MANDELIC ACID (BioDeep_00000265246)

Main id: BioDeep_00000014372

 

natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019


代谢物信息卡片


L-(+)-Mandelic acid

化学式: C8H8O3 (152.0473)
中文名称: DL-扁桃酸, (R)-(-)-扁桃酸, 扁桃酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC=C(C=C1)C(C(=O)O)O
InChI: InChI=1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)

描述信息

B - Blood and blood forming organs > B05 - Blood substitutes and perfusion solutions > B05C - Irrigating solutions > B05CA - Antiinfectives
A 2-hydroxy monocarboxylic acid that is acetic acid in which two of the methyl hydrogens are substituted by phenyl and hydroxyl groups.
D000890 - Anti-Infective Agents > D000892 - Anti-Infective Agents, Urinary > D008333 - Mandelic Acids
J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use
C254 - Anti-Infective Agent > C255 - Urinary Anti-Infective Agent
D-(-)-Mandelic acid is a natural compound isolated from bitter almonds.
D-(-)-Mandelic acid is a natural compound isolated from bitter almonds.
Mandelic acid ((±)-Mandelic acid), an alpha-hydroxycarboxylic acid, has been widely used as an intermediate of pharmaceutical and fine chemicals. Mandelic acid shows antimicrobial activity and has been used for the research of urinary tract infections and vaginal trichomoniasis. Mandelic acid exhibits high sperm-immobilizing activity and low vaginal irritation[1][2].

同义名列表

8 个代谢物同义名

L-(+)-Mandelic acid; DL-Mandelic acid; MANDELIC ACID; D-(-)-MANDELIC ACID; (r)-Mandelic acid; (±)-Mandelic acid; Mandelic acid; (r)-Mandelic acid



