Epsilon-caprolactam (BioDeep_00000002950)

 

Secondary id: BioDeep_00000866570, BioDeep_00001867728

human metabolite


代谢物信息卡片


Hexahydro 2H azepin 2 one

化学式: C6H11NO (113.0841)
中文名称: 己内酰胺
谱图信息: 最多检出来源 Homo sapiens(plant) 7.37%

分子结构信息

SMILES: C1CCC(=O)NCC1
InChI: InChI=1S/C6H11NO/c8-6-4-2-1-3-5-7-6/h1-5H2,(H,7,8)

描述信息

Caprolactam, also known as aminocaproic lactam or hexahydro-2h-azepin-2-one, is a member of the class of compounds known as caprolactams. Caprolactams are cyclic amides of caproic acid. Caproic acid is the carboxylic acid derived from hexane with the general formula C5H11COOH. Caprolactam is soluble (in water) and a very weakly acidic compound (based on its pKa). Caprolactam is an amine, bitter, and spicy tasting compound found in sunflower, which makes caprolactam a potential biomarker for the consumption of this food product. Caprolactam (CPL) is an organic compound with the formula (CH2)5C(O)NH. This colourless solid is a lactam (a cyclic amide) of caproic acid. Global demand for this compound is approximately 5 million tons per year, and the vast majority is used to make Nylon 6 filament, fiber, and plastics .
Epsilon-caprolactam, also known as Caprolactam or Aminocaproic lactam, is classified as a member of the Caprolactams. Caprolactams are cyclic amides of caproic acid. Caproic acid is the carboxylic acid derived from hexane with the general formula C5H11COOH. Epsilon-caprolactam is considered to be soluble (in water) and relatively neutral. Epsilon-caprolactam is an amine, bitter, and spicy tasting compound found in Sunflowers
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D007769 - Lactams

同义名列表

14 个代谢物同义名

Hexahydro 2H azepin 2 one; Hexahydro-2H-azepin-2-one; 2-Ketohexamethyleneimine; 2-Oxohexamethylenimine; ε-Caprolactam; Lactam, aminocaproic; Epsilon-caprolactam; Aminocaproic lactam; 6-Caprolactam; azepan-2-one; Caprolactam; Kaprolaktam; epsilon-Caprolactam; Caprolactam



数据库引用编号

22 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(0)

代谢反应

3 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(3)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

