Cyclamic acid (BioDeep_00000001756)

 

Secondary id: BioDeep_00001867635

human metabolite Endogenous blood metabolite Volatile Flavor Compounds


代谢物信息卡片


Cyclamate, calcium (2:1) salt, dihydrate

化学式: C6H13NO3S (179.0616108)
中文名称: 环氨基酸, 环己基氨基磺酸
谱图信息: 最多检出来源 Homo sapiens(urine) 2.63%

分子结构信息

SMILES: C1(CCCCC1)NS(O)(=O)=O
InChI: InChI=1S/C6H13NO3S/c8-11(9,10)7-6-4-2-1-3-5-6/h6-7H,1-5H2,(H,8,9,10)

描述信息

Cyclamic acid is an artificial sweetening agent, usually employed as Na or Ca salt (cyclamate). Use suspended in some countries, including USA, because of possible weak carcinogenic activity (disputed). Cyclamic acid is a permitted in EU at levels of 250-1600 ppm in food products.Cyclamic acid is a compound with formula C6H11NHSO2OH
D000074385 - Food Ingredients > D005503 - Food Additives
D010592 - Pharmaceutic Aids > D005421 - Flavoring Agents
CONFIDENCE standard compound; EAWAG_UCHEM_ID 2813

同义名列表

47 个代谢物同义名

Cyclamate, calcium (2:1) salt, dihydrate; N-Cyclohexyl-sulfuric acid monoamide; Cyclohexylamine-N-sulfonic acid; Cyclohexylamide sulphuric acid; Cyclohexylamine sulfamic acid; Cyclohexylaminesulphonic acid; Cyclohexylamide sulfuric acid; Cyclohexylamidosulphuric acid; Cyclohexylaminesulfonic acid; Cyclamate calcium (2:1) salt; Cyclohexylamidosulfuric acid; N-Cyclohexylsulphamic acid; N-Cyclohexyl-sulfamic acid; N-Cyclohexylsulfamic acid; Cyclohexylaminesulphonate; Cyclohexanesulphamic acid; Cyclohexylsulphamic acid; Cyclohexylaminesulfonate; Cyclohexylamide sulphate; Cyclamic acid, ban, usan; Cyclohexanesulfamic acid; Cyclohexyl-sulfamic acid; Cyclohexylamide sulfate; Cyclohexylsulfamic acid; Cyclamate, sodium salt; Cyclohexylsulphamate; Cyclamate, potassium; Cyclohexylsulfamate; Potassium cyclamate; Cyclamate, calcium; Cyclamate, sodium; Calcium cyclamate; Sodium cyclamate; Sucaryl acidxine; Cyclamic acid; Hexamic acid; Sucaryl acid; Cylamic acid; Polycat 200; Cyclamates; Cyclamate; Hexamate; Cylamate; Asugryn; e952; Cyclohexylsulfamate; Cyclamic acid



数据库引用编号

40 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)

