Propanal (BioDeep_00000004332)

 

Secondary id: BioDeep_00000405560, BioDeep_00001867691

human metabolite PANOMIX_OTCML-2023 Endogenous BioNovoGene_Lab2019


代谢物信息卡片


Propionaldehyde, 1-14C-labeled

化学式: C3H6O (58.0419)
中文名称: 正丙醛, 丙醛
谱图信息: 最多检出来源 Viridiplantae(plant) 15.41%

分子结构信息

SMILES: CCC=O
InChI: InChI=1S/C3H6O/c1-2-3-4/h3H,2H2,1H3

描述信息

Propanal, also known as N-propionaldehyde or C2H5CHO, belongs to the class of organic compounds known as alpha-hydrogen aldehydes. These are aldehydes with the general formula HC(H)(R)C(=O)H, where R is an organyl group. Propanal exists in all living species, ranging from bacteria to humans. Propanal is an alcohol, cocoa, and earthy tasting compound. Outside of the human body, Propanal is found, on average, in the highest concentration within wild celeries and carrots. Propanal has also been detected, but not quantified in several different foods, such as purple lavers, black salsifies, strawberry guava, grapefruit/pummelo hybrids, and alaska wild rhubarbs. It is an aldehyde that consists of ethane bearing a formyl substituent.
Isolated from various plant sources, e.g. hops, banana, sweet or sour cherry, blackcurrants, melon, pineapple, bread, chesses, coffee, cooked rice and strawberry or apple aroma. Flavouring agent

同义名列表

22 个代谢物同义名

Propionaldehyde, 1-14C-labeled; Propionaldehyde, 2-14C-labeled; Aldehyde propionique; Propionic aldehyde; Methylacetaldehyde; N-Propionaldehyde; Propylic aldehyde; Proprionaldehyde; Propanalaldehyde; Propionaldehyde; Propyl aldehyde; Propylaldehyde; Propanaldehyde; Propaldehyde; 1-Propanone; N-Propanal; 1-Propanal; Propional; Propanal; C2H5CHO; Propanal; Propionaldehyde



数据库引用编号

20 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(9)

PlantCyc(1)

代谢反应

144 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(20)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(124)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

10 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表
Cytoplasm 11 ADH5, AKR1B1, ALB, ALDH1A1, ALDH3A1, CAT, CPOX, CYP2E1, HPGDS, PMP2, XDH
Peripheral membrane protein 3 CYP1B1, CYP2E1, HSD17B6
Endoplasmic reticulum membrane 3 CYP1B1, CYP2E1, TKT
Nucleus 2 ALB, PMP2
cytosol 13 ADH5, AKR1A1, AKR1B1, ALB, ALDH1A1, ALDH3A1, CAT, CPOX, HPGDS, LIPE, PMP2, TKT, XDH
nuclear body 1 TKT
centrosome 1 ALB
nucleoplasm 3 AKR1B1, HPGDS, TKT
Cell membrane 3 LIPE, MAG, TKT
Cell projection, axon 1 ALDH1A1
Early endosome membrane 1 HSD17B6
Synapse 2 AKR1A1, ALDH1A1
Golgi apparatus 2 ALB, ATRN
mitochondrial inner membrane 1 CYP2E1
Cytoplasm, cytosol 3 AKR1A1, ALDH1A1, LIPE
plasma membrane 4 ALDH3A1, ATRN, MAG, TKT
Membrane 5 CAT, CPOX, CYP1B1, LIPE, MAG
apical plasma membrane 2 AKR1A1, TKT
axon 1 ALDH1A1
caveola 1 LIPE
extracellular exosome 11 ADH5, AKR1A1, AKR1B1, ALB, ALDH1A1, ALDH2, ATRN, CAT, LYZ, PMP2, TKT
Lumenal side 1 HSD17B6
endoplasmic reticulum 3 ALB, ALDH3A1, HSD17B6
extracellular space 7 AKR1A1, AKR1B1, ALB, ALDH3A1, ATRN, LYZ, XDH
mitochondrion 6 ADH5, AKR1B1, ALDH2, CAT, CPOX, CYP1B1
protein-containing complex 2 ALB, CAT
intracellular membrane-bounded organelle 5 CAT, CYP1B1, CYP2E1, HPGDS, HSD17B6
Microsome membrane 3 CYP1B1, CYP2E1, HSD17B6
Single-pass type I membrane protein 3 ATRN, MAG, TKT
Secreted 1 ALB
extracellular region 3 ALB, CAT, LYZ
Single-pass membrane protein 1 MAG
[Isoform 2]: Secreted 1 ATRN
Mitochondrion matrix 1 ALDH2
mitochondrial matrix 2 ALDH2, CAT
anchoring junction 1 ALB
actin cytoskeleton 1 TKT
vesicle 1 TKT
Apical cell membrane 1 AKR1A1
Mitochondrion inner membrane 1 CYP2E1
Membrane raft 1 MAG
focal adhesion 2 CAT, TKT
Peroxisome 3 CAT, TKT, XDH
sarcoplasmic reticulum 1 XDH
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
mitochondrial intermembrane space 1 CPOX
receptor complex 1 TKT
ciliary basal body 1 ALB
centriole 1 ALB
spindle pole 1 ALB
blood microparticle 1 ALB
[Isoform 3]: Secreted 1 ATRN
Lipid droplet 1 LIPE
Membrane, caveola 1 LIPE
myelin sheath 2 MAG, PMP2
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 1 CAT
endoplasmic reticulum lumen 1 ALB
platelet alpha granule lumen 1 ALB
specific granule lumen 1 LYZ
tertiary granule lumen 1 LYZ
paranode region of axon 1 MAG
Schmidt-Lanterman incisure 1 MAG
azurophil granule lumen 1 LYZ
[Isoform 1]: Cell membrane 1 ATRN
compact myelin 1 MAG
catalase complex 1 CAT
myelin sheath adaxonal region 1 MAG
mesaxon 1 MAG
ciliary transition fiber 1 ALB