3 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 8 ACE, CASP1, CUTC, FTO, MYLK, NOL3, PIK3R6, PTGS2
Peripheral membrane protein 5 AOC1, HK2, HSD17B6, PIK3R6, PTGS2
Endoplasmic reticulum membrane 1 PTGS2
Nucleus 6 CUTC, FTO, GCAT, PCNA, YY1, YY2
cytosol 8 CASP1, CUTC, FTO, HK2, MYLK, NOL3, PIK3R6, TAT
nuclear body 1 PCNA
centrosome 2 HK2, PCNA
nucleoplasm 7 ATP2B1, CUTC, FTO, GCAT, MRPL58, PCNA, YY1
Cell membrane 5 ACE, AOC1, ATP2B1, CASP1, PIK3R6
Lipid-anchor 1 NOL3
Cleavage furrow 1 MYLK
lamellipodium 1 MYLK
Early endosome membrane 1 HSD17B6
Multi-pass membrane protein 1 ATP2B1
Synapse 2 ATP2B1, MYLK
glutamatergic synapse 1 ATP2B1
mitochondrial inner membrane 2 GCAT, MRPL58
presynaptic membrane 1 ATP2B1
Cytoplasm, cytosol 1 HK2
Lysosome 1 ACE
endosome 1 ACE
plasma membrane 8 ACE, AOC1, ATP2B1, CASP1, FTO, MRPL58, MYLK, PIK3R6
synaptic vesicle membrane 1 ATP2B1
Membrane 5 ACE, ATP2B1, HK2, NOL3, PIK3R6
basolateral plasma membrane 1 ATP2B1
caveola 1 PTGS2
extracellular exosome 4 ACE, AOC1, ATP2B1, PCNA
Lumenal side 1 HSD17B6
endoplasmic reticulum 2 HSD17B6, PTGS2
extracellular space 4 ACE, AOC1, CXCL8, THPO
bicellular tight junction 1 AOC1
mitochondrion 4 GCAT, HK2, MRPL58, NOL3
protein-containing complex 2 CASP1, PTGS2
intracellular membrane-bounded organelle 4 ATP2B1, FTO, HK2, HSD17B6
Microsome membrane 2 HSD17B6, PTGS2
chromatin silencing complex 1 YY1
Single-pass type I membrane protein 1 ACE
Secreted 4 ACE, CXCL8, HK2, THPO
extracellular region 4 ACE, AOC1, CXCL8, THPO
Mitochondrion outer membrane 1 HK2
mitochondrial outer membrane 1 HK2
mitochondrial matrix 1 MRPL58
Extracellular side 1 AOC1
transcription regulator complex 2 YY1, YY2
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
external side of plasma membrane 1 ACE
actin cytoskeleton 1 MYLK
nucleolus 3 CASP1, CUTC, NOL3
sarcoplasm 1 NOL3
Cell projection, lamellipodium 1 MYLK
microtubule 1 CASP1
Peroxisome 1 AOC1
sarcoplasmic reticulum 2 HK2, NOL3
lateral plasma membrane 1 ATP2B1
nuclear speck 2 FTO, GCAT
NLRP3 inflammasome complex 1 CASP1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
neuron projection 1 PTGS2
chromatin 3 PCNA, YY1, YY2
cell projection 1 ATP2B1
Secreted, extracellular space 1 AOC1
brush border membrane 1 ACE
nuclear replication fork 1 PCNA
chromosome, telomeric region 1 PCNA
sperm midpiece 1 ACE
Basolateral cell membrane 1 ATP2B1
Nucleus speckle 1 FTO
Presynaptic cell membrane 1 ATP2B1
replication fork 1 PCNA
stress fiber 1 MYLK
basal plasma membrane 1 ACE
[Isoform 3]: Cytoplasm 1 NOL3
endoplasmic reticulum lumen 1 PTGS2
nuclear matrix 1 YY1
PcG protein complex 2 YY1, YY2
male germ cell nucleus 1 PCNA
phosphatidylinositol 3-kinase complex 1 PIK3R6
phosphatidylinositol 3-kinase complex, class IA 1 PIK3R6
specific granule lumen 1 AOC1
immunological synapse 1 ATP2B1
Nucleus matrix 1 YY1
[Isoform 2]: Cytoplasm 1 NOL3
AIM2 inflammasome complex 1 CASP1
nuclear lamina 1 PCNA
Cytoplasm, cytoskeleton, stress fiber 1 MYLK
[Isoform 1]: Nucleus, nucleolus 1 NOL3
canonical inflammasome complex 1 CASP1
cyclin-dependent protein kinase holoenzyme complex 1 PCNA
Ino80 complex 1 YY1
ribosome 1 MRPL58
photoreceptor ribbon synapse 1 ATP2B1
PCNA complex 1 PCNA
PCNA-p21 complex 1 PCNA
replisome 1 PCNA
[Angiotensin-converting enzyme, soluble form]: Secreted 1 ACE
[Isoform Testis-specific]: Cell membrane 1 ACE
IPAF inflammasome complex 1 CASP1
NLRP1 inflammasome complex 1 CASP1
protease inhibitor complex 1 CASP1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3R6
mitochondrial large ribosomal subunit 1 MRPL58