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

  • Linhong Jiang, Zhenyang Yu, Yanbin Zhao, Daqiang Yin. Obesogenic potentials of environmental artificial sweeteners with disturbances on both lipid metabolism and neural responses. The Science of the total environment. 2024 Apr; 919(?):170755. doi: 10.1016/j.scitotenv.2024.170755. [PMID: 38340820]
  • Nannan Zhang, Yi Zhu, Xuewu Zhang, Kaiping Yang, Xia Yang, Mingyu An, Changlin Tian, Jun Li. Based on network pharmacology and experiments to explore the underlying mechanism of Mahonia bealei (Fortune) Carrière for treating alcoholic hepatocellular carcinoma. Journal of ethnopharmacology. 2023 Jul; ?(?):116919. doi: 10.1016/j.jep.2023.116919. [PMID: 37453621]
  • Yang Yue, Li Li, Baocheng Qu, Ying Liu, Xuankai Wang, Houyu Wang, Siyu Chen. Levels, consumption, and variations of eight artificial sweeteners in the wastewater treatment plants of Dalian city, China. The Science of the total environment. 2023 May; ?(?):163867. doi: 10.1016/j.scitotenv.2023.163867. [PMID: 37201820]
  • Husni Mohammed Hasan, Suad Yousif Alkass, Daniele Suzete Persike de Oliveira. Impact of Long-Term Cyclamate and Saccharin Consumption on Biochemical Parameters in Healthy Individuals and Type 2 Diabetes Mellitus Patients. Medicina (Kaunas, Lithuania). 2023 Apr; 59(4):. doi: 10.3390/medicina59040698. [PMID: 37109657]
  • Junhui Yue, Wei Guo, Dongyue Li, Yuhan Zhu, Qian Zhao, Andong Wang, Jun Li. Seasonal occurrence, removal and mass loads of artificial sweeteners in the largest water reclamation plant in China. The Science of the total environment. 2023 Jan; 856(Pt 1):159133. doi: 10.1016/j.scitotenv.2022.159133. [PMID: 36181830]
  • Juan Cruz Carrizo, Sung Vo Duy, Gabriel Munoz, Guido Marconi, María Valeria Amé, Sébastien Sauvé. Suspect screening of pharmaceuticals, illicit drugs, pesticides, and other emerging contaminants in Argentinean Piaractus mesopotamicus, a fish species used for local consumption and export. Chemosphere. 2022 Dec; 309(Pt 1):136769. doi: 10.1016/j.chemosphere.2022.136769. [PMID: 36209849]
  • Sofie Stampe, Magnus Leth-Møller, Eva Greibe, Elke Hoffmann-Lücke, Michael Pedersen, Per Ovesen. Artificial Sweeteners in Breast Milk: A Clinical Investigation with a Kinetic Perspective. Nutrients. 2022 Jun; 14(13):. doi: 10.3390/nu14132635. [PMID: 35807817]
  • Rong Ma, Lei Li, Bing Zhang. Impact assessment of anthropogenic activities on the ecological systems in the Xiongan New Area in the North China Plain. Integrated environmental assessment and management. 2021 Jul; 17(4):866-876. doi: 10.1002/ieam.4390. [PMID: 33448634]
  • 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]
  • Dandan Li, Jake W O'Brien, Benjamin J Tscharke, Phil M Choi, Fahad Ahmed, Jack Thompson, Jochen F Mueller, Hongwen Sun, Kevin V Thomas. Trends in artificial sweetener consumption: A 7-year wastewater-based epidemiology study in Queensland, Australia. The Science of the total environment. 2021 Feb; 754(?):142438. doi: 10.1016/j.scitotenv.2020.142438. [PMID: 33254907]
  • Concetta Schiano, Vincenzo Grimaldi, Monica Franzese, Carmela Fiorito, Filomena De Nigris, Francesco Donatelli, Andrea Soricelli, Marco Salvatore, Claudio Napoli. Non-nutritional sweeteners effects on endothelial vascular function. Toxicology in vitro : an international journal published in association with BIBRA. 2020 Feb; 62(?):104694. doi: 10.1016/j.tiv.2019.104694. [PMID: 31655124]
  • 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]
  • Ling Ma, Yarui Liu, Jiayao Xu, Hongwen Sun, Hao Chen, Yiming Yao, Peng Zhang, Fengju Shen, Aldredo C Alder. Mass loading of typical artificial sweeteners in a pig farm and their dissipation and uptake by plants in neighboring farmland. The Science of the total environment. 2017 Dec; 605-606(?):735-744. doi: 10.1016/j.scitotenv.2017.06.027. [PMID: 28675883]