文献列表

  • Ai Suzuki-Iwashima, Ai Iwasawa, Mayumi Kawai, Hiroaki Kubouchi, Ryuhei Ozaki, Kazuo Miyashita, Makoto Shiota. Antioxidant activity toward fish oil triacylglycerols exerted by sphingoid bases isolated from butter serum with α-tocopherol. Food chemistry. 2021 Jan; 334(?):127588. doi: 10.1016/j.foodchem.2020.127588. [PMID: 32721837]
  • Agnes S Meidert, Alexander Choukèr, Siegfried Praun, Gustav Schelling, Michael E Dolch. Exhaled Breath and Oxygenator Sweep Gas Propionaldehyde in Acute Respiratory Distress Syndrome. Molecules (Basel, Switzerland). 2020 Dec; 26(1):. doi: 10.3390/molecules26010145. [PMID: 33396196]
  • J A Custodio-Mendoza, J Aja-Macaya, I M Valente, J A Rodrigues, P J Almeida, R A Lorenzo, A M Carro. Determination of malondialdehyde, acrolein and four other products of lipid peroxidation in edible oils by Gas-Diffusion Microextraction combined with Dispersive Liquid-Liquid Microextraction. Journal of chromatography. A. 2020 Sep; 1627(?):461397. doi: 10.1016/j.chroma.2020.461397. [PMID: 32823102]
  • Soraya Rasi Ghaemi, Bahman Delalat, Alex Cavallaro, Agnieszka Mierczynska-Vasilev, Krasimir Vasilev, Nicolas H Voelcker. Differentiation of Rat Mesenchymal Stem Cells toward Osteogenic Lineage on Extracellular Matrix Protein Gradients. Advanced healthcare materials. 2019 09; 8(17):e1900595. doi: 10.1002/adhm.201900595. [PMID: 31328896]
  • Minmin Wang, Lei Zhang, Kyung Hwan Boo, Eunsook Park, Georgia Drakakaki, Florence Zakharov. PDC1, a pyruvate/α-ketoacid decarboxylase, is involved in acetaldehyde, propanal and pentanal biosynthesis in melon (Cucumis melo L.) fruit. The Plant journal : for cell and molecular biology. 2019 04; 98(1):112-125. doi: 10.1111/tpj.14204. [PMID: 30556202]
  • Shigeo Nakajima, Marie Takai, Chieko Hayashi, Takuo Tsuno, Yasushi Endo. Autoxidation of Fish Oil Blended with Rice Bran Oil. Journal of oleo science. 2017 Jun; 66(6):573-577. doi: 10.5650/jos.ess17030. [PMID: 28515386]
  • Hee-Sang Roh, Su-Yeong Kim, Sang-Chul Jung, Min-Suk Kook, Byung-Hoon Kim. In Vitro Study on the Plasma-Polymerization of Propionaldehyde and Allylglycidyl Ether for Immobilization of Recombinant Human Bone Morphogenetic Protein-2. Journal of nanoscience and nanotechnology. 2017 Apr; 17(4):2316-319. doi: 10.1166/jnn.2017.13312. [PMID: 29639155]
  • Ryusuke Tanaka, Mami Ishimaru, Hideo Hatate, Yoshimasa Sugiura, Teruo Matsushita. Relationship between 4-hydroxy-2-hexenal contents and commercial grade by organoleptic judgement in Japanese dried laver Porphyra spp. Food chemistry. 2016 Dec; 212(?):104-9. doi: 10.1016/j.foodchem.2016.05.166. [PMID: 27374512]
  • Stefani S Griesser, Marek Jasieniak, Bryan R Coad, Hans J Griesser. Antifungal coatings by caspofungin immobilization onto biomaterials surfaces via a plasma polymer interlayer. Biointerphases. 2015 Dec; 10(4):04A307. doi: 10.1116/1.4933108. [PMID: 26467660]
  • M E Dolch, A Choukèr, C Hornuss, L Frey, M Irlbeck, S Praun, C Leidlmair, J Villinger, G Schelling. Quantification of propionaldehyde in breath of patients after lung transplantation. Free radical biology & medicine. 2015 Aug; 85(?):157-64. doi: 10.1016/j.freeradbiomed.2015.04.003. [PMID: 25862413]
  • Tadeusz Jezierski, Marta Walczak, Tomasz Ligor, Joanna Rudnicka, Bogusław Buszewski. Study of the art: canine olfaction used for cancer detection on the basis of breath odour. Perspectives and limitations. Journal of breath research. 2015 May; 9(2):027001. doi: 10.1088/1752-7155/9/2/027001. [PMID: 25944810]
  • Martin E Erdmann, Benjamin Zeeb, Hanna Salminen, Monika Gibis, Ralf Lautenschlaeger, Jochen Weiss. Influence of droplet size on the antioxidant activity of rosemary extract loaded oil-in-water emulsions in mixed systems. Food & function. 2015 Mar; 6(3):793-804. doi: 10.1039/c4fo00878b. [PMID: 25586114]
  • Jun Cao, Long Deng, Xue-Mei Zhu, Yawei Fan, Jiang-Ning Hu, Jing Li, Ze-Yuan Deng. Novel approach to evaluate the oxidation state of vegetable oils using characteristic oxidation indicators. Journal of agricultural and food chemistry. 2014 Dec; 62(52):12545-52. doi: 10.1021/jf5047656. [PMID: 25487776]
  • Pawel Mochalski, Karin Krapf, Clemens Ager, Helmut Wiesenhofer, Agapios Agapiou, Milt Statheropoulos, Dietmar Fuchs, Ernst Ellmerer, Boguslaw Buszewski, Anton Amann. Temporal profiling of human urine VOCs and its potential role under the ruins of collapsed buildings. Toxicology mechanisms and methods. 2012 Sep; 22(7):502-11. doi: 10.3109/15376516.2012.682664. [PMID: 22482743]