文献列表

  • Xiaolan Shao, Lejun Liu, Hui Li, Yue Luo, Jingyu Zhao, Shuai Liu, Bei Yan, Dan Wang, Kun Luo, Min Liu, Lianyang Bai, Xiaoyun Li, Kailin Liu. The effects of polyethersulfone and Nylon 6 micromembrane filters on the pyraclostrobin detection: adsorption performance and mechanism. Environmental science and pollution research international. 2022 Oct; 29(49):74051-74061. doi: 10.1007/s11356-022-21021-3. [PMID: 35633450]
  • Qing Hao, Jinghong Wang, Jie Shen, Rong Gu, Yu Rao, Jian Feng, Huanhuan Wang, John L Brash, Hong Chen. Robust, anti-biofouling 2D nanogel films from poly(N-vinyl caprolactam-co-vinylimidazole) polymers. Journal of materials chemistry. B. 2022 05; 10(19):3723-3733. doi: 10.1039/d1tb02726c. [PMID: 35451441]
  • Yan Qiu, Xuedong Yang, Jun Xu, Bo Liu, Xiaoxue Li. Benzofuran ε-caprolactam glucosides, amides and phenylpropanoid derivatives with anti-inflammatory activity from Oxybaphus himalaicus. Phytochemistry. 2021 Nov; 191(?):112905. doi: 10.1016/j.phytochem.2021.112905. [PMID: 34392008]
  • Haijuan Zhao, Yongliang Zheng, Ziyu Wang, Weifeng Xie, Jiangang Zhou, Chunying Zhong. Preparation of a bacterial flocculant by using caprolactam as a sole substrate and its application in amoxicillin removal. Journal of environmental management. 2021 Sep; 294(?):113026. doi: 10.1016/j.jenvman.2021.113026. [PMID: 34119990]
  • Hamed Sahebi, Hamed Zandavar, Seied Mahdi Pourmortazavi, Somayeh Mirsadeghi. Construction of Fe3O4/SiO2/chitosan-grafted-poly(N-vinylcaprolactam) magnetic nanocomposite and their application in simultaneous extraction of Trans-resveratrol and its metabolites from rat plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2021 Aug; 1179(?):122841. doi: 10.1016/j.jchromb.2021.122841. [PMID: 34225242]
  • J W M E S Weerappuliarachchi, I C Perera, S S Gunathilake, S K S Thennakoon, B S Dassanayake. Synthesis of cellulose microcrystals (CMC)/nylon 6,10 composite by incorporating CMC isolated from Pandanus ceylanicus. Carbohydrate polymers. 2020 Aug; 241(?):116227. doi: 10.1016/j.carbpol.2020.116227. [PMID: 32507174]
  • Bhuvanenthiran Mutharani, Palraj Ranganathan, Tse-Wei Chen, Shen-Ming Chen, Jeyaraj Vinoth Kumar. Thermoreversible Switchlike Electrocatalytic Reduction of Tizanidine Based on a Graphene Oxide Tethered Stimuli-Responsive Smart Surface Supported Pd Catalyst. Analytical chemistry. 2020 07; 92(13):8965-8973. doi: 10.1021/acs.analchem.0c00958. [PMID: 32436691]
  • Sara L Soares, Andreia N Anciuti, Lucia Dias, Carine D Corcini, Antônio S Varela, Eliza R Komninou, Marli L Tebaldi, Mariana G Marques, Francisco N Fonseca, Thomaz Lucia. Safety assessment of poly(N-vinylcaprolactam) as a potential drug carrier in extenders for boar sperm cryopreservation. Toxicology in vitro : an international journal published in association with BIBRA. 2020 Jun; 65(?):104766. doi: 10.1016/j.tiv.2020.104766. [PMID: 31923582]
  • Thomas Balint, Boon Peng Chang, Amar K Mohanty, Manjusri Misra. Underutilized Agricultural Co-Product as a Sustainable Biofiller for Polyamide 6,6: Effect of Carbonization Temperature. Molecules (Basel, Switzerland). 2020 Mar; 25(6):. doi: 10.3390/molecules25061455. [PMID: 32213837]
  • Atefeh Kazemi, Homayon Ahmad Panahi, Raheleh Safaeijavan. Thermosensitive molecularly imprinted poly(1-vinyl-2-pyrrolidone/methyl methacrylate/N-vinylcaprolactam) for selective extraction of imatinib mesylate in human biological fluid. Journal of separation science. 2020 Feb; 43(3):614-621. doi: 10.1002/jssc.201900535. [PMID: 31691505]