  • Caomhan Logue, Le Roy C Dowey, J J Strain, Hans Verhagen, Stephen McClean, Alison M Gallagher. Application of Liquid Chromatography-Tandem Mass Spectrometry To Determine Urinary Concentrations of Five Commonly Used Low-Calorie Sweeteners: A Novel Biomarker Approach for Assessing Recent Intakes?. Journal of agricultural and food chemistry. 2017 Jun; 65(22):4516-4525. doi: 10.1021/acs.jafc.7b00404. [PMID: 28506059]
  • Tao Zhang, Zhiwei Gan, Chuanzi Gao, Ling Ma, Yanxi Li, Xiao Li, Hongwen Sun. Occurrence of artificial sweeteners in human liver and paired blood and urine samples from adults in Tianjin, China and their implications for human exposure. Environmental science. Processes & impacts. 2016 Sep; 18(9):1169-76. doi: 10.1039/c6em00130k. [PMID: 27383923]
  • Ngoc Han Tran, Jie Gan, Viet Tung Nguyen, Huiting Chen, Luhua You, Ankur Duarah, Lifeng Zhang, Karina Yew-Hoong Gin. Sorption and biodegradation of artificial sweeteners in activated sludge processes. Bioresource technology. 2015 Dec; 197(?):329-38. doi: 10.1016/j.biortech.2015.08.083. [PMID: 26342347]
  • Armorel Diane van Eyk. The effect of five artificial sweeteners on Caco-2, HT-29 and HEK-293 cells. Drug and chemical toxicology. 2015; 38(3):318-27. doi: 10.3109/01480545.2014.966381. [PMID: 25317478]
  • Zhiwei Gan, Hongwen Sun, Biting Feng, Ruonan Wang, Yanwei Zhang. Occurrence of seven artificial sweeteners in the aquatic environment and precipitation of Tianjin, China. Water research. 2013 Sep; 47(14):4928-37. doi: 10.1016/j.watres.2013.05.038. [PMID: 23866151]
  • Bo Liu, Matthew Ha, Xuan-Yu Meng, Mohammed Khaleduzzaman, Zhe Zhang, Xia Li, Meng Cui. Functional characterization of the heterodimeric sweet taste receptor T1R2 and T1R3 from a New World monkey species (squirrel monkey) and its response to sweet-tasting proteins. Biochemical and biophysical research communications. 2012 Oct; 427(2):431-7. doi: 10.1016/j.bbrc.2012.09.083. [PMID: 23000410]
  • Marco Scheurer, Markus Godejohann, Arne Wick, Oliver Happel, Thomas A Ternes, Heinz-Jürgen Brauch, Wolfgang K L Ruck, Frank Thomas Lange. Structural elucidation of main ozonation products of the artificial sweeteners cyclamate and acesulfame. Environmental science and pollution research international. 2012 May; 19(4):1107-18. doi: 10.1007/s11356-011-0618-x. [PMID: 21964549]
  • Pauline Maes, Yulia B Monakhova, Thomas Kuballa, Helmut Reusch, Dirk W Lachenmeier. Qualitative and quantitative control of carbonated cola beverages using ¹H NMR spectroscopy. Journal of agricultural and food chemistry. 2012 Mar; 60(11):2778-84. doi: 10.1021/jf204777m. [PMID: 22356160]
  • Ignaz J Buerge, Martina Keller, Hans-Rudolf Buser, Markus D Müller, Thomas Poiger. Saccharin and other artificial sweeteners in soils: estimated inputs from agriculture and households, degradation, and leaching to groundwater. Environmental science & technology. 2011 Jan; 45(2):615-21. doi: 10.1021/es1031272. [PMID: 21142066]
  • Peter Kranz, Nina Braun, Nadine Schulze, Benno Kunz. Sensory quality of functional beverages: bitterness perception and bitter masking of olive leaf extract fortified fruit smoothies. Journal of food science. 2010 Aug; 75(6):S308-11. doi: 10.1111/j.1750-3841.2010.01698.x. [PMID: 20722953]
  • Jose D Botezelli, Rodrigo A Dalia, Ivan M Reis, Ricardo A Barbieri, Tiago M Rezende, Jailton G Pelarigo, Jamile Codogno, Raquel Gonçalves, Maria A Mello. Chronic consumption of fructose rich soft drinks alters tissue lipids of rats. Diabetology & metabolic syndrome. 2010 Jun; 2(?):43. doi: 10.1186/1758-5996-2-43. [PMID: 20573247]
  • Anthony Sclafani, Mahsa Bahrani, Steven Zukerman, Karen Ackroff. Stevia and saccharin preferences in rats and mice. Chemical senses. 2010 Jun; 35(5):433-43. doi: 10.1093/chemse/bjq033. [PMID: 20413452]