  • Réjane Morand, Liliane Todesco, Massimiliano Donzelli, David Fischer-Barnicol, Peter J Mullen, Stephan Krähenbühl. Effect of short- and long-term treatment with valproate on carnitine homeostasis in humans. Therapeutic drug monitoring. 2012 Aug; 34(4):406-14. doi: 10.1097/ftd.0b013e3182608e2f. [PMID: 22743351]
  • Bryan R Coad, Tanja Scholz, Krasimir Vasilev, John D Hayball, Robert D Short, Hans J Griesser. Functionality of proteins bound to plasma polymer surfaces. ACS applied materials & interfaces. 2012 May; 4(5):2455-63. doi: 10.1021/am300128n. [PMID: 22489739]
  • Belem Yoval-Sánchez, José S Rodríguez-Zavala. Differences in susceptibility to inactivation of human aldehyde dehydrogenases by lipid peroxidation byproducts. Chemical research in toxicology. 2012 Mar; 25(3):722-9. doi: 10.1021/tx2005184. [PMID: 22339434]
  • Bryan R Coad, Krasimir Vasilev, Kerrilyn R Diener, John D Hayball, Robert D Short, Hans J Griesser. Immobilized streptavidin gradients as bioconjugation platforms. Langmuir : the ACS journal of surfaces and colloids. 2012 Feb; 28(5):2710-7. doi: 10.1021/la204714p. [PMID: 22235975]
  • Brianna H Hughes, L Brian Perkins, Beth L Calder, Denise I Skonberg. Fish oil fortification of soft goat cheese. Journal of food science. 2012 Feb; 77(2):S128-33. doi: 10.1111/j.1750-3841.2011.02560.x. [PMID: 22309698]
  • Sudheera Polavarapu, Christine M Oliver, Said Ajlouni, Mary Ann Augustin. Impact of extra virgin olive oil and ethylenediaminetetraacetic acid (EDTA) on the oxidative stability of fish oil emulsions and spray-dried microcapsules stabilized by sugar beet pectin. Journal of agricultural and food chemistry. 2012 Jan; 60(1):444-50. doi: 10.1021/jf2034785. [PMID: 22136143]
  • Brante P Sampey, Alex J Freemerman, Jimmy Zhang, Pei-Fen Kuan, Joseph A Galanko, Thomas M O'Connell, Olga R Ilkayeva, Michael J Muehlbauer, Robert D Stevens, Christopher B Newgard, Heather A Brauer, Melissa A Troester, Liza Makowski. Metabolomic profiling reveals mitochondrial-derived lipid biomarkers that drive obesity-associated inflammation. PloS one. 2012; 7(6):e38812. doi: 10.1371/journal.pone.0038812. [PMID: 22701716]
  • Stefan W Ryter. Bile pigments in pulmonary and vascular disease. Frontiers in pharmacology. 2012; 3(?):39. doi: 10.3389/fphar.2012.00039. [PMID: 22408625]
  • Nicole M Josquin, Jozef P H Linssen, Jacques H Houben. Quality characteristics of Dutch-style fermented sausages manufactured with partial replacement of pork back-fat with pure, pre-emulsified or encapsulated fish oil. Meat science. 2012 Jan; 90(1):81-6. doi: 10.1016/j.meatsci.2011.06.001. [PMID: 21703777]
  • Mi Zhou, Bo-Guang Wang, De-Jun Zhao, Chun-Lin Zhang, Yin-Gang Gu. [Source emission characteristics of malodorous volatile organic carbonyls from a municipal sewage treatment plant]. Huan jing ke xue= Huanjing kexue. 2011 Dec; 32(12):3571-6. doi: ". [PMID: 22468520]
  • Janine Keller, Robert Ringseis, Steffen Priebe, Reinhard Guthke, Holger Kluge, Klaus Eder. Effect of L-carnitine on the hepatic transcript profile in piglets as animal model. Nutrition & metabolism. 2011 Oct; 8(?):76. doi: 10.1186/1743-7075-8-76. [PMID: 22040461]
  • Christoph Lichtenstern, Stefan Hofer, Andrea Möllers, Steffi Snyder-Ramos, Dorothee Spies-Martin, Eike Martin, Jan Schmidt, Johann Motsch, Hubert J Bardenheuer, Markus A Weigand. Lipid peroxidation in acute respiratory distress syndrome and liver failure. The Journal of surgical research. 2011 Jun; 168(2):243-52. doi: 10.1016/j.jss.2009.10.028. [PMID: 20097366]
  • Ngome L Makia, Pasano Bojang, K Cameron Falkner, Daniel J Conklin, Russell A Prough. Murine hepatic aldehyde dehydrogenase 1a1 is a major contributor to oxidation of aldehydes formed by lipid peroxidation. Chemico-biological interactions. 2011 May; 191(1-3):278-87. doi: 10.1016/j.cbi.2011.01.013. [PMID: 21256123]
  • F Pop. Chemical stabilization of oils rich in long-chain polyunsaturated fatty acids during storage. Food science and technology international = Ciencia y tecnologia de los alimentos internacional. 2011 Apr; 17(2):111-7. doi: 10.1177/1082013210368738. [PMID: 21447601]