  • Mitchell G Thompson, Allison N Pearson, Jesus F Barajas, Pablo Cruz-Morales, Nima Sedaghatian, Zak Costello, Megan E Garber, Matthew R Incha, Luis E Valencia, Edward E K Baidoo, Hector Garcia Martin, Aindrila Mukhopadhyay, Jay D Keasling. Identification, Characterization, and Application of a Highly Sensitive Lactam Biosensor from Pseudomonas putida. ACS synthetic biology. 2020 01; 9(1):53-62. doi: 10.1021/acssynbio.9b00292. [PMID: 31841635]
  • Hamed Sahebi, Seied Mahdi Pourmortazavi, Hamed Zandavar, Somayeh Mirsadeghi. Chitosan grafted onto Fe3O4@poly(N-vinylcaprolactam) as a new sorbent for detecting Imatinib mesylate in biosamples using UPLC-MS/MS. The Analyst. 2019 Dec; 144(24):7336-7350. doi: 10.1039/c9an01654f. [PMID: 31663526]
  • Reyhaneh Esfandiarnejad, Hassan Sereshti, Ali Farahani. Polyaniline immobilized on polycaprolactam nanofibers as a sorbent in electrochemically controlled solid-phase microextraction coupled with HPLC for the determination of angiotensin II receptor antagonists in human blood plasma. Analytical and bioanalytical chemistry. 2019 Jun; 411(16):3631-3640. doi: 10.1007/s00216-019-01845-8. [PMID: 31175397]
  • Sima Alvani-Alamdari, Abolghasem Jouyban, Maryam Khoubnasabjafari, Ali Nokhodchi, Elaheh Rahimpour. Efficiency comparison of nylon-6-based solid-phase and stir bar sorptive extractors for carbamazepine extraction. Bioanalysis. 2019 May; 11(9):899-911. doi: 10.4155/bio-2018-0321. [PMID: 31084189]
  • Jun-Zi Wu, Yuqing Yang, Shude Li, Anhua Shi, Bo Song, Shiwei Niu, WenHui Chen, Zheng Yao. Glucose-Sensitive Nanoparticles Based On Poly(3-Acrylamidophenylboronic Acid-Block-N-Vinylcaprolactam) For Insulin Delivery. International journal of nanomedicine. 2019; 14(?):8059-8072. doi: 10.2147/ijn.s220936. [PMID: 31632018]
  • Dorottya Nagy-Szakal, Dinesh K Barupal, Bohyun Lee, Xiaoyu Che, Brent L Williams, Ellie J R Kahn, Joy E Ukaigwe, Lucinda Bateman, Nancy G Klimas, Anthony L Komaroff, Susan Levine, Jose G Montoya, Daniel L Peterson, Bruce Levin, Mady Hornig, Oliver Fiehn, W Ian Lipkin. Insights into myalgic encephalomyelitis/chronic fatigue syndrome phenotypes through comprehensive metabolomics. Scientific reports. 2018 07; 8(1):10056. doi: 10.1038/s41598-018-28477-9. [PMID: 29968805]
  • Serap Durkut, Yaşar Murat Elçin. Synthesis and characterization of thermosensitive poly(N-vinylcaprolactam)-g-collagen. Artificial cells, nanomedicine, and biotechnology. 2017 Dec; 45(8):1665-1674. doi: 10.1080/21691401.2016.1276925. [PMID: 28078915]
  • Irina Funk, Nina Rimmel, Christoph Schorsch, Volker Sieber, Jochen Schmid. Production of dodecanedioic acid via biotransformation of low cost plant-oil derivatives using Candida tropicalis. Journal of industrial microbiology & biotechnology. 2017 Oct; 44(10):1491-1502. doi: 10.1007/s10295-017-1972-6. [PMID: 28756564]
  • Javier Echeverría, Sergio M Espinoza, Hermann M Niemeyer. Unusual alkaloids of the highland species Astragalus cryptanthus Wedd. (Fabaceae). Natural product research. 2017 Jan; 31(1):89-92. doi: 10.1080/14786419.2016.1207070. [PMID: 27417202]
  • Atefeh Morovati, Homayon Ahmad Panahi, Farzaneh Yazdani. Grafting of allylimidazole and n-vinylcaprolactam as a thermosensitive polymer onto magnetic nano-particles for the extraction and determination of celecoxib in biological samples. International journal of pharmaceutics. 2016 Nov; 513(1-2):62-67. doi: 10.1016/j.ijpharm.2016.09.006. [PMID: 27596117]
