL (2021)

添加到收藏夹

Review Biochemistry & Molecular Biology

Modification of Glyceraldehyde-3-Phosphate Dehydrogenase with Nitric Oxide: Role in Signal Transduction and Development of Apoptosis

Vladimir I. Muronetz, Maria V. Medvedeva, Irina A. Sevostyanova, Elena V. Schmalhausen

Summary: This review focuses on the consequences of GAPDH S-nitrosylation at the catalytic cysteine residue, and discusses the hypothesis of apoptosis induction. However, there are several conflicting and unproven elements in this hypothesis.

BIOMOLECULES (2021)

添加到收藏夹

Article Chemistry, Physical

Substrate Promiscuity and Hyperoxidation Susceptibility as Potential Driving Forces for the Co-evolution of Prx5-Type and Prx6-Type 1-Cys Peroxiredoxin Mechanisms

Lukas Lang, Ann-Cathrin Wolf, Mareike Riedel, Lea Thibol, Fabian Geissel, Kristina Feld, Jannik Zimmermann, Bruce Morgan, Georg Manolikakes, Marcel Deponte

Summary: 1-Cys Prx is an enzyme that uses only one cysteine residue for the reduction of hydroperoxides, and it requires an external thiol for the reduction of a reactive sulfenic acid. This study compared the reaction mechanisms and kinetics of Prx5 and Prx6 enzymes from Plasmodium falciparum to investigate the hyperoxidation susceptibility and potential substrate promiscuity of 1-Cys Prx.

ACS CATALYSIS (2023)

添加到收藏夹

Article Chemistry, Applied

An improved method for rapid evaluation of enzymatic cis/trans isomerization of C18:1 monounsaturated fatty acids

Jun -Young Park, Hyeon-Whoong Choi, Kyung-Min Park, Pahn-Shick Chang

Summary: This study established an analysis platform for CTI assay and improved the processes of methylation and GC-FID analysis of C-18:1 cis/trans-MUFAs. Highly stable AOT/isooctane reversed micelles were formed and C-18:1 cis/trans-MUFAs were rapidly analyzed using a cyanopropyl phase DB-FastFAME column. The newly established assay allowed precise determination of the catalytic activity and kinetic parameters of the periplasmic fraction.

FOOD CHEMISTRY (2023)

添加到收藏夹

Article Pharmacology & Pharmacy

The ratio of ursodeoxycholyltaurine to 7-oxolithocholyltaurine serves as a biomarker of decreased 11β-hydroxysteroid dehydrogenase 1 activity in mouse

Michael Weingartner, Simon Stucheli, Denise Kratschmar, Julia Birk, Petra Klusonova, Karen E. Chapman, Gareth G. Lavery, Alex Odermatt

Summary: The study found that the plasma ratio of UDC-Tau to 7oxoLC-Tau can serve as a biomarker for decreased 11 beta-HSD1 oxoreduction activity in different mouse models. Enzyme product to substrate ratios were more reliable markers of 11 beta-HSD1 activity than absolute levels due to large inter-individual variations in bile acid concentrations. The persistence of oxoreduction activity in the face of cofactor loss indicates the existence of an alternative NADPH source in the endoplasmic reticulum.

BRITISH JOURNAL OF PHARMACOLOGY (2021)

添加到收藏夹

Article Endocrinology & Metabolism

Maleic acid is a biomarker for maleylacetoacetate isomerase deficiency; implications for newborn screening of tyrosinemia type 1

K. van Vliet, A. M. Dijkstra, M. J. Bouva, J. van Der Krogt, K. Bijsterveld, F. van Der Sluijs, M. G. de Sain-van Der Velden, K. Koop, A. Rossi, J. A. Thomas, C. A. Patera, M. B. G. Kiewiet, P. J. Waters, D. Cyr, F. J. Quebec NTBC Study Grp, A. Boelen, F. J. van Spronsen, M. R. Heiner-Fokkema

Summary: This study investigated whether urine organic acid (uOA) and quantitative urine maleic acid (Q-uMA) analyses can distinguish between tyrosinemia type 1 (TT1) and maleylacetoacetate isomerase deficiency (MAAI-D), and the results showed that uMA analysis can effectively distinguish between the two.

