5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,3-[[(aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-furanyl(methoxyimino)acetyl]amino]-8-oxo-, (6R,7R)- (BioDeep_00000174840)
human metabolite blood metabolite
代谢物信息卡片
7-{[2-(furan-2-yl)-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(C-hydroxycarbonimidoyloxy)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
化学式: C16H16N4O8S (424.0689)
中文名称:
谱图信息:
最多检出来源 Viridiplantae(blood) 50%
分子结构信息
SMILES: CON=C(C(=O)NC1C2SCC(COC(N)=O)=C(N2C1=O)C(O)=O)C1=CC=CO1
InChI: InChI=1S/C16H16N4O8S/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24)
描述信息
同义名列表
3 个代谢物同义名
7-{[2-(furan-2-yl)-1-hydroxy-2-(methoxyimino)ethylidene]amino}-3-[(C-hydroxycarbonimidoyloxy)methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,3-[[(aminocarbonyl)oxy]methyl]-7-[[(2Z)-2-furanyl(methoxyimino)acetyl]amino]-8-oxo-, (6R,7R)-; 3-[(carbamoyloxy)methyl]-7-[2-(furan-2-yl)-2-(methoxyimino)acetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
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)
1 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
- Ding Huang, Sha Chen, Yanqing Cai, Liye Shi, Yiru Shi, Min Zeng, Weiwei Cheng, Jian Zhang, Hongjie Pan. Adjunctive azithromycin prophylaxis protects women from uterine cesarean scar defect: A randomized controlled trial.
Acta obstetricia et gynecologica Scandinavica.
2022 08; 101(8):889-900. doi:
10.1111/aogs.14387. [PMID: 35645037] - Nishat Bhatia, Asha Kumari, Nitika Thakur, Gaurav Sharma, Ragini Raj Singh, Rahul Sharma. Phytochemically stabilized chitosan encapsulated Cu and Ag nanocomposites to remove cefuroxime axetil and pathogens from the environment.
International journal of biological macromolecules.
2022 Jul; 212(?):451-464. doi:
10.1016/j.ijbiomac.2022.05.143. [PMID: 35618089] - Robert Strengen Bigseth, Håkon Sandholdt, Andreas Petersen, Christian Østergaard, Thomas Benfield, Louise Thorlacius-Ussing. Comparable Effectiveness of Cefuroxime and Piperacillin-Tazobactam as Empirical Therapy for Methicillin-Susceptible Staphylococcus aureus Bacteremia.
Microbiology spectrum.
2022 06; 10(3):e0153021. doi:
10.1128/spectrum.01530-21. [PMID: 35438533] - Sara Kousgaard Tøstesen, Pelle Hanberg, Mats Bue, Theis Muncholm Thillemann, Thomas Falstie-Jensen, Mikkel Tøttrup, Martin Bruun Knudsen, Anne Vibeke Schmedes, Maiken Stilling. Weight-based cefuroxime dosing provides comparable orthopedic target tissue concentrations between weight groups - a microdialysis porcine study.
APMIS : acta pathologica, microbiologica, et immunologica Scandinavica.
2022 Feb; 130(2):111-118. doi:
10.1111/apm.13198. [PMID: 34862642] - Desie Kasew, Blen Desalegn, Mihret Aynalem, Sosina Tila, Dureti Diriba, Beimnet Afework, Michael Getie, Sirak Biset, Habtamu Wondifraw Baynes. Antimicrobial resistance trend of bacterial uropathogens at the university of Gondar comprehensive specialized hospital, northwest Ethiopia: A 10 years retrospective study.
PloS one.
2022; 17(4):e0266878. doi:
10.1371/journal.pone.0266878. [PMID: 35404978] - Verena Bossung, Mariia Lupatsii, Lkhagvademberel Dashdorj, Oronzo Tassiello, Sinje Jonassen, Julia Pagel, Martin Demmert, Ellinor Anna Wolf, Achim Rody, Silvio Waschina, Simon Graspeuntner, Jan Rupp, Christoph Härtel. Timing of antimicrobial prophylaxis for cesarean section is critical for gut microbiome development in term born infants.