数据库引用编号

35 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

46 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。



文献列表

  • Yu-Qing Zhang, Xin Wang, Huabin Shi, Faisal Siddique, Jiaxin Xian, Aiting Song, Boli Wang, Zhibing Wu, Zi-Ning Cui. Design and Synthesis of Mandelic Acid Derivatives for Suppression of Virulence via T3SS against Citrus Canker. Journal of agricultural and food chemistry. 2024 May; 72(17):9611-9620. doi: 10.1021/acs.jafc.3c07681. [PMID: 38646906]
  • Wen-Yu Chen, Yan-Peng Fu, Hui Tu, Wen Zhong, Liang Zhou. The association between exposure to volatile organic compounds and serum lipids in the US adult population. Lipids in health and disease. 2023 Aug; 22(1):129. doi: 10.1186/s12944-023-01895-z. [PMID: 37568143]
  • Shuaitao Hou, Huabin Shi, Hong Zhang, Zhibing Wu, Deyu Hu. Synthesis, Antifungal Evaluation, 3D-QSAR, and Preliminarily Mechanism Study of Novel Chiral Mandelic Acid Derivatives. Journal of agricultural and food chemistry. 2023 May; 71(20):7631-7641. doi: 10.1021/acs.jafc.2c09006. [PMID: 37179490]
  • Biao Chen, Dandan Song, Huabin Shi, Kuai Chen, Zhibing Wu, Huifang Chai. Design, Synthesis, In Vitro Antifungal Activity and Mechanism Study of the Novel 4-Substituted Mandelic Acid Derivatives. International journal of molecular sciences. 2023 May; 24(10):. doi: 10.3390/ijms24108898. [PMID: 37240243]
  • Banrida Wahlang, Tyler C Gripshover, Hong Gao, Tatiana Krivokhizhina, Rachel J Keith, Israel D Sithu, Shesh N Rai, Aruni Bhatnagar, Craig J McClain, Sanjay Srivastava, Mathew C Cave. Associations Between Residential Exposure to Volatile Organic Compounds and Liver Injury Markers. Toxicological sciences : an official journal of the Society of Toxicology. 2021 12; 185(1):50-63. doi: 10.1093/toxsci/kfab119. [PMID: 34668566]
  • Shanila Akhter, Hafiz Muhammad Irfan, - Alamgeer, Shafeeq Ur Rahman, Mukhtar Ansari, Zaid Mustafa, Muhammad Bilal Latif. Toxicity studies and anti-arthritic effect of mandelic acid (2-hydroxy -2-phenyl acetic acid) using in vitro and in vivo techniques. Pakistan journal of pharmaceutical sciences. 2021 Nov; 34(6(Supplementary)):2281-2287. doi: NULL. [PMID: 35039264]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Minjie Xia, Mingjun Yang, Yuzhu Wang, Fang Tian, Jingying Hu, Wei Yang, Shimin Tao, Lu Lu, Xuncheng Ding, Shibo Jiang, Weihua Li. dl-Mandelic acid exhibits high sperm-immobilizing activity and low vaginal irritation: A potential non-surfactant spermicide for contraception. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2020 Jun; 126(?):110104. doi: 10.1016/j.biopha.2020.110104. [PMID: 32224371]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Razzagh Rahimpoor, Abdulrahman Bahrami, Davood Nematollahi, Farshid Ghorbani Shahna, Maryam Farhadian. Facile and sensitive determination of urinary mandelic acid by combination of metal organic frameworks with microextraction by packed sorbents. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2019 May; 1114-1115(?):45-54. doi: 10.1016/j.jchromb.2019.03.023. [PMID: 30927741]
  • Mahmoud Mohamadyan, Mahmood Moosazadeh, Absalte Borji, Narges Khanjani, Somayeh Rahimi Moghadam. Occupational exposure to styrene and its relation with urine mandelic acid, in plastic injection workers. Environmental monitoring and assessment. 2019 Jan; 191(2):62. doi: 10.1007/s10661-019-7191-z. [PMID: 30635735]
  • Renaud Persoons, Justine Richard, Claire Herve, Sarah Montlevier, Marie Marques, Anne Maitre. Biomonitoring of styrene occupational exposures: Biomarkers and determinants. Toxicology letters. 2018 Dec; 298(?):99-105. doi: 10.1016/j.toxlet.2018.06.1211. [PMID: 29940302]
  • Muhammad Zahoor, Sadaf Shafiq, Habib Ullah, Abdul Sadiq, Farhat Ullah. Isolation of quercetin and mandelic acid from Aesculus indica fruit and their biological activities. BMC biochemistry. 2018 06; 19(1):5. doi: 10.1186/s12858-018-0095-7. [PMID: 29940844]
  • Abdulrahman Bahrami, Farhad Ghamari, Yadollah Yamini, Farshid Ghorbani Shahna, Ali Koolivand. Ion-pair-based hollow-fiber liquid-phase microextraction combined with high-performance liquid chromatography for the simultaneous determination of urinary benzene, toluene, and styrene metabolites. Journal of separation science. 2018 Jan; 41(2):501-508. doi: 10.1002/jssc.201700685. [PMID: 29082608]
  • Esmaeel Soleimani, Abdulrahman Bahrami, Abbas Afkhami, Farshid Ghorbani Shahna. Selective determination of mandelic acid in urine using molecularly imprinted polymer in microextraction by packed sorbent. Archives of toxicology. 2018 Jan; 92(1):213-222. doi: 10.1007/s00204-017-2057-z. [PMID: 28871328]