JOURNAL OF INHERITED METABOLIC DISEASE (2023)

添加到收藏夹

Article Biology

[13C]bicarbonate labelled from hyperpolarized [1-13C]pyruvate is an in vivo marker of hepatic gluconeogenesis in fasted state

Emine Can, Jessica A. M. Bastiaansen, Dominique-Laurent Couturier, Rolf Gruetter, Hikari A. Yoshihara, Arnaud Comment

Summary: Can et al. demonstrate the use of hyperpolarized [1-13C]pyruvate and 13C magnetic resonance to directly assess liver enzymatic activities, allowing non-invasive detection of hepatic gluconeogenesis. They found that using two- to three-fold the basal plasma concentration of hyperpolarized [1-C-13]pyruvate enables measurement of liver metabolism. The study also reveals that supraphysiological doses of hyperpolarized [1-C-13]pyruvate can saturate or partially inhibit pyruvate dehydrogenase activity.

COMMUNICATIONS BIOLOGY (2022)

添加到收藏夹

Article Genetics & Heredity

The Drosophila melanogaster enzyme glycerol-3-phosphate dehydrogenase 1 is required for oogenesis, embryonic development, and amino acid homeostasis

Madhulika Rai, Sarah M. Carter, Shefali A. Shefali, Nader H. Mahmoudzadeh, Robert Pepin, Jason M. Tennessen

Summary: The enzyme glycerol-3-phosphate dehydrogenase 1 (GPDH1) plays essential roles in the development and metabolism of Drosophila melanogaster. Depletion of maternal and zygotic pools of GPDH1 affects larval development, lifespan, fat storage, oogenesis, and embryogenesis. Metabolomics analysis further reveals metabolic adaptations in GPDH1 mutants that differ between generations. These findings expand our understanding of GPDH1's functions in early development and provide insights into the survival mechanisms of flies lacking this key enzyme.

G3-GENES GENOMES GENETICS (2022)

添加到收藏夹

Article Biochemistry & Molecular Biology

FRI-1 Is an Anti-Cancer Isoquinolinequinone That Inhibits the Mitochondrial Bioenergetics and Blocks Metabolic Shifts by Redox Disruption in Breast Cancer Cells

Miguel Cordova-Delgado, Sebastian Fuentes-Retamal, Charlotte Palominos, Camila Lopez-Torres, Daniela Guzman-Rivera, Oney Ramirez-Rodriguez, Ramiro Araya-Maturana, Felix A. Urra

Summary: FRI-1 inhibits mitochondrial bioenergetics, induces apoptosis in MCF7 and MDA-MB-231 BC cell lines, promotes AMPK activation with pro-survival effects, and affects 2-oxoglutarate dehydrogenase activity, leading to anticancer effects.

ANTIOXIDANTS (2021)

添加到收藏夹

Article Biochemistry & Molecular Biology

Covalent Adduct Formation in Methylthio-D-ribose-1-phosphate Isomerase: Reaction Intermediate or Artifact?

Vamsee M. Veeramachineni, Subashi T. Ubayawardhana, Andrew S. Murkin

Summary: This study reveals that the mechanism of MtnA enzyme catalyzing the conversion of MTR1P to MTRu1P may involve a proton transfer from C-2 to C-1. Phosphorylation is unrelated to catalysis but may be related to the formation of hemiketal adducts.

BIOCHEMISTRY (2022)

添加到收藏夹

Article Biochemistry & Molecular Biology

Covalent Adduct Formation in Methylthio-D-ribose-1-phosphate Isomerase: Reaction Intermediate or Artifact?

Vamsee M. Veeramachineni, Subashi T. Ubayawardhana, Andrew S. Murkin

Summary: This study investigates the catalytic challenge posed by the substrate's phosphate ester to the enzyme MtnA. It explores the use of covalent catalysis via a phosphorylated residue to allow isomerization. However, the results suggest that phosphorylation is unrelated to catalysis. Unexpectedly, a second adduct was found in the C160S mutant, possibly due to proton transfer from C-2 to C-1 by Cys160.

BIOCHEMISTRY (2022)

添加到收藏夹

Article Physiology

Assessment of Aspartate and Bicarbonate Produced From Hyperpolarized [1-13C]Pyruvate as Markers of Renal Gluconeogenesis

Hikari A. I. Yoshihara, Arnaud Comment, Juerg Schwitter

Summary: Measuring renal gluconeogenesis using invasive techniques is challenging, but less invasive methods like magnetic resonance spectroscopy can provide sensitive detection of metabolism. In fasted rats, pyruvate-to-bicarbonate conversion in the kidney is mainly through PDH flux, while aspartate conversion serves as a potential marker of renal gluconeogenesis following PEPCK inhibition.