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Acta orthopaedica.
2021 Dec; 92(6):746-752. doi:
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Molecules (Basel, Switzerland).
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The Journal of pharmacy and pharmacology.
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The Journal of the Association of Physicians of India.
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Journal of medical microbiology.
2020 Mar; 69(3):387-395. doi:
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Drug and chemical toxicology.
2020 Jan; 43(1):27-36. doi:
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British journal of clinical pharmacology.
2019 12; 85(12):2864-2877. doi:
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APMIS : acta pathologica, microbiologica, et immunologica Scandinavica.
2019 Dec; 127(12):779-788. doi:
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European journal of obstetrics, gynecology, and reproductive biology.
2019 Nov; 242(?):71-78. doi:
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Journal of medical case reports.
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International journal of pharmaceutics.
2019 Jul; 566(?):520-531. doi:
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The Journal of pediatrics.
2019 07; 210(?):99-105.e2. doi:
10.1016/j.jpeds.2019.03.001. [PMID: 31053348] - Ufuk Ozkan, Ali Akal, Kudret Ozkan, Omer Faruk Yilmaz, Fatih Mehmet Adıbelli. Investigating the effect of intracameral cefuroxime on oxidative stress and apoptosis in the rat cornea.
Arquivos brasileiros de oftalmologia.
2019 05; 82(4):322-328. doi:
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British journal of clinical pharmacology.
2019 04; 85(4):818-826. doi:
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Reproductive toxicology (Elmsford, N.Y.).
2019 04; 85(?):75-82. doi:
10.1016/j.reprotox.2019.02.007. [PMID: 30797828] - Andrew Kirby, Eduardo Asín-Prieto, Flora Agnes Burns, Duncan Ewin, Kavi Fatania, Mithun Kailavasan, Saira Nisar, Agamemnon Pericleous, Iñaki F Trocóniz, Dermot Burke. Colo-Pro: a pilot randomised controlled trial to compare standard bolus-dosed cefuroxime prophylaxis to bolus-continuous infusion-dosed cefuroxime prophylaxis for the prevention of infections after colorectal surgery.
European journal of clinical microbiology & infectious diseases : official publication of the European Society of Clinical Microbiology.
2019 Feb; 38(2):357-363. doi:
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BioMed research international.
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Journal of interventional cardiology.
2018 Dec; 31(6):885-890. doi:
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Analytical chemistry.
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British journal of clinical pharmacology.
2018 09; 84(9):2020-2028. doi:
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The Journal of arthroplasty.
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Critical care medicine.
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International orthopaedics.
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BMJ open.
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Journal of biochemical and molecular toxicology.
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Archives of physiology and biochemistry.
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Ecotoxicology and environmental safety.
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International journal of nanomedicine.
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Clinical pharmacokinetics.
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Antimicrobial agents and chemotherapy.
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Drug testing and analysis.
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Scientific reports.
2017 06; 7(1):3127. doi:
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Journal of infection and public health.
2017 May; 10(3):353-356. doi:
10.1016/j.jiph.2016.08.012. [PMID: 27614577] - Marko Tapani Ristola, Eliisa Löyttyniemi, Timo Hurme. Factors Associated with Abnormal Imaging and Infection Recurrence after a First Febrile Urinary Tract Infection in Children.
European journal of pediatric surgery : official journal of Austrian Association of Pediatric Surgery ... [et al] = Zeitschrift fur Kinderchirurgie.
2017 Apr; 27(2):142-149. doi:
10.1055/s-0036-1572418. [PMID: 26855368] - Tetyana O Kryuchko, Vira P Kharshman, Inna M Nesina, Nataliia V Kuzmenko, Jaroslava M Oleksiienko. Regional features of the microbial landscape of urine and comparative evaluation of antimicrobial therapy in children with cystitis.
Wiadomosci lekarskie (Warsaw, Poland : 1960).
2017 ; 70(3 pt 2):566-570. doi:
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The Netherlands journal of medicine.