  • Bailiang Wang, Zi Ye, Qingwen Xu, Huihua Liu, Quankui Lin, Hao Chen, Kaihui Nan. Construction of a temperature-responsive terpolymer coating with recyclable bactericidal and self-cleaning antimicrobial properties. Biomaterials science. 2016 Nov; 4(12):1731-1741. doi: 10.1039/c6bm00587j. [PMID: 27782243]
  • Milena Maryšková, Inés Ardao, Carlos A García-González, Lenka Martinová, Jana Rotková, Alena Ševců. Polyamide 6/chitosan nanofibers as support for the immobilization of Trametes versicolor laccase for the elimination of endocrine disrupting chemicals. Enzyme and microbial technology. 2016 Jul; 89(?):31-8. doi: 10.1016/j.enzmictec.2016.03.001. [PMID: 27233125]
  • Liuwei Jiang, R Kenneth Marcus. Comparison of analytical protein separation characteristics for three amine-based capillary-channeled polymer (C-CP) stationary phases. Analytical and bioanalytical chemistry. 2016 Feb; 408(5):1373-83. doi: 10.1007/s00216-015-9000-z. [PMID: 26345444]
  • Hamid Esfahani, Molamma P Prabhakaran, Esmaeil Salahi, Ali Tayebifard, Mohamad Reza Rahimipour, Mansour Keyanpour-Rad, Seeram Ramakrishna. Electrospun nylon 6/zinc doped hydroxyapatite membrane for protein separation: Mechanism of fouling and blocking model. Materials science & engineering. C, Materials for biological applications. 2016 Feb; 59(?):420-428. doi: 10.1016/j.msec.2015.09.100. [PMID: 26652392]
  • Hamid Esfahani, Molamma P Prabhakaran, Esmaeil Salahi, Ali Tayebifard, Mansour Keyanpour-Rad, Mohamad Reza Rahimipour, Seeram Ramakrishna. Protein adsorption on electrospun zinc doped hydroxyapatite containing nylon 6 membrane: kinetics and isotherm. Journal of colloid and interface science. 2015 Apr; 443(?):143-52. doi: 10.1016/j.jcis.2014.12.014. [PMID: 25544321]
  • Gun-Seok Park, Ji-Hun Chu, Sung-Jun Hong, Yunyoung Kwak, Abdur Rahim Khan, Byung Kwon Jung, Ihsan Ullah, Jae-Ho Shin. Complete genome sequence of the caprolactam-degrading bacterium Pseudomonas mosselii SJ10 isolated from wastewater of a nylon 6 production plant. Journal of biotechnology. 2014 Dec; 192 Pt A(?):263-4. doi: 10.1016/j.jbiotec.2014.10.024. [PMID: 25449545]
  • Veluchamy Prabhawathi, Thulasinathan Boobalan, Ponnurengam Malliappan Sivakumar, Mukesh Doble. Functionalized polycaprolactam as an active food package for antibiofilm activity and extended shelf life. Colloids and surfaces. B, Biointerfaces. 2014 Nov; 123(?):461-8. doi: 10.1016/j.colsurfb.2014.09.041. [PMID: 25306256]
  • Jana P Kalinová, Jan Tříska, Naděžda Vrchotová, Martin Moos. Verification of presence of caprolactam in sprouted achenes of Fagopyrum esculentum Moench and its influence on plant phenolic compound content. Food chemistry. 2014 Aug; 157(?):380-4. doi: 10.1016/j.foodchem.2014.02.049. [PMID: 24679794]
  • Qi Zhang, Mohammad Reza Vakili, Xing-Fang Li, Afsaneh Lavasanifar, X Chris Le. Polymeric micelles for GSH-triggered delivery of arsenic species to cancer cells. Biomaterials. 2014 Aug; 35(25):7088-100. doi: 10.1016/j.biomaterials.2014.04.072. [PMID: 24840615]
  • Yong Ju Yun, Won G Hong, Wan-Joong Kim, Yongseok Jun, Byung Hoon Kim. A novel method for applying reduced graphene oxide directly to electronic textiles from yarns to fabrics. Advanced materials (Deerfield Beach, Fla.). 2013 Oct; 25(40):5701-5. doi: 10.1002/adma.201303225. [PMID: 23946273]