FRONTIERS IN PHYSIOLOGY (2021)

添加到收藏夹

Article Clinical Neurology

Identification of novel pathogenic variants in the GCDH gene and assessment of neurodevelopmental outcomes in 24 children with glutaric aciduria type 1

Pradip Paria, Arushi Gahlot Saini, Savita Attri, Rajdeep Kaur, Prahbhjot Malhi, Gunjan Didwal, Ananthanarayanan Kasinathan, Prateek Bhatia, Jitendra Kumar Sahu, Renu Suthar, Lokesh Saini, Sameer Vyas, Inusha Panigrahi, Naveen Sankhyan

Summary: The study aimed to evaluate the pathogenic variants in the GCDH gene and assess the neurodevelopmental outcomes in children with Glutaric aciduria type 1 (GA-1). The results identified several pathogenic variants and observed the impact of the disease on neurodevelopment.

EUROPEAN JOURNAL OF PAEDIATRIC NEUROLOGY (2022)

添加到收藏夹

Article Food Science & Technology

Isolation and Characterization of a New Superior Lactobionic Acid-Producing Bacterium, Enterobacter cloacae KRICT-1, from Environmental Soil Samples

Hee Jeong Han, Yu-Ri Oh, Gyeong Tae Eom

Summary: In this study, a new efficient LBA-producing bacterium, E. cloacae KRICT-1, was isolated from soil. It showed higher LBA productivity compared to the previously studied bacterium and could further increase LBA production at higher temperatures.

ACS FOOD SCIENCE & TECHNOLOGY (2022)

添加到收藏夹

Article Agriculture, Multidisciplinary

Allium Discoloration: Color Compounds Formed during Pinking of Onion and Leek

Roman Kubec, Petra Urajova, Ondrej Lacina, Jana Hajslova, Marek Kuzma, Jakub Zapal

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY (2015)

添加到收藏夹

Article Optics

Emission controlled dual emitting Eu-doped CaMgSi2O6 nanophosphors

Amol Pawar, Abhijit Jadhav, Chang Woo Kim, Hyun Gil Cha, Umapada Pal, Young Soo Kang

JOURNAL OF LUMINESCENCE (2015)

添加到收藏夹

Article Plant Sciences

The effect of storage and processing on antimicrobial activity of Tulbaghia violacea

K. Ranglova, P. Krejcova, R. Kubec

SOUTH AFRICAN JOURNAL OF BOTANY (2015)

添加到收藏夹

Article Materials Science, Multidisciplinary

Enhanced down and upconversion emission for Li+ co-doped Gd2O3:Er3+ nanostructures

Abhijit P. Jadhav, Ju Hyun Oh, Sung Wook Park, Haeyoung Choi, Byung Kee Moon, Byung Chun Choi, Kiwan Jang, Jung Hyun Jeong, Soung Soo Yi, Jung Hwan Kim

CURRENT APPLIED PHYSICS (2016)

添加到收藏夹

Article Materials Science, Multidisciplinary

Enhanced photoluminescence due to Bi3+ → Eu3+ energy transfer and re-precipitation of RE doped homogeneous sized Y2O3 nanophosphors

Abhijit P. Jadhav, Thuy Duong Thi Dinh, Sovann Khan, Seung Yong Lee, Jong-Ku Park, Sung Wook Park, Ju Hyun Oh, Byung Kee Moon, Kiwan Jang, Soung Soo Yi, Jung Hwan Kim, So-Hye Cho, Jung Hyun Jeong

MATERIALS RESEARCH BULLETIN (2016)

添加到收藏夹

Article Chemistry, Multidisciplinary

Near-infrared quantum cutting in Tb3+ and Yb3+-doped Y2O3 nanophosphors

Abhijit P. Jadhav, Sovann Khan, Sun Jin Kim, Seung Yong Lee, Jong-Ku Park, So-Hye Cho

RESEARCH ON CHEMICAL INTERMEDIATES (2017)

添加到收藏夹

Article Agriculture, Multidisciplinary

Allium Discoloration: Color Compounds Formed during Greening of Processed Garlic

Roman Kubec, Petr Curko, Petra Urajova, Josep Rubert, Jana Hajglova

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY (2017)

添加到收藏夹

Article Agriculture, Multidisciplinary

Allithiolanes: Nine Groups of a Newly Discovered Family of Sulfur Compounds Responsible for the Bitter Off-Taste of Processed Onion

Roman Kubec, Iveta Stefanova, Martin Moos, Petra Urajova, Marek Kuzma, Jakub Zapal

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY (2018)

添加到收藏夹

Article Plant Sciences

Antiinflammatory and neurological activity of pyrithione and related sulfur-containing pyridine N-oxides from Persian shallot (Allium stipitatum)