2017 Jan; 75(1):32-34. doi:
NULL. [PMID: 28124668] - Lutz Hilker, Thomas von Woedtke, Klaus Dieter Weltmann, Hans-Georg Wollert. Cold atmospheric plasma: a new tool for the treatment of superficial driveline infections.
European journal of cardio-thoracic surgery : official journal of the European Association for Cardio-thoracic Surgery.
2017 Jan; 51(1):186-187. doi:
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Therapeutic drug monitoring.
2016 12; 38(6):699-705. doi:
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Acta paediatrica (Oslo, Norway : 1992).
2016 Sep; 105(9):1074-8. doi:
10.1111/apa.13489. [PMID: 27240549] - T Hüsch, V Rheinboldt, A Thalhammer, T Müller, A Haferkamp. [Emphysematous cystitis].
Der Urologe. Ausg. A.
2016 May; 55(5):645-7. doi:
10.1007/s00120-016-0080-y. [PMID: 27119961] - Zijian Gong, Wei Lai, Min Liu, Zhengshuang Hua, Yayin Sun, Qingfang Xu, Yue Xia, Yue Zhao, Xiaoyuan Xie. Novel Genes Related to Ceftriaxone Resistance Found among Ceftriaxone-Resistant Neisseria gonorrhoeae Strains Selected In Vitro.
Antimicrobial agents and chemotherapy.
2016 Apr; 60(4):2043-51. doi:
10.1128/aac.00149-15. [PMID: 26787702] - Mikkel Tøttrup, Mats Bue, Janne Koch, Louise Kruse Jensen, Pelle Hanberg, Bent Aalbæk, Kurt Fuursted, Henrik Elvang Jensen, Kjeld Søballe. Effects of Implant-Associated Osteomyelitis on Cefuroxime Bone Pharmacokinetics: Assessment in a Porcine Model.
The Journal of bone and joint surgery. American volume.
2016 Mar; 98(5):363-9. doi:
10.2106/jbjs.o.00550. [PMID: 26935458] - Pelle Hanberg, Mats Bue, Hanne Birke Sørensen, Kjeld Søballe, Mikkel Tøttrup. Pharmacokinetics of single-dose cefuroxime in porcine intervertebral disc and vertebral cancellous bone determined by microdialysis.
The spine journal : official journal of the North American Spine Society.
2016 Mar; 16(3):432-8. doi:
10.1016/j.spinee.2015.11.031. [PMID: 26620946] - Mladena Lalic-Popovic, Jovana Paunkovic, Zorica Grujic, Svetlana Golocorbin-Kon, Ljubomir Milasinovic, Hani Al-Salami, Momir Mikov. Decreased placental and transcellular permeation of cefuroxime in pregnant women with diabetes.
Journal of diabetes.
2016 Mar; 8(2):238-45. doi:
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Journal of veterinary pharmacology and therapeutics.
2016 Feb; 39(1):40-4. doi:
10.1111/jvp.12239. [PMID: 25982523] - U-Im Chang, Hyung Wook Kim, Seong-Heon Wie. Use of cefuroxime for women with community-onset acute pyelonephritis caused by cefuroxime-susceptible or -resistant Escherichia coli.
The Korean journal of internal medicine.
2016 Jan; 31(1):145-55. doi:
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Mikrobiyoloji bulteni.
2015 Oct; 49(4):494-501. doi:
10.5578/mb.10106. [PMID: 26649407] - Giorgio Piccinelli, Valeria Biscaro, Franco Gargiulo, Arnaldo Caruso, Maria Antonia De Francesco. Characterization and antibiotic susceptibility of Streptococcus agalactiae isolates causing urinary tract infections.
Infection, genetics and evolution : journal of molecular epidemiology and evolutionary genetics in infectious diseases.
2015 Aug; 34(?):1-6. doi:
10.1016/j.meegid.2015.07.001. [PMID: 26144658] - Marieke Aalbers, Peter G J ter Horst, Wobbe Hospes, Michel L Hijmering, Alexander J Spanjersberg. Targeting cefuroxime plasma concentrations during coronary artery bypass graft surgery with cardiopulmonary bypass.