  • Luciano Vitali, Samantha Gonçalves, Victor Rodrigues, Valfredo T Fávere, Gustavo A Micke. Development of a fast method for simultaneous determination of hippuric acid, mandelic acid, and creatinine in urine by capillary zone electrophoresis using polymer multilayer-coated capillary. Analytical and bioanalytical chemistry. 2017 Mar; 409(7):1943-1950. doi: 10.1007/s00216-016-0142-4. [PMID: 27988799]
  • Jialiang Guo, Yuan Xiao, Yuanjing Lin, Qiaoxuan Zhang, Yiqun Chang, Jacques Crommen, Zhengjin Jiang. Influence of the linking spacer length and type on the enantioseparation ability of β-cyclodextrin functionalized monoliths. Talanta. 2016 May; 152(?):259-68. doi: 10.1016/j.talanta.2016.02.016. [PMID: 26992519]
  • Axelle Marchand, Rocio Aranda-Rodriguez, Robert Tardif, Andy Nong, Sami Haddad. Evaluation and modeling of the impact of coexposures to VOC mixtures on urinary biomarkers. Inhalation toxicology. 2016; 28(6):260-73. doi: 10.3109/08958378.2016.1162232. [PMID: 27053005]
  • Guojian Shao, Juan Yu, Danqing Wu. [Determination of mandelic acid and phenylglyoxylic acid in urine by reagent-free ion chromatography]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2015 Apr; 33(4):301-3. doi: . [PMID: 26506786]
  • Damiano Carbonari, Antonella Mansi, Anna Rita Proietto, Enrico Paci, Rossana Claudia Bonanni, Monica Gherardi, Maria Pia Gatto, Renata Sisto, Giovanna Tranfo. Influence of genetic polymorphisms of styrene-metabolizing enzymes on the levels of urinary biomarkers of styrene exposure. Toxicology letters. 2015 Mar; 233(2):156-62. doi: 10.1016/j.toxlet.2015.01.002. [PMID: 25562543]
  • Olga Sosedov, Andreas Stolz. Improvement of the amides forming capacity of the arylacetonitrilase from Pseudomonas fluorescens EBC191 by site-directed mutagenesis. Applied microbiology and biotechnology. 2015 Mar; 99(6):2623-35. doi: 10.1007/s00253-014-6061-4. [PMID: 25248440]
  • Cheng Xu, Qian Liu, Hui Liu, Paul Héroux, Qunwei Zhang, Zhao-Yan Jiang, Aihua Gu. Low Serum Testosterone Levels Are Associated with Elevated Urinary Mandelic Acid, and Strontium Levels in Adult Men According to the US 2011-2012 National Health and Nutrition Examination Survey. PloS one. 2015; 10(5):e0127451. doi: 10.1371/journal.pone.0127451. [PMID: 25996772]
  • Bixia Yao, Xinmei Yang, Lizhen Guo, Shanshan Kang, Wen Weng. Development of a composite chiral stationary phase from BSA and β-cyclodextrin-bonded silica. Journal of chromatographic science. 2014 Nov; 52(10):1233-8. doi: 10.1093/chromsci/bmt203. [PMID: 24448668]
  • Sawsan Farouk Helal, Wessam Sabry Elshafy. Health hazards among workers in plastic industry. Toxicology and industrial health. 2013 Oct; 29(9):812-9. doi: 10.1177/0748233712442728. [PMID: 22609858]
  • Qiu-Yun Wang, Ya-Jin Xiong, Bao-Zhu Lu, Jun Fan, Sheng-Run Zheng, Wei-Guang Zhang. Effect of chromatographic conditions on enantioseparation of bovine serum albumin chiral stationary phase in HPLC and thermodynamic studies. Chirality. 2013 Sep; 25(9):487-92. doi: 10.1002/chir.22163. [PMID: 23913549]
  • Fang Zhang, Jin-long Meng, Hua Shao, Zhi-hu Zhang, Bin Feng. [Influence of genetic polymorphisms of epoxide hydrolase 1 on metabolism of styrene in body]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2013 Jul; 31(7):496-9. doi: . [PMID: 24053912]
  • Benedict T Green, Stephen T Lee, Kevin D Welch, James A Pfister, Kip E Panter. Fetal muscle-type nicotinic acetylcholine receptor activation in TE-671 cells and inhibition of fetal movement in a day 40 pregnant goat model by optical isomers of the piperidine alkaloid coniine. The Journal of pharmacology and experimental therapeutics. 2013 Jan; 344(1):295-307. doi: 10.1124/jpet.112.199588. [PMID: 23086230]
  • Igor Linhart, Jaroslav Mráz, Ludmila Dabrowská, Milan Mališ, Jan Krouželka, Marek Kořínek. Vinylphenylmercapturic acids in human urine as biomarkers of styrene ring oxidation. Toxicology letters. 2012 Sep; 213(2):260-5. doi: 10.1016/j.toxlet.2012.06.012. [PMID: 22750350]
  • Mária Poláková, Zdenka Krajcovicová, Vladimír Melus, Mária Stefkovicová, Margaréta Sulcová. Study of urinary concentrations of mandelic acid in employees exposed to styrene. Central European journal of public health. 2012 Sep; 20(3):226-32. doi: 10.21101/cejph.a3649. [PMID: 23285526]