  • Katerina Hruskova, Petra Kovarikova, Petra Bendova, Pavlina Haskova, Eliska Mackova, Jan Stariat, Anna Vavrova, Katerina Vavrova, Tomas Simunek. Synthesis and initial in vitro evaluations of novel antioxidant aroylhydrazone iron chelators with increased stability against plasma hydrolysis. Chemical research in toxicology. 2011 Mar; 24(3):290-302. doi: 10.1021/tx100359t. [PMID: 21214215]
  • Marta Daniotti, Giancarlo la Marca, Patrizio Fiorini, Luca Filippi. New developments in the treatment of hyperammonemia: emerging use of carglumic acid. International journal of general medicine. 2011 Jan; 4(?):21-8. doi: 10.2147/ijgm.s10490. [PMID: 21403788]
  • Laura R Jarboe. YqhD: a broad-substrate range aldehyde reductase with various applications in production of biorenewable fuels and chemicals. Applied microbiology and biotechnology. 2011 Jan; 89(2):249-57. doi: 10.1007/s00253-010-2912-9. [PMID: 20924577]
  • Zhendong Liu, Yinling Ren, Li Pan, Han-Mei Xu. In vivo anti-tumor activity of polypeptide HM-3 modified by different polyethylene glycols (PEG). International journal of molecular sciences. 2011; 12(4):2650-63. doi: 10.3390/ijms12042650. [PMID: 21731464]
  • Daniel Vaiman, Géraldine Gascoin-Lachambre, Farid Boubred, Françoise Mondon, Jean-Marc Feuerstein, Isabelle Ligi, Isabelle Grandvuillemin, Sandrine Barbaux, Eric Ghigo, Vincent Achard, Umberto Simeoni, Christophe Buffat. The intensity of IUGR-induced transcriptome deregulations is inversely correlated with the onset of organ function in a rat model. PloS one. 2011; 6(6):e21222. doi: 10.1371/journal.pone.0021222. [PMID: 21731679]
  • Luciane Conceição Silva Bastos, Pedro Afonso de Paula Pereira. Influence of heating time and metal ions on the amount of free fatty acids and formation rates of selected carbonyl compounds during the thermal oxidation of canola oil. Journal of agricultural and food chemistry. 2010 Dec; 58(24):12777-83. doi: 10.1021/jf1028575. [PMID: 21105653]
  • Phaik Har Yong, Hongliang Zong, Reinhold J Medina, G Astrid Limb, Koji Uchida, Alan W Stitt, Tim M Curtis. Evidence supporting a role for N-(3-formyl-3,4-dehydropiperidino)lysine accumulation in Müller glia dysfunction and death in diabetic retinopathy. Molecular vision. 2010 Dec; 16(?):2524-38. doi: NULL. [PMID: 21151599]
  • Joanna Rudnicka, Paweł Mochalski, Agapios Agapiou, Milt Statheropoulos, Anton Amann, Bogusław Buszewski. Application of ion mobility spectrometry for the detection of human urine. Analytical and bioanalytical chemistry. 2010 Nov; 398(5):2031-8. doi: 10.1007/s00216-010-4147-0. [PMID: 20820995]
  • Guo-Zhang Wu, Hong-Wei Xue. Arabidopsis β-ketoacyl-[acyl carrier protein] synthase i is crucial for fatty acid synthesis and plays a role in chloroplast division and embryo development. The Plant cell. 2010 Nov; 22(11):3726-44. doi: 10.1105/tpc.110.075564. [PMID: 21081696]
  • Bernhard Kräutler, Srinivas Banala, Simone Moser, Clemens Vergeiner, Thomas Müller, Cornelius Lütz, Andreas Holzinger. A novel blue fluorescent chlorophyll catabolite accumulates in senescent leaves of the peace lily and indicates a split path of chlorophyll breakdown. FEBS letters. 2010 Oct; 584(19):4215-21. doi: 10.1016/j.febslet.2010.09.011. [PMID: 20837007]
  • Sri Haryani Anwar, Jenny Weissbrodt, Benno Kunz. Microencapsulation of fish oil by spray granulation and fluid bed film coating. Journal of food science. 2010 Aug; 75(6):E359-71. doi: 10.1111/j.1750-3841.2010.01665.x. [PMID: 20722921]
  • Roberta Leonardi, Jerold E Rehg, Charles O Rock, Suzanne Jackowski. Pantothenate kinase 1 is required to support the metabolic transition from the fed to the fasted state. PloS one. 2010 Jun; 5(6):e11107. doi: 10.1371/journal.pone.0011107. [PMID: 20559429]
  • Jun Luo, Jun-Song Wang, Xiao-Bing Wang, Jian-Guang Luo, Ling-Yi Kong. Chuktabularins E-T, 16-Norphragmalin Limonoids from Chukrasia tabularis var. velutina. Journal of natural products. 2010 May; 73(5):835-43. doi: 10.1021/np900734c. [PMID: 20405929]
  • Zhiping Shen, Mary Ann Augustin, Luz Sanguansri, Li Jiang Cheng. Oxidative stability of microencapsulated fish oil powders stabilized by blends of chitosan, modified starch, and glucose. Journal of agricultural and food chemistry. 2010 Apr; 58(7):4487-93. doi: 10.1021/jf904102k. [PMID: 20222732]
  • Dominga Lapi, Lina Sabatino, Giovanna Giuseppina Altobelli, Paolo Mondola, Vincenzo Cimini, Antonio Colantuoni. Effects of propionyl-L-carnitine on ischemia-reperfusion injury in hamster cheek pouch microcirculation. Frontiers in physiology. 2010; 1(?):132. doi: 10.3389/fphys.2010.00132. [PMID: 21423374]