International journal of clinical pharmacy.
2015 Aug; 37(4):592-8. doi:
10.1007/s11096-015-0101-8. [PMID: 25791346] - Mohammad Awwad, Fuad Al-Rimawi, Khuloud Jamal Khayyat Dajani, Mustafa Khamis, Shlomo Nir, Rafik Karaman. Removal of amoxicillin and cefuroxime axetil by advanced membranes technology, activated carbon and micelle-clay complex.
Environmental technology.
2015 Jul; 36(13-16):2069-78. doi:
10.1080/09593330.2015.1019935. [PMID: 25686519] - Eduardo Asín-Prieto, Amaia Soraluce, Iñaki F Trocóniz, Eugenia Campo Cimarras, Jaione Sáenz de Ugarte Sobrón, Alicia Rodríguez-Gascón, Arantxazu Isla. Population pharmacokinetic models for cefuroxime and metronidazole used in combination as prophylactic agents in colorectal surgery: Model-based evaluation of standard dosing regimens.
International journal of antimicrobial agents.
2015 May; 45(5):504-11. doi:
10.1016/j.ijantimicag.2015.01.008. [PMID: 25758019] - Fusun Can, Ozlem Kurt Azap, Ceren Seref, Pelin Ispir, Hande Arslan, Onder Ergonul. Emerging Escherichia coli O25b/ST131 clone predicts treatment failure in urinary tract infections.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America.
2015 Feb; 60(4):523-7. doi:
10.1093/cid/ciu864. [PMID: 25378460] - Marcin Stobiecki, Małgorzata Sacha, Ewa Czarnobilska. [Anaphylaxis as part of a clinical diagnosis of mastocytosi - case demonstration].
Przeglad lekarski.
2015; 72(12):783-6. doi:
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Drug delivery.
2015 Jan; 22(1):125-35. doi:
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Antimicrobial agents and chemotherapy.
2015 Jan; 59(1):67-75. doi:
10.1128/aac.03857-14. [PMID: 25313214] - Jennifer H Huang, Rachel Sunstrom, Myrna Y Munar, Ganesh Cherala, Arthur Legg, Ali J Olyeai, Stephen M Langley. Are children undergoing cardiac surgery receiving antibiotics at subtherapeutic levels?.
The Journal of thoracic and cardiovascular surgery.
2014 Oct; 148(4):1591-6. doi:
10.1016/j.jtcvs.2013.12.043. [PMID: 24521951] - Bhupender Singh, Parameswara Rao Vuddanda, Vijayakumar M R, Vinod Kumar, Preeti S Saxena, Sanjay Singh. Cefuroxime axetil loaded solid lipid nanoparticles for enhanced activity against S. aureus biofilm.
Colloids and surfaces. B, Biointerfaces.
2014 Sep; 121(?):92-8. doi:
10.1016/j.colsurfb.2014.03.046. [PMID: 24945607] - Mikkel Tøttrup, Tore Forsingdal Hardlei, Michael Bendtsen, Mats Bue, Birgitte Brock, Kurt Fuursted, Kjeld Søballe, Hanne Birke-Sørensen. Pharmacokinetics of cefuroxime in porcine cortical and cancellous bone determined by microdialysis.
Antimicrobial agents and chemotherapy.
2014 Jun; 58(6):3200-5. doi:
10.1128/aac.02438-14. [PMID: 24663019] - Siiri Kõljalg, Kai Truusalu, Jelena Stsepetova, Kristiine Pai, Inga Vainumäe, Epp Sepp, Marika Mikelsaar. The Escherichia coli phylogenetic group B2 with integrons prevails in childhood recurrent urinary tract infections.
APMIS : acta pathologica, microbiologica, et immunologica Scandinavica.
2014 May; 122(5):452-8. doi:
10.1111/apm.12167. [PMID: 24033434] - S Craxford, E Bayley, M Needoff. Antibiotic-associated complications following lower limb arthroplasty: a comparison of two prophylactic regimes.