  • Giovanna Tranfo, Monica Gherardi, E Paci, Mariapia Gatto, A Gordiani, Lidia Caporossi, Silvia Capanna, Renata Sisto, B Papaleo, Carla Fiumalbi, Patrizia Garofani. Occupational exposure to styrene in the fibreglass reinforced plastic industry: comparison between two different manufacturing processes. La Medicina del lavoro. 2012 Sep; 103(5):402-12. doi: NULL. [PMID: 23077800]
  • Mina Ha, Hojang Kwon, Hae-Kwan Cheong, Sinye Lim, Seung Jin Yoo, Eun-Jung Kim, Seok Gun Park, Jeongae Lee, Bong Chul Chung. Urinary metabolites before and after cleanup and subjective symptoms in volunteer participants in cleanup of the Hebei Spirit oil spill. The Science of the total environment. 2012 Jul; 429(?):167-73. doi: 10.1016/j.scitotenv.2012.04.036. [PMID: 22591993]
  • Frédéric Cosnier, Hervé Nunge, Benoît Cossec, Laurent Gaté. Simultaneous determination of aromatic acid metabolites of styrene and styrene-oxide in rat urine by gas chromatography-flame ionization detection. Journal of analytical toxicology. 2012 Jun; 36(5):312-8. doi: 10.1093/jat/bks015. [PMID: 22492963]
  • Sébastien Gagné. A reliable method by ultra-performance liquid chromatography coupled with tandem mass spectrometry to quantify and confirm simultaneously the presence of solvent metabolites in workers' urine. Rapid communications in mass spectrometry : RCM. 2012 Apr; 26(7):845-52. doi: 10.1002/rcm.6163. [PMID: 22368065]
  • Carla Costa, Solange Costa, Susana Silva, Patrícia Coelho, Mónica Botelho, Jorge Gaspar, José Rueff, Blanca Laffon, João Paulo Teixeira. DNA damage and susceptibility assessment in industrial workers exposed to styrene. Journal of toxicology and environmental health. Part A. 2012; 75(13-15):735-46. doi: 10.1080/15287394.2012.688488. [PMID: 22788361]
  • Zhoutong Sun, Yuanyuan Ning, Lixia Liu, Yingmiao Liu, Bingbing Sun, Weihong Jiang, Chen Yang, Sheng Yang. Metabolic engineering of the L-phenylalanine pathway in Escherichia coli for the production of S- or R-mandelic acid. Microbial cell factories. 2011 Sep; 10(?):71. doi: 10.1186/1475-2859-10-71. [PMID: 21910908]
  • Mi-Young Lee, Jeong Sun Yang, Seong-Kyu Kang. External quality assessment scheme for biological monitoring of occupational exposure to toxic chemicals. Safety and health at work. 2011 Sep; 2(3):229-35. doi: 10.5491/shaw.2011.2.3.229. [PMID: 22953206]
  • Marianna A Patrauchan, J Jacob Parnell, Michael P McLeod, Christine Florizone, James M Tiedje, Lindsay D Eltis. Genomic analysis of the phenylacetyl-CoA pathway in Burkholderia xenovorans LB400. Archives of microbiology. 2011 Sep; 193(9):641-50. doi: 10.1007/s00203-011-0705-x. [PMID: 21519854]
  • Liang Jin, Pei-ying Hao, Sheng-zhang Dong, Ya-lin Bian, Xiao-ping Yu. Antifeedant and insecticidal effects of mandelic acid on the brown planthopper Nilaparvata lugens Stål. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2011 Sep; 66(9-10):499-506. doi: 10.1515/znc-2011-9-1010. [PMID: 22191216]
  • Manisone Khennavong, Viengmon Davone, Manivanh Vongsouvath, Rattanaphone Phetsouvanh, Joy Silisouk, Olay Rattana, Mayfong Mayxay, Josée Castonguay-Vanier, Catrin E Moore, Michel Strobel, Paul N Newton. Urine antibiotic activity in patients presenting to hospitals in Laos: implications for worsening antibiotic resistance. The American journal of tropical medicine and hygiene. 2011 Aug; 85(2):295-302. doi: 10.4269/ajtmh.2011.11-0076. [PMID: 21813851]
  • Fu-Kuei Chang, I-Fang Mao, Mei-Lien Chen, Shu-Fang Cheng. Urinary 8-hydroxydeoxyguanosine as a biomarker of oxidative DNA damage in workers exposed to ethylbenzene. The Annals of occupational hygiene. 2011 Jun; 55(5):519-25. doi: 10.1093/annhyg/mer010. [PMID: 21430133]
  • Sirilak Wongvijitsuk, Panida Navasumrit, Udomratana Vattanasit, Varabhorn Parnlob, Mathuros Ruchirawat. Low level occupational exposure to styrene: its effects on DNA damage and DNA repair. International journal of hygiene and environmental health. 2011 Mar; 214(2):127-37. doi: 10.1016/j.ijheh.2010.09.007. [PMID: 21030303]
  • Yan-rang Wang, De-yi Yang, Ming Zhang, Qian Wang, Jing Liu, Jian-guo Li. [The changes of blood neurotransmitter levels in workers occupationally exposed to ethylbenzene]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2011 Feb; 29(2):125-7. doi: . [PMID: 21619842]
  • Florent Lassalle, Tony Campillo, Ludovic Vial, Jessica Baude, Denis Costechareyre, David Chapulliot, Malek Shams, Danis Abrouk, Céline Lavire, Christine Oger-Desfeux, Florence Hommais, Laurent Guéguen, Vincent Daubin, Daniel Muller, Xavier Nesme. Genomic species are ecological species as revealed by comparative genomics in Agrobacterium tumefaciens. Genome biology and evolution. 2011; 3(?):762-81. doi: 10.1093/gbe/evr070. [PMID: 21795751]