  • E V Dmitrienko, R D Bulushev, K Haupt, S S Kosolobov, A V Latyshev, I A Pyshnaya, D V Pyshnyi. A simple approach to prepare molecularly imprinted polymers from nylon-6. Journal of molecular recognition : JMR. 2013 Aug; 26(8):368-75. doi: 10.1002/jmr.2281. [PMID: 23784993]
  • Ya-Hsueh Wu, Ming-Ling Wu, Chun-Chi Lin, Wei-Lan Chu, Chen-Chang Yang, Robert Tate Lin, Jou-Fang Deng. Determination of caprolactam and 6-aminocaproic acid in human urine using hydrophilic interaction liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2012 Feb; 885-886(?):61-5. doi: 10.1016/j.jchromb.2011.12.014. [PMID: 22237132]
  • Wanjuan Lin, Xiaomei Ma, Jieshu Qian, Ahmed I Abdelrahman, Adrienne Halupa, Vladimir Baranov, Andrij Pich, Mitchell A Winnik. Synthesis and mass cytometric analysis of lanthanide-encoded polyelectrolyte microgels. Langmuir : the ACS journal of surfaces and colloids. 2011 Jun; 27(11):7265-75. doi: 10.1021/la201013v. [PMID: 21561077]
  • Ming-Min Song, Christopher Branford-White, Hua-Li Nie, Li-Min Zhu. Optimization of adsorption conditions of BSA on thermosensitive magnetic composite particles using response surface methodology. Colloids and surfaces. B, Biointerfaces. 2011 Jun; 84(2):477-83. doi: 10.1016/j.colsurfb.2011.02.002. [PMID: 21353769]
  • Juliana S Félix, Magali Monteiro, José E Manzoli, Marisa Padula. Effect of gamma irradiation on caprolactam migration from multilayer polyamide 6 films into food simulants: development and validation of a gas chromatographic method. Journal of AOAC International. 2010 Nov; 93(6):1874-81. doi: . [PMID: 21313815]
  • Akshay Srivastava, Ashok Kumar. Thermoresponsive poly(N-vinylcaprolactam) cryogels: synthesis and its biophysical evaluation for tissue engineering applications. Journal of materials science. Materials in medicine. 2010 Nov; 21(11):2937-45. doi: 10.1007/s10856-010-4124-3. [PMID: 20625836]
  • Qian Xu, Niping Zhang, Xueyan Yin, Min Wang, Yanyan Shen, Shi Xu, Ling Zhang, Zhongze Gu. Development and validation of a nylon6 nanofibers mat-based SPE coupled with HPLC method for the determination of docetaxel in rabbit plasma and its application to the relative bioavailability study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2010 Sep; 878(26):2403-8. doi: 10.1016/j.jchromb.2010.07.011. [PMID: 20719581]
  • Zhanar A Kozhamkulova, Mohamed M Radwan, Galiya E Zhusupova, Zharilkasin Zh Abilov, Saniya N Rahadilova, Samir A Ross. Gmelinoside I, a new flavonol glycoside from Limonium gmelinii. Natural product communications. 2010 Jul; 5(7):1061-2. doi: ". [PMID: 20734940]
  • Akshay Srivastava, Ashok Kumar. Synthesis and characterization of a temperature-responsive biocompatible poly(N-vinylcaprolactam) cryogel: a step towards designing a novel cell scaffold. Journal of biomaterials science. Polymer edition. 2009; 20(10):1393-415. doi: 10.1163/092050609x12457418891946. [PMID: 19622279]
  • Carolina Salvador-Morales, Elena V Basiuk, Vladimir A Basiuk, Malcolm L H Green, Robert B Sim. Effects of covalent functionalization on the biocompatibility characteristics of multi-walled carbon nanotubes. Journal of nanoscience and nanotechnology. 2008 May; 8(5):2347-56. doi: 10.1166/jnn.2008.090. [PMID: 18572648]