  • Daniel I Chasman, Guillaume Paré, Samia Mora, Jemma C Hopewell, Gina Peloso, Robert Clarke, L Adrienne Cupples, Anders Hamsten, Sekar Kathiresan, Anders Mälarstig, José M Ordovas, Samuli Ripatti, Alex N Parker, Joseph P Miletich, Paul M Ridker. Forty-three loci associated with plasma lipoprotein size, concentration, and cholesterol content in genome-wide analysis. PLoS genetics. 2009 Nov; 5(11):e1000730. doi: 10.1371/journal.pgen.1000730. [PMID: 19936222]
  • G Pignoli, R Bou, M T Rodriguez-Estrada, E A Decker. Suitability of saturated aldehydes as lipid oxidation markers in washed turkey meat. Meat science. 2009 Nov; 83(3):412-6. doi: 10.1016/j.meatsci.2009.06.019. [PMID: 20416697]
  • Shuang Deng, Guo-Fang Zhang, Takhar Kasumov, Charles R Roe, Henri Brunengraber. Interrelations between C4 ketogenesis, C5 ketogenesis, and anaplerosis in the perfused rat liver. The Journal of biological chemistry. 2009 Oct; 284(41):27799-27807. doi: 10.1074/jbc.m109.048744. [PMID: 19666922]
  • Amit Singh, David K Crossman, Deborah Mai, Loni Guidry, Martin I Voskuil, Matthew B Renfrow, Adrie J C Steyn. Mycobacterium tuberculosis WhiB3 maintains redox homeostasis by regulating virulence lipid anabolism to modulate macrophage response. PLoS pathogens. 2009 Aug; 5(8):e1000545. doi: 10.1371/journal.ppat.1000545. [PMID: 19680450]
  • S Benedetti, S Drusch, S Mannino. Monitoring of autoxidation in LCPUFA-enriched lipid microparticles by electronic nose and SPME-GCMS. Talanta. 2009 Jun; 78(4-5):1266-71. doi: 10.1016/j.talanta.2009.01.045. [PMID: 19362186]
  • Hanne Christine Bertram, Bent Ole Petersen, Jens Ø Duus, Mogens Larsen, Birgitte-Marie L Raun, Niels Bastian Kristensen. Proton nuclear magnetic resonance spectroscopy based investigation on propylene glycol toxicosis in a Holstein cow. Acta veterinaria Scandinavica. 2009 Jun; 51(?):25. doi: 10.1186/1751-0147-51-25. [PMID: 19523238]
  • Qin Zhu, Chia-Pei Liang, Ka-Wing Cheng, Xiaofang Peng, Chih-Yu Lo, Fereidoon Shahidi, Feng Chen, Chi-Tang Ho, Mingfu Wang. Trapping effects of green and black tea extracts on peroxidation-derived carbonyl substances of seal blubber oil. Journal of agricultural and food chemistry. 2009 Feb; 57(3):1065-9. doi: 10.1021/jf802691k. [PMID: 19154106]
  • Richard M Lopachin, Brian C Geohagen, Terrence Gavin. Synaptosomal toxicity and nucleophilic targets of 4-hydroxy-2-nonenal. Toxicological sciences : an official journal of the Society of Toxicology. 2009 Jan; 107(1):171-81. doi: 10.1093/toxsci/kfn226. [PMID: 18996889]
  • Shingo Arato, Hiroshi Ito, Kazuo Miyashita, Kazuichi Hayakawa, Yutaka Itabashi. A facile method for the detection of aldehydes in oxidized lipids using solid-phase microextraction fiber and gas chromatograph equipped with a septum-free injector. Journal of oleo science. 2009; 58(1):17-22. doi: 10.5650/jos.58.17. [PMID: 19075503]
  • Jan S Moreb, Henry V Baker, Lung-Ji Chang, Maria Amaya, M Cecilia Lopez, Blanca Ostmark, Wayne Chou. ALDH isozymes downregulation affects cell growth, cell motility and gene expression in lung cancer cells. Molecular cancer. 2008 Nov; 7(?):87. doi: 10.1186/1476-4598-7-87. [PMID: 19025616]
  • Faruk Dincer, Aysen Muezzinoglu. Odor-causing volatile organic compounds in wastewater treatment plant units and sludge management areas. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering. 2008 Nov; 43(13):1569-74. doi: 10.1080/10934520802293776. [PMID: 18821246]
  • I Portöro, L Kocsis, P Hermán, D Caccia, M Perrella, L Ronda, S Bruno, S Bettati, C Micalella, A Mozzarelli, A Varga, M Vas, K C Lowe, A Eke. Towards a novel haemoglobin-based oxygen carrier: Euro-PEG-Hb, physico-chemical properties, vasoactivity and renal filtration. Biochimica et biophysica acta. 2008 Oct; 1784(10):1402-9. doi: 10.1016/j.bbapap.2008.03.005. [PMID: 18405674]
  • Hélène J Giroux, Geneviève Acteau, Hassan Sabik, Michel Britten. Influence of dissolved gases and heat treatments on the oxidative degradation of polyunsaturated fatty acids enriched dairy beverage. Journal of agricultural and food chemistry. 2008 Jul; 56(14):5710-6. doi: 10.1021/jf800516x. [PMID: 18588313]