Petra Krejcova, Petra Kucerova, Gary I. Stafford, Anna K. Jager, Roman Kubec

JOURNAL OF ETHNOPHARMACOLOGY (2014)

添加到收藏夹

Correction Chemistry, Physical

Effect of Different Surfactants on the Size Control and Optical Properties of Y2O3:Eu3+ Nanoparticles Prepared by Coprecipitation Method (vol 113, pg 13600, 2009)

Abhijit P. Jadhav, Chang Woo Kim, Hyun Gil Cha, Amol Uttam Pawar, Nitin Appa Jadhav, U. Pal, Young Soo Kang

JOURNAL OF PHYSICAL CHEMISTRY C (2014)

添加到收藏夹

Article Materials Science, Multidisciplinary

Red emitting Y2O3:Eu3+ nanophosphors with > 80% down conversion efficiency

A. P. Jadhav, A. U. Pawar, U. Pal, Y. S. Kang

JOURNAL OF MATERIALS CHEMISTRY C (2014)

添加到收藏夹

Article Agriculture, Multidisciplinary

Isoalliin-Derived Thiolanes Formed in Homogenized Onion

Iveta Stefanova, Jakub Zapal, Martin Moos, Marek Kuzma, Roman Kubec

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY (2019)

添加到收藏夹

Article Agriculture, Multidisciplinary

Organosulfur Compounds of Allium Subgenus Nectaroscordum Species

Iveta Stefanova, Petra Bittnerova, Jakub Zapal, Marek Kuzma, Roman Kubec

Summary: The organosulfur compounds in the bulbs of Allium siculum and Allium tripedale were analyzed, and several previously unknown compounds were identified. The compounds found in these Nectaroscordum species were similar to those observed in onion, but with higher homologues. Thiosulfinates, bis-sulfine, cepaenes, and several cepaene-like compounds were detected, as well as several groups of 3,4-diethylthiolane-based compounds homologous to those found in onion.

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY (2023)

添加到收藏夹

Article Biochemistry & Molecular Biology

Antimicrobial, Cytotoxic, Anti-Inflammatory, and Antioxidant Activity of Culinary Processed Shiitake Medicinal Mushroom (Lentinus edodes, Agaricomycetes) and Its Major Sulfur Sensory-Active Compound-Lenthionine

Kristyna Kupcova, Iveta Stefanova, Zuzana Plavcova, Jan Hosek, Pavel Hrouzek, Roman Kubec

INTERNATIONAL JOURNAL OF MEDICINAL MUSHROOMS (2018)

添加到收藏夹

Review Physics, Applied

Near-IR Quantum Cutting Phosphors: A Step Towards Enhancing Solar Cell Efficiency

Abhijit P. Jadhav, Sovann Khan, Sun Jin Kim, So-Hye Cho

APPLIED SCIENCE AND CONVERGENCE TECHNOLOGY (2014)

添加到收藏夹

Article Biochemistry & Molecular Biology

Inhibition of multidrug-resistant MCF-7 breast cancer cells with combinations of clinical drugs and resin glycosides from Operculina hamiltonii

Armando Moreno-Velasco, Mabel Fragoso-Serrano, Pedro de Jesus Flores-Tafoya, Sebastian Carrillo-Rojas, Elihu Bautista, Suzana Guimara Leitao, Jhon F. Castaneda-Gomez, Rogelio Pereda-Miranda

Summary: This study investigated the roots of Operculina hamiltonii, a traditional medicinal plant in Brazil. Three new acyl sugars or resin glycosides were identified and their structures elucidated. The combination of these compounds with other drugs showed enhanced cytotoxic effects on breast cancer cells.

PHYTOCHEMISTRY (2024)

添加到收藏夹

Article Biochemistry & Molecular Biology

Rare 7,9′-dinorlignans with neuroprotective activity from the roots of Lindera aggregata (Sims) Kosterm

Qian-Qing Liu, Lin-An Xiong, Jia-Yu Qian, Ting-Ting Gong, Lie-Feng Ma, Luo Fang, Zha-Jun Zhan

Summary: A new naturally occurring compound, Linderagatins C-F (1-4), with the structures of diaryltetrahydrofuran-type 7,9'-dinorlignans, was discovered in the roots of Lindera aggregata. The neuroprotective effects of compounds 2 and 3 on erastin-induced ferroptosis in HT-22 cells were found to be significant.

PHYTOCHEMISTRY (2024)

添加到收藏夹

© Peeref 2019-2024. All rights reserved.