  • Astrid Rehorek, Alexander Plum. Characterization of sulfonated azo dyes and aromatic amines by pyrolysis gas chromatography/mass spectrometry. Analytical and bioanalytical chemistry. 2007 Aug; 388(8):1653-62. doi: 10.1007/s00216-007-1390-0. [PMID: 17579845]
  • 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]
  • Marta Santiago, Javier Pérez-Ramírez. Decomposition of N20 over hexaaluminate catalysts. Environmental science & technology. 2007 Mar; 41(5):1704-9. doi: 10.1021/es061894b. [PMID: 17396663]
  • Alex Stewart-Jones, Guy M Poppy. Comparison of glass vessels and plastic bags for enclosing living plant parts for headspace analysis. Journal of chemical ecology. 2006 Apr; 32(4):845-64. doi: 10.1007/s10886-006-9039-6. [PMID: 16718573]
  • Francisco Balas, Masakazu Kawashita, Takashi Nakamura, Tadashi Kokubo. Formation of bone-like apatite on organic polymers treated with a silane-coupling agent and a titania solution. Biomaterials. 2006 Mar; 27(9):1704-10. doi: 10.1016/j.biomaterials.2005.10.004. [PMID: 16257050]
  • Valentin Nelea, Li Luo, Caroline N Demers, John Antoniou, Alain Petit, Sophie Lerouge, Michael R Wertheimer, Fackson Mwale. Selective inhibition of type X collagen expression in human mesenchymal stem cell differentiation on polymer substrates surface-modified by glow discharge plasma. Journal of biomedical materials research. Part A. 2005 Oct; 75(1):216-23. doi: 10.1002/jbm.a.30402. [PMID: 16044417]
  • Gerard M H Swaen, Theo Scheffers, Johan de Cock, Jos Slangen, Hinkelien Drooge. Leukemia risk in caprolactam workers exposed to benzene. Annals of epidemiology. 2005 Jan; 15(1):21-8. doi: 10.1016/j.annepidem.2004.03.007. [PMID: 15571990]
  • K J Chae, S K Yim, K H Choi. Application of a sponge media (BioCube) process for upgrading and expansion of existing caprolactam wastewater treatment plant for nitrogen removal. Water science and technology : a journal of the International Association on Water Pollution Research. 2004; 50(6):163-71. doi: . [PMID: 15537004]
  • Alicja Wójcik, Iwona Luterek. Analysis of occupational risk due to exposure to carcinogenic factors in the work environment of a chemical plant. Annales Universitatis Mariae Curie-Sklodowska. Sectio D: Medicina. 2003; 58(2):185-93. doi: ". [PMID: 15323190]
  • R R Mitchell, S D Fitzgerald, R J Aulerich, R J Balander, D C Powell, R J Tempelman, R L Stickle, W Stevens, S J Bursian. Health effects following chronic dosing with tungsten-iron and tungsten-polymer shot in adult game-farm mallards. Journal of wildlife diseases. 2001 Jul; 37(3):451-8. doi: 10.7589/0090-3558-37.3.451. [PMID: 11504218]
  • R R Mitchell, S D Fitzgerald, R J Aulerich, R J Balander, D C Powell, R J Tempelman, C Cray, W Stevens, S J Bursian. Hematological effects and metal residue concentrations following chronic dosing with tungsten-iron and tungsten-polymer shot in adult game-farm mallards. Journal of wildlife diseases. 2001 Jul; 37(3):459-67. doi: 10.7589/0090-3558-37.3.459. [PMID: 11504219]
  • Y I Kim, L Fluckiger, M Hoffman, I Lartaud-Idjouadiene, J Atkinson, P Maincent. The antihypertensive effect of orally administered nifedipine-loaded nanoparticles in spontaneously hypertensive rats. British journal of pharmacology. 1997 Feb; 120(3):399-404. doi: 10.1038/sj.bjp.0700910. [PMID: 9031742]
  • M Tanahashi, T Yao, T Kokubo, M Minoda, T Miyamoto, T Nakamura, T Yamamuro. Apatite coated on organic polymers by biomimetic process: improvement in its adhesion to substrate by NaOH treatment. Journal of applied biomaterials : an official journal of the Society for Biomaterials. 1994; 5(4):339-47. doi: 10.1002/jab.770050409. [PMID: 8580541]