  • Marly S Katsuda, D J McClements, Lucia H S Miglioranza, Eric A Decker. Physical and oxidative stability of fish oil-in-water emulsions stabilized with beta-lactoglobulin and pectin. Journal of agricultural and food chemistry. 2008 Jul; 56(14):5926-31. doi: 10.1021/jf800574s. [PMID: 18582080]
  • Mário Geraldo de Carvalho, Lucilene Faustina de Oliveira Cândido, Patrícia Miranda da Costa, Ildomar Alves do Nascimento, Raimundo Braz-Filho. Triterpenes acids and saponins isolated from Licania arianeae Prance (Chrysobalanaceae). Journal of natural medicines. 2008 Jul; 62(3):360-1. doi: 10.1007/s11418-008-0241-4. [PMID: 18392738]
  • Homan Miraliakbari, Fereidoon Shahidi. Oxidative stability of tree nut oils. Journal of agricultural and food chemistry. 2008 Jun; 56(12):4751-9. doi: 10.1021/jf8000982. [PMID: 18494484]
  • Thalita Oliveira da Silva, Pedro Afonso de Paula Pereira. Influence of time, surface-to-volume ratio, and heating process (continuous or intermittent) on the emission rates of selected carbonyl compounds during thermal oxidation of palm and soybean oils. Journal of agricultural and food chemistry. 2008 May; 56(9):3129-35. doi: 10.1021/jf0734525. [PMID: 18422332]
  • Anna Andolfi, Alessio Cimmino, Pietro Lo Cantore, Nicola Sante Iacobellis, Antonio Evidente. Bioactive and structural metabolites of pseudomonas and burkholderia species causal agents of cultivated mushrooms diseases. Perspectives in medicinal chemistry. 2008 May; 2(?):81-112. doi: ". [PMID: 19787100]
  • José Manuel Pérez, Felipe A Arenas, Gonzalo A Pradenas, Juan M Sandoval, Claudio C Vásquez. Escherichia coli YqhD exhibits aldehyde reductase activity and protects from the harmful effect of lipid peroxidation-derived aldehydes. The Journal of biological chemistry. 2008 Mar; 283(12):7346-53. doi: 10.1074/jbc.m708846200. [PMID: 18211903]
  • Michelina Catauro, Mariagrazia Raucci, Giovanni Ausanio. Sol-gel processing of drug delivery zirconia/polycaprolactone hybrid materials. Journal of materials science. Materials in medicine. 2008 Feb; 19(2):531-40. doi: 10.1007/s10856-007-3065-y. [PMID: 17619979]
  • Randy J Chandler, Jennifer Sloan, Hong Fu, Matthew Tsai, Sally Stabler, Robert Allen, Klaus H Kaestner, Haig H Kazazian, Charles P Venditti. Metabolic phenotype of methylmalonic acidemia in mice and humans: the role of skeletal muscle. BMC medical genetics. 2007 Oct; 8(?):64. doi: 10.1186/1471-2350-8-64. [PMID: 17937813]
  • N B Kristensen, B M L Raun. Ruminal and intermediary metabolism of propylene glycol in lactating Holstein cows. Journal of dairy science. 2007 Oct; 90(10):4707-17. doi: 10.3168/jds.2007-0295. [PMID: 17881693]
  • Roni Vicente Reche, Alexandre Ferreira Leite Neto, Alexandre Ataide Da Silva, Carlos Alexandre Galinaro, Renata Zachi De Osti, Douglas Wagner Franco. Influence of type of distillation apparatus on chemical profiles of brazilian cachaças. Journal of agricultural and food chemistry. 2007 Aug; 55(16):6603-8. doi: 10.1021/jf0704110. [PMID: 17629298]
  • Bud-Gen Chen, Sheng-Meng Wang, Ray H Liu. GC-MS analysis of multiply derivatized opioids in urine. Journal of mass spectrometry : JMS. 2007 Aug; 42(8):1012-23. doi: 10.1002/jms.1227. [PMID: 17567826]
  • Ying Zhong, Santosh P Lall, Fereidoon Shahidi. Effects of oxidized dietary oil and vitamin E supplementation on lipid profile and oxidation of muscle and liver of juvenile atlantic cod (Gadus morhua). Journal of agricultural and food chemistry. 2007 Jul; 55(15):6379-86. doi: 10.1021/jf070124w. [PMID: 17583348]
  • Elinor Scott, Francisc Peter, Johan Sanders. Biomass in the manufacture of industrial products--the use of proteins and amino acids. Applied microbiology and biotechnology. 2007 Jun; 75(4):751-62. doi: 10.1007/s00253-007-0932-x. [PMID: 17387469]
  • Brett M Davis, Murray J McEwan. Determination of olive oil oxidative status by selected ion flow tube mass spectrometry. Journal of agricultural and food chemistry. 2007 May; 55(9):3334-8. doi: 10.1021/jf063610c. [PMID: 17407314]
  • Randy J Chandler, Matthew S Tsai, Kenneth Dorko, Jennifer Sloan, Mark Korson, Richard Freeman, Stephen Strom, Charles P Venditti. Adenoviral-mediated correction of methylmalonyl-CoA mutase deficiency in murine fibroblasts and human hepatocytes. BMC medical genetics. 2007 Apr; 8(?):24. doi: 10.1186/1471-2350-8-24. [PMID: 17470278]