  • Jin Hee Kim, Jae Yong Moon, Eun-Young Park, Kwan-Hee Lee, Yun-Chul Hong. Changes in oxidative stress biomarker and gene expression levels in workers exposed to volatile organic compounds. Industrial health. 2011; 49(1):8-14. doi: 10.2486/indhealth.ms1112. [PMID: 20823639]
  • Hae-Kwan Cheong, Mina Ha, Jong Seong Lee, Hojang Kwon, Eun-Hee Ha, Yun-Chul Hong, Yeyong Choi, Woo-Chul Jeong, Jongil Hur, Seung-Min Lee, Eun-Jung Kim, Hosub Im. Hebei spirit oil spill exposure and subjective symptoms in residents participating in clean-up activities. Environmental health and toxicology. 2011; 26(?):e2011007. doi: 10.5620/eht.2011.26.e2011007. [PMID: 22125768]
  • Petr Mikes, Marek Korínek, Igor Linhart, Jan Krouzelka, Ludmila Dabrowská, Vladimír Stránský, Jaroslav Mráz. Urinary N3 adenine DNA adducts in humans occupationally exposed to styrene. Toxicology letters. 2010 Sep; 197(3):183-7. doi: 10.1016/j.toxlet.2010.05.015. [PMID: 20553827]
  • Fulgencio Saura-Calixto, Jara Pérez-Jiménez, Sonia Touriño, José Serrano, Elisabet Fuguet, Josep Lluis Torres, Isabel Goñi. Proanthocyanidin metabolites associated with dietary fibre from in vitro colonic fermentation and proanthocyanidin metabolites in human plasma. Molecular nutrition & food research. 2010 Jul; 54(7):939-46. doi: 10.1002/mnfr.200900276. [PMID: 20087856]
  • Jeongae Lee, Min-hwa Kim, Mina Ha, Bong Chul Chung. Urinary metabolic profiling of volatile organic compounds in acute exposed volunteers after an oil spill in Republic of Korea. Biomedical chromatography : BMC. 2010 May; 24(5):562-8. doi: 10.1002/bmc.1328. [PMID: 19795363]
  • Ming Zhang, Yanrang Wang, Qian Wang, Junyu Yang, Deyi Yang, Jing Liu, Jianguo Li. Involvement of mitochondria-mediated apoptosis in ethylbenzene-induced renal toxicity in rat. Toxicological sciences : an official journal of the Society of Toxicology. 2010 May; 115(1):295-303. doi: 10.1093/toxsci/kfq046. [PMID: 20156836]
  • M J Prieto-Castelló, A Cardona, D Marhuenda, J M Roel, A Corno. Use of the CYP2E1 genotype and phenotype for the biological monitoring of occupational exposure to styrene. Toxicology letters. 2010 Jan; 192(1):34-9. doi: 10.1016/j.toxlet.2009.01.011. [PMID: 20117323]
  • S Fustinoni, P Manini, L Campo, G De Palma, R Andreoli, A Mutti, P A Bertazzi, S M Rappaport. Assessing variability and comparing short-term biomarkers of styrene exposure using a repeated measurements approach. Toxicology letters. 2010 Jan; 192(1):40-4. doi: 10.1016/j.toxlet.2009.02.004. [PMID: 20117324]
  • Yan-Rang Wang, De-Yi Yang, Ming Zhang, Qian Wang, Jing Liu, Jian-Guo Li, Xue-Ying Yang. [Influence of ethylbenzene on the levels of mandelic acid and phenylglyoxylic acid in urine, ultrastructure and the expressions of Mitochondrial apoptotic-related proteins in the rat nephridial tissues]. Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases. 2009 Nov; 27(11):655-9. doi: . [PMID: 20137408]
  • Indu B Jaganath, William Mullen, Michael E J Lean, Christine A Edwards, Alan Crozier. In vitro catabolism of rutin by human fecal bacteria and the antioxidant capacity of its catabolites. Free radical biology & medicine. 2009 Oct; 47(8):1180-9. doi: 10.1016/j.freeradbiomed.2009.07.031. [PMID: 19647790]
  • M S Najar, C L Saldanha, K A Banday. Approach to urinary tract infections. Indian journal of nephrology. 2009 Oct; 19(4):129-39. doi: 10.4103/0971-4065.59333. [PMID: 20535247]
  • Andreas Seeber, Thomas Bruckner, Gerhard Triebig. Occupational styrene exposure and neurobehavioural functions: a cohort study with repeated measurements. International archives of occupational and environmental health. 2009 Aug; 82(8):969-84. doi: 10.1007/s00420-008-0382-5. [PMID: 19018555]
  • Ginette Truchon, Martin Brochu, Robert Tardif. Effect of physical exertion on the biological monitoring of exposure to various solvents following exposure by inhalation in human volunteers: III. Styrene. Journal of occupational and environmental hygiene. 2009 Aug; 6(8):460-7. doi: 10.1080/15459620902959401. [PMID: 19412862]
  • Yuan-Yang Wu, Wei-Xing Shi, Shu-Qing Chen. [Determination of cotinine, phenylglyoxylic acid and mandelic acid in human urine by GC/MS]. Zhejiang da xue xue bao. Yi xue ban = Journal of Zhejiang University. Medical sciences. 2009 05; 38(3):229-34. doi: 10.3785/j.issn.1008-9292.2009.03.002. [PMID: 19504629]