  • T Patrashkov, S Nikolov, V Kasabov. [A new method for the surgical treatment of urinary incontinence following surgery of the prostate]. Khirurgiia. 1989; 42(5):8-10. doi: NULL. [PMID: 2625924]
  • D G Serota, A M Hoberman, M A Friedman, S C Gad. Three-generation reproduction study with caprolactam in rats. Journal of applied toxicology : JAT. 1988 Aug; 8(4):285-93. doi: 10.1002/jat.2550080410. [PMID: 3183293]
  • G R Kelman. Effects of human exposure to atmospheric epsilon-caprolactam. Human toxicology. 1986 Jan; 5(1):57-9. doi: 10.1177/096032718600500113. [PMID: 2936674]
  • W J Waddell, C Marlowe, M A Friedman. The distribution of [14C]caprolactam in male, female and pregnant mice. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1984 Apr; 22(4):293-303. doi: 10.1016/0278-6915(84)90009-7. [PMID: 6539277]
  • I V Berezniak. [Hazards of cyclohexanone penetration through the skin of workers of the caprolactam-manufacturing plant]. Gigiena truda i professional'nye zabolevaniia. 1984 Mar; ?(3):52-4. doi: . [PMID: 6714759]
  • P D Unger, A J Salerno, M A Friedman. Disposition of [14C]caprolactam in the rat. Food and cosmetics toxicology. 1981 Aug; 19(4):457-62. doi: 10.1016/0015-6264(81)90450-8. [PMID: 7274879]
  • K Kośmider, J Sawiński, M Soroka, Z Tomaszewska, H Smulski, H Kloczkowski. [Evaluation of the circulatory system in workers exposed to caprolactam and diphenyl in 1 of the chemical plants producing polyamine fibers]. Medycyna pracy. 1981; 32(6):417-21. doi: . [PMID: 7043158]
  • H Sliwińska-Przyjemska, H Pilawska. [Liver cell function test based on selective laboratory studies]. Medycyna pracy. 1981; 32(3):187-94. doi: ". [PMID: 7289867]
  • P D Unger, M A Friedman. High-pressure liquid chromatography of caprolactam and its metabolites in urine and plasma. Journal of chromatography. 1980 Jan; 187(2):429-35. doi: 10.1016/s0021-9673(00)80477-x. [PMID: 7380926]
  • C J Grandjean. Metabolism of N-nitrosohexamethyleneimine. Journal of the National Cancer Institute. 1976 Jul; 57(1):181-5. doi: 10.1093/jnci/57.1.181. [PMID: 1003500]
  • N S Orlov. [Kidney function in persons with allergoses of chemical etiology]. Vrachebnoe delo. 1975 Jun; ?(6):128-31. doi: NULL. [PMID: 1154721]
  • V S KOSTIN. [NEPHROPEXY USING CAPRON MESH IN NEPHROPTOSIS]. Urologiia (Moscow, Russia : 1923). 1964 Sep; 29(?):23-6. doi: NULL. [PMID: 14248862]
  • A A BASHIROV. [FUNCTIONAL STATUS OF PARENCHYMAL ORGANS IN WORKERS OF THE CAPRON INDUSTRY]. Gigiena i sanitariia. 1964 Apr; 29(?):42-6. doi: NULL. [PMID: 14201429]
  • A M VODOVSKAIA. [CHARACTERISTICS OF THE ATMOSPHERE IN THE SHOPS OF A CAPRON PRODUCTION PLANT]. Gigiena i sanitariia. 1963 Jun; 28(?):70-1. doi: ". [PMID: 14072794]
  • D P CHUKHRIENKO. [Nephropexy with the aid of capron]. Vestnik khirurgii imeni I. I. Grekova. 1961 Jun; 86(?):110-1. doi: NULL. [PMID: 13693502]
  • H W HAASE. [Nephropexy with a Perlon rein]. Zentralblatt fur Chirurgie. 1961 Jan; 86(?):107-12. doi: NULL. [PMID: 13710212]
  • H SCHONLEBE. [Nephropexy with perlon net]. Zentralblatt fur Chirurgie. 1956; 81(9):363-4. doi: NULL. [PMID: 13338657]
  • G KNEISE. [Nephropexy by perlon net-hammock plastics]. Zentralblatt fur Chirurgie. 1953; 78(26):1081-3. doi: NULL. [PMID: 13091180]