  • Fariba M Assadi-Porter, Emeline L Maillet, James T Radek, Jeniffer Quijada, John L Markley, Marianna Max. Key amino acid residues involved in multi-point binding interactions between brazzein, a sweet protein, and the T1R2-T1R3 human sweet receptor. Journal of molecular biology. 2010 May; 398(4):584-99. doi: 10.1016/j.jmb.2010.03.017. [PMID: 20302879]
  • Da-jin Yang, Bo Chen. Simultaneous determination of nonnutritive sweeteners in foods by HPLC/ESI-MS. Journal of agricultural and food chemistry. 2009 Apr; 57(8):3022-7. doi: 10.1021/jf803988u. [PMID: 19275236]
  • Luisa Palmieri, Elisa Bozza, Lara Giongo. Soft fruit traceability in food matrices using real-time PCR. Nutrients. 2009 02; 1(2):316-28. doi: 10.3390/nu1020316. [PMID: 22253987]
  • Ma Soledad García, Joaquín A Ortuño, Ma Isabel Albero, Mustafa Salem Abuherba. Development of membrane selective electrode for determination of the antipsychotic sulpiride in pharmaceuticals and urine. Sensors (Basel, Switzerland). 2009; 9(6):4309-22. doi: 10.3390/s90604309. [PMID: 22408528]
  • Joaquín Pérez-Guisado, Andrés Muñoz-Serrano, Angeles Alonso-Moraga. Spanish Ketogenic Mediterranean Diet: a healthy cardiovascular diet for weight loss. Nutrition journal. 2008 Oct; 7(?):30. doi: 10.1186/1475-2891-7-30. [PMID: 18950537]
  • Fariba M Assadi-Porter, Marco Tonelli, Emeline Maillet, Klaas Hallenga, Outhiriaradjou Benard, Marianna Max, John L Markley. Direct NMR detection of the binding of functional ligands to the human sweet receptor, a heterodimeric family 3 GPCR. Journal of the American Chemical Society. 2008 Jun; 130(23):7212-3. doi: 10.1021/ja8016939. [PMID: 18481853]
  • Céline E Riera, Horst Vogel, Sidney A Simon, Johannes le Coutre. Artificial sweeteners and salts producing a metallic taste sensation activate TRPV1 receptors. American journal of physiology. Regulatory, integrative and comparative physiology. 2007 Aug; 293(2):R626-34. doi: 10.1152/ajpregu.00286.2007. [PMID: 17567713]
  • Kenji Maehashi, Mami Matano, Azusa Kondo, Yasushi Yamamoto, Shigezo Udaka. Riboflavin-binding protein exhibits selective sweet suppression toward protein sweeteners. Chemical senses. 2007 Feb; 32(2):183-90. doi: 10.1093/chemse/bjl048. [PMID: 17167172]
  • Yohkazu Matsushima, Shigeaki Muto, Junichi Taniguchi, Masashi Imai. Mechanism of iodide transport in the rabbit cortical collecting duct. Clinical and experimental nephrology. 2006 Jun; 10(2):102-10. doi: 10.1007/s10157-006-0417-8. [PMID: 16791395]
  • Jinyu Ma, Yanli Gu, Bo Chen, Shouzhuo Yao, Zeneng Chen. High-performance liquid chromatography-electronspray ionization mass spectrometry for determination of tiopronin in human plasma. Journal of chromatography. A. 2006 Apr; 1113(1-2):55-9. doi: 10.1016/j.chroma.2006.01.114. [PMID: 16483585]
  • Morando Soffritti, Fiorella Belpoggi, Davide Degli Esposti, Luca Lambertini, Eva Tibaldi, Anna Rigano. First experimental demonstration of the multipotential carcinogenic effects of aspartame administered in the feed to Sprague-Dawley rats. Environmental health perspectives. 2006 Mar; 114(3):379-85. doi: 10.1289/ehp.8711. [PMID: 16507461]
  • Ravi Kant. Sweet proteins--potential replacement for artificial low calorie sweeteners. Nutrition journal. 2005 Feb; 4(?):5. doi: 10.1186/1475-2891-4-5. [PMID: 15703077]
  • A G Renwick, J P Thompson, M O'Shaughnessy, E J Walter. The metabolism of cyclamate to cyclohexylamine in humans during long-term administration. Toxicology and applied pharmacology. 2004 May; 196(3):367-80. doi: 10.1016/j.taap.2004.01.013. [PMID: 15094307]
  • L Serra-Majem, L Bassas, R García-Glosas, L Ribas, C Inglés, I Casals, P Saavedra, A G Renwick. Cyclamate intake and cyclohexylamine excretion are not related to male fertility in humans. Food additives and contaminants. 2003 Dec; 20(12):1097-104. doi: 10.1080/02652030310001620450. [PMID: 14726272]
  • Yu F Sasaki, Satomi Kawaguchi, Asako Kamaya, Miyuki Ohshita, Kazumi Kabasawa, Kayoko Iwama, Kazuyuki Taniguchi, Shuji Tsuda. The comet assay with 8 mouse organs: results with 39 currently used food additives. Mutation research. 2002 Aug; 519(1-2):103-19. doi: 10.1016/s1383-5718(02)00128-6. [PMID: 12160896]