  • Andreas Seeber, Thomas Bruckner, Gerhard Triebig. Occupational styrene exposure, colour vision and contrast sensitivity: a cohort study with repeated measurements. International archives of occupational and environmental health. 2009 May; 82(6):757-70. doi: 10.1007/s00420-009-0416-7. [PMID: 19330514]
  • Gerhard Triebig, Philipp Werner, Holger Zimmer. A field study to determine the effectiveness of several respiratory protection masks on the styrene exposure during lamination activities. Industrial health. 2009 Apr; 47(2):145-54. doi: 10.2486/indhealth.47.145. [PMID: 19367043]
  • Gerhard Triebig, Thomas Bruckner, Andreas Seeber. Occupational styrene exposure and hearing loss: a cohort study with repeated measurements. International archives of occupational and environmental health. 2009 Mar; 82(4):463-80. doi: 10.1007/s00420-008-0355-8. [PMID: 18762967]
  • Tetsuro Sato, Reiko Kishi, Yingyan Gong, Yoko Katakura, Toshio Kawai. Effects of styrene exposure on vibration perception threshold. Neurotoxicology. 2009 Jan; 30(1):97-102. doi: 10.1016/j.neuro.2008.11.004. [PMID: 19059432]
  • Richard S Lord, J Alexander Bralley. Clinical applications of urinary organic acids. Part 2. Dysbiosis markers. Alternative medicine review : a journal of clinical therapeutic. 2008 Dec; 13(4):292-306. doi: . [PMID: 19152477]
  • Marco Pacenti, Stefano Dugheri, Fabio Villanelli, Gianluca Bartolucci, Luca Calamai, Pierpaolo Boccalon, Giulio Arcangeli, Febe Vecchione, Paolo Alessi, Ireneo Kikic, Vincenzo Cupelli. Determination of organic acids in urine by solid-phase microextraction and gas chromatography-ion trap tandem mass spectrometry previous 'in sample' derivatization with trimethyloxonium tetrafluoroborate. Biomedical chromatography : BMC. 2008 Oct; 22(10):1155-63. doi: 10.1002/bmc.1039. [PMID: 18506742]
  • Ferruccio Santini, Alberto Mantovani, Alfonso Cristaudo, Teresa Rago, Alessandro Marsili, Rodolfo Buselli, Aldo Mignani, Giovanni Ceccarini, Rosalinda Bastillo, Donatella Taddei, Ilaria Ricco, Paolo Vitti, Aldo Pinchera. Thyroid function and exposure to styrene. Thyroid : official journal of the American Thyroid Association. 2008 Oct; 18(10):1065-9. doi: 10.1089/thy.2008.0003. [PMID: 18816178]
  • S Fustinoni, L Campo, P Manini, M Buratti, S Waidyanatha, G De Palma, A Mutti, V Foa, A Colombi, S M Rappaport. An integrated approach to biomonitoring exposure to styrene and styrene-(7,8)-oxide using a repeated measurements sampling design. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2008 Sep; 13(6):560-78. doi: 10.1080/13547500802062994. [PMID: 18608187]
  • Sven Rustler, Hassan Motejadded, Josef Altenbuchner, Andreas Stolz. Simultaneous expression of an arylacetonitrilase from Pseudomonas fluorescens and a (S)-oxynitrilase from Manihot esculenta in Pichia pastoris for the synthesis of (S)-mandelic acid. Applied microbiology and biotechnology. 2008 Aug; 80(1):87-97. doi: 10.1007/s00253-008-1531-1. [PMID: 18523765]
  • J G M Van Rooij, A Kasper, G Triebig, P Werner, F J Jongeneelen, H Kromhout. Trends in occupational exposure to styrene in the European glass fibre-reinforced plastics industry. The Annals of occupational hygiene. 2008 Jul; 52(5):337-49. doi: 10.1093/annhyg/men020. [PMID: 18550625]
  • Pedro M M Mesquita, Sarah S Wilson, Philippe Manlow, Lucia Fischetti, Marla J Keller, Betsy C Herold, Robin J Shattock. Candidate microbicide PPCM blocks human immunodeficiency virus type 1 infection in cell and tissue cultures and prevents genital herpes in a murine model. Journal of virology. 2008 Jul; 82(13):6576-84. doi: 10.1128/jvi.00335-08. [PMID: 18434407]
  • Marielle Cavrois, Jason Neidleman, Warner C Greene. The achilles heel of the trojan horse model of HIV-1 trans-infection. PLoS pathogens. 2008 Jun; 4(6):e1000051. doi: 10.1371/journal.ppat.1000051. [PMID: 18584030]
  • Vishal J Mayani, S H R Abdi, R I Kureshy, N H Khan, Santosh Agrawal, R V Jasra. Synthesis and characterization of mesoporous silica modified with chiral auxiliaries for their potential application as chiral stationary phase. Journal of chromatography. A. 2008 May; 1191(1-2):223-30. doi: 10.1016/j.chroma.2008.02.041. [PMID: 18325527]
  • Silvia Geuenich, Christine Goffinet, Stephanie Venzke, Silke Nolkemper, Ingo Baumann, Peter Plinkert, Jürgen Reichling, Oliver T Keppler. Aqueous extracts from peppermint, sage and lemon balm leaves display potent anti-HIV-1 activity by increasing the virion density. Retrovirology. 2008 Mar; 5(?):27. doi: 10.1186/1742-4690-5-27. [PMID: 18355409]