European journal of orthopaedic surgery & traumatology : orthopedie traumatologie.
2014 May; 24(4):539-43. doi:
10.1007/s00590-013-1348-1. [PMID: 24178085] - M L van der Vusse, W J van Son, A Ott, W Manson. Helicobacter canis bacteremia in a renal transplant patient.
Transplant infectious disease : an official journal of the Transplantation Society.
2014 Feb; 16(1):125-9. doi:
10.1111/tid.12174. [PMID: 24372779] - A D Ross, P J Boscainos, A Malhas, C Wigderowitz. Peri-operative renal morbidity secondary to gentamicin and flucloxacillin chemoprophylaxis for hip and knee arthroplasty.
Scottish medical journal.
2013 Nov; 58(4):209-12. doi:
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International journal of clinical pharmacy.
2013 Oct; 35(5):798-804. doi:
10.1007/s11096-013-9810-z. [PMID: 23794078] - C R Debnath, M R Debnath, N Nabi, N A Khan, S Chakraborty. A case of Gaucher's disease progressing to liver cirrhosis.
Mymensingh medical journal : MMJ.
2013 Apr; 22(2):394-6. doi:
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Irish journal of medical science.
2013 Mar; 182(1):81-9. doi:
10.1007/s11845-012-0834-5. [PMID: 22669684] - Yuan-Pin Hung, Hsiao-Ju Lin, Tai-Chieh Wu, Hsiu-Chuan Liu, Jen-Chieh Lee, Chih-I Lee, Yi-Hui Wu, Lei Wan, Pei-Jane Tsai, Wen-Chien Ko. Risk factors of fecal toxigenic or non-toxigenic Clostridium difficile colonization: impact of Toll-like receptor polymorphisms and prior antibiotic exposure.
PloS one.
2013; 8(7):e69577. doi:
10.1371/journal.pone.0069577. [PMID: 23936050] - Mahir Seyrek, Murat Binbay, Emrah Yuruk, Tolga Akman, Rahmi Aslan, Ozgur Yazici, Yalcin Berberoglu, Ahmet Y Muslumanoglu. Perioperative prophylaxis for percutaneous nephrolithotomy: randomized study concerning the drug and dosage.
Journal of endourology.
2012 Nov; 26(11):1431-6. doi:
10.1089/end.2012.0242. [PMID: 22612061] - Long-shan Zhao, Ran Yin, Bin-bin Wei, Qing Li, Zhen-yuan Jiang, Xiao-hui Chen, Kai-shun Bi. Comparative pharmacokinetics of cefuroxime lysine after single intravenous, intraperitoneal, and intramuscular administration to rats.
Acta pharmacologica Sinica.
2012 Nov; 33(11):1348-52. doi:
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European journal of cardio-thoracic surgery : official journal of the European Association for Cardio-thoracic Surgery.
2012 Aug; 42(2):300-5. doi:
10.1093/ejcts/ezr319. [PMID: 22290920] - Longshan Zhao, Qing Li, Wei Yang, Bosai He, Binbin Wei, Ran Liu, Jingjing Liu, Xiaohui Chen, Kaishun Bi. [Determination of cefuroxime in liver-injured rat plasma by ultra fast liquid chromatography-tandem mass spectrometry via acidified protein precipitation].
Se pu = Chinese journal of chromatography.
2012 Jul; 30(7):705-10. doi:
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Journal of oral and maxillofacial surgery : official journal of the American Association of Oral and Maxillofacial Surgeons.
2012 Jun; 70(6):1398-403. doi:
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Aesthetic plastic surgery.
2012 Apr; 36(2):464-7. doi:
10.1007/s00266-011-9794-9. [PMID: 21853406] - Yong Heon Lee, Anthony W Kingston, John D Helmann. Glutamate dehydrogenase affects resistance to cell wall antibiotics in Bacillus subtilis.
Journal of bacteriology.
2012 Mar; 194(5):993-1001. doi:
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