  • Stephanie L Shaw, Frank M Mitloehner, Wendi Jackson, Edward J Depeters, James G Fadel, Peter H Robinson, Rupert Holzinger, Allen H Goldstein. Volatile organic compound emissions from dairy cows and their waste as measured by proton-transfer-reaction mass spectrometry. Environmental science & technology. 2007 Feb; 41(4):1310-6. doi: 10.1021/es061475e. [PMID: 17593735]
  • Lindsey J Macpherson, Adrienne E Dubin, Michael J Evans, Felix Marr, Peter G Schultz, Benjamin F Cravatt, Ardem Patapoutian. Noxious compounds activate TRPA1 ion channels through covalent modification of cysteines. Nature. 2007 Feb; 445(7127):541-5. doi: 10.1038/nature05544. [PMID: 17237762]
  • Alexandros Basilios Tsoupras, Elizabeth Fragopoulou, Tzortzis Nomikos, Christos Iatrou, Smaragdi Antonopoulou, Constantinos Alexandros Demopoulos. Characterization of the de novo biosynthetic enzyme of platelet activating factor, DDT-insensitive cholinephosphotransferase, of human mesangial cells. Mediators of inflammation. 2007; 2007(?):27683. doi: 10.1155/2007/27683. [PMID: 17710109]
  • S O Awe, A S O Adeagbo, S E D'Souza, A Bhatnagar, D J Conklin. Acrolein induces vasodilatation of rodent mesenteric bed via an EDHF-dependent mechanism. Toxicology and applied pharmacology. 2006 Dec; 217(3):266-76. doi: 10.1016/j.taap.2006.08.008. [PMID: 17069868]
  • B W M Moeskops, M M L Steeghs, K van Swam, S M Cristescu, P T J Scheepers, F J M Harren. Real-time trace gas sensing of ethylene, propanal and acetaldehyde from human skin in vivo. Physiological measurement. 2006 Nov; 27(11):1187-96. doi: 10.1088/0967-3334/27/11/011. [PMID: 17028411]
  • H Orhan, H Gurer-Orhan, E Vriese, N P E Vermeulen, J H N Meerman. Application of lipid peroxidation and protein oxidation biomarkers for oxidative damage in mammalian cells. A comparison with two fluorescent probes. Toxicology in vitro : an international journal published in association with BIBRA. 2006 Sep; 20(6):1005-13. doi: 10.1016/j.tiv.2005.12.012. [PMID: 16488111]
  • Qiang Hao, Wolfgang Maret. Aldehydes release zinc from proteins. A pathway from oxidative stress/lipid peroxidation to cellular functions of zinc. The FEBS journal. 2006 Sep; 273(18):4300-10. doi: 10.1111/j.1742-4658.2006.05428.x. [PMID: 16930132]
  • Hande Gurer-Orhan, Hilme Orhan, Nico P Vermeulen, John H Meerman. Screening the oxidative potential of several mono- and di-halogenated biphenyls and biphenyl ethers in rat hepatocytes. Combinatorial chemistry & high throughput screening. 2006 Jul; 9(6):449-54. doi: 10.2174/138620706777698517. [PMID: 16842226]
  • Yoshichika Kawai, Hiroyuki Fujii, Miki Okada, Yoshikazu Tsuchie, Koji Uchida, Toshihiko Osawa. Formation of Nepsilon-(succinyl)lysine in vivo: a novel marker for docosahexaenoic acid-derived protein modification. Journal of lipid research. 2006 Jul; 47(7):1386-98. doi: 10.1194/jlr.m600091-jlr200. [PMID: 16582421]
  • Thomas M Blättler, Stéphanie Pasche, Marcus Textor, Hans J Griesser. High salt stability and protein resistance of poly(L-lysine)-g-poly(ethylene glycol) copolymers covalently immobilized via aldehyde plasma polymer interlayers on inorganic and polymeric substrates. Langmuir : the ACS journal of surfaces and colloids. 2006 Jun; 22(13):5760-9. doi: 10.1021/la0602766. [PMID: 16768506]
  • Heather R Filipowicz, Sharon L Ernst, Carrie L Ashurst, Marzia Pasquali, Nicola Longo. Metabolic changes associated with hyperammonemia in patients with propionic acidemia. Molecular genetics and metabolism. 2006 Jun; 88(2):123-30. doi: 10.1016/j.ymgme.2005.11.016. [PMID: 16406646]
  • Jonathan A Doorn, Thomas D Hurley, Dennis R Petersen. Inhibition of human mitochondrial aldehyde dehydrogenase by 4-hydroxynon-2-enal and 4-oxonon-2-enal. Chemical research in toxicology. 2006 Jan; 19(1):102-10. doi: 10.1021/tx0501839. [PMID: 16411662]
  • Anders Bach Nielsen, Anders Buur, Claus Larsen. Bioreversible quaternary N-acyloxymethyl derivatives of the poorly soluble tertiary amine Lu 28-179--synthesis, pharmaceutical chemical characterization and bioavailability studies in dogs. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2005 Dec; 26(5):421-8. doi: 10.1016/j.ejps.2005.07.009. [PMID: 16150581]
  • Parvin Hakimi, Mark T Johnson, Jianqi Yang, David F Lepage, Ronald A Conlon, Satish C Kalhan, Lea Reshef, Shirley M Tilghman, Richard W Hanson. Phosphoenolpyruvate carboxykinase and the critical role of cataplerosis in the control of hepatic metabolism. Nutrition & metabolism. 2005 Nov; 2(?):33. doi: 10.1186/1743-7075-2-33. [PMID: 16300682]