  • John W Cherrie. Is dermal absorption of solvents really a major source of exposure among shipyard spray painters?. Journal of occupational and environmental medicine. 2008 Feb; 50(2):109-10; author reply 110. doi: 10.1097/jom.0b013e31815ba1e6. [PMID: 18301165]
  • Yoko Eitaki, Toshio Kawai, Reiko Kishi, Haruhiko Sakurai, Masayuki Ikeda. Stability in urine of authentic phenylglyoxylic and mandelic acids as urinary markers of occupational exposure to styrene. Journal of occupational health. 2008; 50(3):221-8. doi: 10.1539/joh.l7133. [PMID: 18408347]
  • Radhouane Chakroun, Fayçal Faidi, Abderrazek Hedhili, Kaouther Charbaji, Habib Nouaigui, Mohamed Ben Laiba. Inhalant abuse detection and evaluation in young Tunisians. Journal of forensic sciences. 2008 Jan; 53(1):232-7. doi: 10.1111/j.1556-4029.2007.00623.x. [PMID: 18279264]
  • A Hargreaves, F A Taiwo, O Duggan, S H Kirk, S I Ahmad. Near-ultraviolet photolysis of beta-phenylpyruvic acid generates free radicals and results in DNA damage. Journal of photochemistry and photobiology. B, Biology. 2007 Dec; 89(2-3):110-6. doi: 10.1016/j.jphotobiol.2007.09.007. [PMID: 17977740]
  • F K Chang, M L Chen, S F Cheng, T S Shih, I F Mao. Field protection effectiveness of chemical protective suits and gloves evaluated by biomonitoring. Occupational and environmental medicine. 2007 Nov; 64(11):759-62. doi: 10.1136/oem.2006.029199. [PMID: 17522137]
  • I F Mao, F K Chang, M L Chen. Delayed and competitively inhibited excretion of urinary hippuric acid in field workers coexposed to toluene, ethyl benzene, and xylene. Archives of environmental contamination and toxicology. 2007 Nov; 53(4):678-83. doi: 10.1007/s00244-006-0084-5. [PMID: 17571200]
  • J P Teixeira, J Gaspar, J Roma-Torres, S Silva, C Costa, J Roach, O Mayan, J Rueff, P B Farmer. Styrene-oxide N-terminal valine haemoglobin adducts in reinforced plastic workers: possible influence of genetic polymorphism of drug-metabolising enzymes. Toxicology. 2007 Jul; 237(1-3):58-64. doi: 10.1016/j.tox.2007.04.019. [PMID: 17566625]
  • Jin-Zhao Wang, Xiang-Jun Wang, Yi-Hong Tang, Shui-Jie Shen, Yin-Xiu Jin, Su Zeng. Simultaneous determination of mandelic acid enantiomers and phenylglyoxylic acid in urine by high-performance liquid chromatography with precolumn derivatization. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2006 Aug; 840(1):50-5. doi: 10.1016/j.jchromb.2006.04.037. [PMID: 16782414]
  • A M Saillenfait, F Gallissot, J P Sabaté, N Bourges-Abella, R Cadot, G Morel, A M Lambert. Developmental toxicity of combined ethylbenzene and methylethylketone administered by inhalation to rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2006 Aug; 44(8):1287-98. doi: 10.1016/j.fct.2006.02.006. [PMID: 16624470]
  • Mohammed Zougagh, Lourdes Arce, Angel Ríos, Miguel Valcárcel. Determination of mandelic acid enantiomers in urine by derivatization in supercritical carbon dioxide prior to their determination by gas chromatography. Journal of chromatography. A. 2006 Feb; 1104(1-2):331-6. doi: 10.1016/j.chroma.2005.11.106. [PMID: 16384563]
  • Esko Toppila, Pia Forsman, Ilmari Pyykkö, Jukka Starck, Timo Tossavainen, Jukka Uitti, Panu Oksa. Effect of styrene on postural stability among reinforced plastic boat plant workers in Finland. Journal of occupational and environmental medicine. 2006 Feb; 48(2):175-80. doi: 10.1097/01.jom.0000199510.80882.7b. [PMID: 16474266]
  • Mingyue Ma, Tomohiro Umemura, Yuko Mori, Yingyan Gong, Yasuaki Saijo, Fumihiro Sata, Toshio Kawai, Reiko Kishi. Influence of genetic polymorphisms of styrene-metabolizing enzymes and smoking habits on levels of urinary metabolites after occupational exposure to styrene. Toxicology letters. 2005 Dec; 160(1):84-91. doi: 10.1016/j.toxlet.2005.06.011. [PMID: 16125881]
  • Adriaan A S Marais, Johannes B Laurens. Analysis of urinary biomarkers for exposure to alkyl benzenes by isotope dilution gas chromatography-mass spectrometry. Journal of separation science. 2005 Dec; 28(18):2526-33. doi: 10.1002/jssc.200500205. [PMID: 16405184]
  • L Krivánková, J Caslavska, H Malásková, P Gebauer, W Thormann. Analysis of ethyl glucuronide in human serum by capillary electrophoresis with sample self-stacking and indirect detection. Journal of chromatography. A. 2005 Jul; 1081(1):2-8. doi: 10.1016/j.chroma.2004.11.099. [PMID: 16013590]