  • Taufika Islam Williams, Mark A Lovell, Bert C Lynn. Analysis of derivatized biogenic aldehydes by LC tandem mass spectrometry. Analytical chemistry. 2005 May; 77(10):3383-9. doi: 10.1021/ac048265+. [PMID: 15889933]
  • Hilmi Orhan, Berry van Holland, Betty Krab, Janine Moeken, Nico P E Vermeulen, Peter Hollander, John H N Meerman. Evaluation of a multi-parameter biomarker set for oxidative damage in man: increased urinary excretion of lipid, protein and DNA oxidation products after one hour of exercise. Free radical research. 2004 Dec; 38(12):1269-79. doi: 10.1080/10715760400013763. [PMID: 15763951]
  • Min Hu, D Julian McClements, Eric A Decker. Antioxidant activity of a proanthocyanidin-rich extract from grape seed in whey protein isolate stabilized algae oil-in-water emulsions. Journal of agricultural and food chemistry. 2004 Aug; 52(16):5272-6. doi: 10.1021/jf049486j. [PMID: 15291507]
  • Karim Lahjouji, Ihsan Elimrani, Julie Lafond, Line Leduc, Ijaz A Qureshi, Grant A Mitchell. L-Carnitine transport in human placental brush-border membranes is mediated by the sodium-dependent organic cation transporter OCTN2. American journal of physiology. Cell physiology. 2004 Aug; 287(2):C263-9. doi: 10.1152/ajpcell.00333.2003. [PMID: 15238359]
  • Habibollah Faraji, D Julian McClements, Eric A Decker. Role of continuous phase protein on the oxidative stability of fish oil-in-water emulsions. Journal of agricultural and food chemistry. 2004 Jul; 52(14):4558-64. doi: 10.1021/jf035346i. [PMID: 15237967]
  • Marleen M J Van Greevenbroek, Vicky M M-J Vermeulen, Tjerk W A De Bruin. Identification of novel molecular candidates for fatty liver in the hyperlipidemic mouse model, HcB19. Journal of lipid research. 2004 Jun; 45(6):1148-54. doi: 10.1194/jlr.m400062-jlr200. [PMID: 15060090]
  • Anders Nordström, Petr Tarkowski, Danuse Tarkowska, Karel Dolezal, Crister Astot, Göran Sandberg, Thomas Moritz. Derivatization for LC-electrospray ionization-MS: a tool for improving reversed-phase separation and ESI responses of bases, ribosides, and intact nucleotides. Analytical chemistry. 2004 May; 76(10):2869-77. doi: 10.1021/ac0499017. [PMID: 15144199]
  • K C Nam, Jeong-Han Kim, Dong U Ahn, Seung-Cheol Lee. Far-infrared radiation increases the antioxidant properties of rice hull extract in cooked turkey meat. Journal of agricultural and food chemistry. 2004 Jan; 52(2):374-9. doi: 10.1021/jf035103q. [PMID: 14733524]
  • Soo-Bok Lee, Ki-chang Nam, Sung-Joon Lee, Jong-Ho Lee, Kuniyo Inouye, Kwan-Hwa Park. Antioxidative effects of glycosyl-ascorbic acids synthesized by maltogenic amylase to reduce lipid oxidation and volatiles production in cooked chicken meat. Bioscience, biotechnology, and biochemistry. 2004 Jan; 68(1):36-43. doi: 10.1271/bbb.68.36. [PMID: 14745161]
  • Aglaia Pappa, Tia Estey, Rizwan Manzer, Donald Brown, Vasilis Vasiliou. Human aldehyde dehydrogenase 3A1 (ALDH3A1): biochemical characterization and immunohistochemical localization in the cornea. The Biochemical journal. 2003 Dec; 376(Pt 3):615-23. doi: 10.1042/bj20030810. [PMID: 12943535]
  • Z H Liu, M Y Li, D F Cui. A novel method for polypeptide design to prepare specific antibody of the peptide and applied to immunoassay. Journal of immunological methods. 2003 Oct; 281(1-2):17-25. doi: 10.1016/s0022-1759(03)00264-3. [PMID: 14580878]
  • Boris Gebhardt, Stefan Vlaho, Doris Fischer, Adrian Sewell, Hansjosef Böhles. N-carbamylglutamate enhances ammonia detoxification in a patient with decompensated methylmalonic aciduria. Molecular genetics and metabolism. 2003 Aug; 79(4):303-4. doi: 10.1016/s1096-7192(03)00095-7. [PMID: 12948747]
  • Ana M Sanchez, Irina G Minko, Andrew J Kurtz, Manorama Kanuri, Masaaki Moriya, R Stephen Lloyd. Comparative evaluation of the bioreactivity and mutagenic spectra of acrolein-derived alpha-HOPdG and gamma-HOPdG regioisomeric deoxyguanosine adducts. Chemical research in toxicology. 2003 Aug; 16(8):1019-28. doi: 10.1021/tx034066u. [PMID: 12924930]
  • Toshio Yao, Shotaro Handa. Electroanalytical properties of aldehyde biosensors with a hybrid-membrane composed of an enzyme film and a redox Os-polymer film. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. 2003 May; 19(5):767-70. doi: 10.2116/analsci.19.767. [PMID: 12769381]