  • Louise M Cunane, John D Barton, Zhi-wei Chen, K H Diêp Lê, David Amar, Florence Lederer, F Scott Mathews. Crystal structure analysis of recombinant rat kidney long chain hydroxy acid oxidase. Biochemistry. 2005 Feb; 44(5):1521-31. doi: 10.1021/bi048616e. [PMID: 15683236]
  • Yilwoong Yi, Jae Hong Kim, Hye-Won Kang, Hun Seung Oh, Sung Wan Kim, Min Hyo Seo. A polymeric nanoparticle consisting of mPEG-PLA-Toco and PLMA-COONa as a drug carrier: improvements in cellular uptake and biodistribution. Pharmaceutical research. 2005 Feb; 22(2):200-8. doi: 10.1007/s11095-004-1187-1. [PMID: 15783067]
  • Hideki Igisu, Hayato Narimatsu. [Mandelic acid in urine]. Nihon rinsho. Japanese journal of clinical medicine. 2004 Dec; 62 Suppl 12(?):482-4. doi: NULL. [PMID: 15658369]
  • Paola Manini, Giuseppe De Palma, Roberta Andreoli, Matteo Goldoni, Antonio Mutti. Determination of urinary styrene metabolites in the general Italian population by liquid chromatography-tandem mass spectrometry. International archives of occupational and environmental health. 2004 Aug; 77(6):433-6. doi: 10.1007/s00420-004-0526-1. [PMID: 15205964]
  • Pavel Vodicka, Jarno Tuimala, Rudolf Stetina, Rajiv Kumar, Paola Manini, Alessio Naccarati, Luciano Maestri, Ludmila Vodickova, Miroslava Kuricova, Hilkka Järventaus, Zuzana Majvaldova, Ari Hirvonen, Marcello Imbriani, Antonio Mutti, Lucia Migliore, Hannu Norppa, Kari Hemminki. Cytogenetic markers, DNA single-strand breaks, urinary metabolites, and DNA repair rates in styrene-exposed lamination workers. Environmental health perspectives. 2004 Jun; 112(8):867-71. doi: 10.1289/ehp.6849. [PMID: 15175174]
  • I Sperlingová, L Dabrowská, V Stránský, J Kucera, M Tichý. Human urine certified reference material CZ 6009: creatinine, styrene metabolites (mandelic acid and phenylglyoxylic acid). Analytical and bioanalytical chemistry. 2004 Mar; 378(5):1208-12. doi: 10.1007/s00216-003-2222-5. [PMID: 14551662]
  • Shoji Nakayama, Tadashi Nishide, Tokushi Horike, Takumi Kishimoto, Shohei Kira. Evaluation of the efficiency of respiratory protective equipment based on the biological monitoring of styrene in fibreglass reinforced plastics industries. Journal of occupational health. 2004 Mar; 46(2):132-40. doi: 10.1539/joh.46.132. [PMID: 15090688]
  • I Sperlingová, L Dabrowská, V Stránský, M Tichý. A rapid HPLC method for the determination of carboxylic acids in human urine using a monolithic column. Analytical and bioanalytical chemistry. 2004 Jan; 378(2):536-43. doi: 10.1007/s00216-003-2289-z. [PMID: 14598013]
  • Lode Godderis, Marlies De Boeck, Vincent Haufroid, Muriel Emmery, Raluca Mateuca, Sophie Gardinal, Micheline Kirsch-Volders, Hendrik Veulemans, Dominique Lison. Influence of genetic polymorphisms on biomarkers of exposure and genotoxic effects in styrene-exposed workers. Environmental and molecular mutagenesis. 2004; 44(4):293-303. doi: 10.1002/em.20069. [PMID: 15468052]
  • Ali R Mani, Ananth S Pannala, Nelson N Orie, Richard Ollosson, David Harry, Catherine A Rice-Evans, Kevin P Moore. Nitration of endogenous para-hydroxyphenylacetic acid and the metabolism of nitrotyrosine. The Biochemical journal. 2003 Sep; 374(Pt 2):521-7. doi: 10.1042/bj20030670. [PMID: 12797864]
  • I Liljelind, S Rappaport, K Eriksson, J Andersson, I A Bergdahl, A-L Sunesson, B Järvholm. Exposure assessment of monoterpenes and styrene: a comparison of air sampling and biomonitoring. Occupational and environmental medicine. 2003 Aug; 60(8):599-603. doi: 10.1136/oem.60.8.599. [PMID: 12883022]
  • Alessio Naccarati, Alessia Zanello, Stefano Landi, Roberta Consigli, Lucia Migliore. Sperm-FISH analysis and human monitoring: a study on workers occupationally exposed to styrene. Mutation research. 2003 Jun; 537(2):131-40. doi: 10.1016/s1383-5718(03)00081-0. [PMID: 12787818]
  • Ludmila Krivánková, Pavla Pantůcková, Petr Gebauer, Petr Bocek, Jitka Caslavska, Wolfgang Thormann. Chloride present in biological samples as a tool for enhancement of sensitivity in capillary zone electrophoretic analysis of anionic trace analytes. Electrophoresis. 2003 Jan; 24(3):505-17. doi: 10.1002/elps.200390059. [PMID: 12569541]
  • Y Y Gong, R Kishi, Y Katakura, E Tsukishima, K Fujiwara, S Kasai, T Satoh, F Sata, T Kawai. Relation between colour vision loss and occupational styrene exposure level. Occupational and environmental medicine. 2002 Dec; 59(12):824-9. doi: 10.1136/oem.59.12.824. [PMID: 12468749]