  • D P Nikolelis, S Pantoulias. Selective continuous monitoring and analysis of mixtures of acesulfame-K, cyclamate, and saccharin in artificial sweetener tablets, diet soft drinks, yogurts, and wines using filter-supported bilayer lipid membranes. Analytical chemistry. 2001 Dec; 73(24):5945-52. doi: 10.1021/ac010559x. [PMID: 11791564]
  • T Hianik, P Rybár, L Svobodová, S Kresák, D P Nikolelis. Liposome aggregation in presence of the sweeteners cyclamate and saccharine. Die Pharmazie. 2001 Aug; 56(8):633-5. doi: ". [PMID: 11534340]
  • M L Cunningham, H C Price, R W O'Connor, M P Moorman, J F Mahler, J B Nold, D L Morgan. Inhalation toxicity studies of the alpha,beta-unsaturated ketones: 2-cyclohexene-1-one. Inhalation toxicology. 2001 Jan; 13(1):25-36. doi: 10.1080/713856767. [PMID: 11153058]
  • S Takayama, A G Renwick, S L Johansson, U P Thorgeirsson, M Tsutsumi, D W Dalgard, S M Sieber. Long-term toxicity and carcinogenicity study of cyclamate in nonhuman primates. Toxicological sciences : an official journal of the Society of Toxicology. 2000 Jan; 53(1):33-9. doi: 10.1093/toxsci/53.1.33. [PMID: 10653518]
  • H M Cardello, M A Da Silva, M H Damasio. Measurement of the relative sweetness of stevia extract, aspartame and cyclamate/saccharin blend as compared to sucrose at different concentrations. Plant foods for human nutrition (Dordrecht, Netherlands). 1999; 54(2):119-30. doi: 10.1023/a:1008134420339. [PMID: 10646559]
  • M L Hu, H H Tsai. Reaction of cyclohexylamine with hypochlorite and enhancement of oxidation of plasma sulfhydryl groups by hypochlorite in vitro. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1998 Sep; 36(9-10):755-9. doi: 10.1016/s0278-6915(98)00060-x. [PMID: 9737422]
  • I Casals, M Reixach, J Amat, M Fuentes, L Serra-Majem. Quantification of cyclamate and cyclohexylamine in urine samples using high-performance liquid chromatography with trinitrobenzenesulfonic acid pre-column derivatization. Journal of chromatography. A. 1996 Oct; 750(1-2):397-402. doi: 10.1016/0021-9673(96)00529-8. [PMID: 8938395]
  • W E Crowe, J Ehrenfeld, E Brochiero, N K Wills. Apical membrane sodium and chloride entry during osmotic swelling of renal (A6) epithelial cells. The Journal of membrane biology. 1995 Mar; 144(1):81-91. doi: 10.1007/bf00238419. [PMID: 7541082]
  • J Y Lapointe, A Laamarti, A M Hurst, B C Fowler, P D Bell. Activation of Na:2Cl:K cotransport by luminal chloride in macula densa cells. Kidney international. 1995 Mar; 47(3):752-7. doi: 10.1038/ki.1995.115. [PMID: 7538610]
  • N E Buss, A G Renwick, K M Donaldson, C F George. The metabolism of cyclamate to cyclohexylamine and its cardiovascular consequences in human volunteers. Toxicology and applied pharmacology. 1992 Aug; 115(2):199-210. doi: 10.1016/0041-008x(92)90324-l. [PMID: 1379387]
  • W Martz, H W Schütz. Synthetic sweetener cyclamate as a potential source of false-positive amphetamine results in the TDx system. Clinical chemistry. 1991 Nov; 37(11):2016-7. doi: NULL. [PMID: 1934488]
  • A Roberts, A G Renwick. The pharmacokinetics and tissue concentrations of cyclohexylamine in rats and mice. Toxicology and applied pharmacology. 1989 Apr; 98(2):230-42. doi: 10.1016/0041-008x(89)90228-7. [PMID: 2469137]
  • A J Collings. Metabolism of cyclamate and its conversion to cyclohexylamine. Diabetes care. 1989 Jan; 12(1):50-5; discussion 81. doi: 10.2337/diacare.12.1.50. [PMID: 2714172]
  • J E Kaufman, K Anderson, C L Parsons. Inactivation of antiadherence effect of bladder surface glycosaminoglycans as possible mechanism for carcinogenesis. Urology. 1987 Sep; 30(3):255-8. doi: 10.1016/0090-4295(87)90248-2. [PMID: 2442874]
  • Ia L Germaniuk. [Artificial saccharose substitutes in diseases with disordered carbohydrate and lipid metabolism]. Vrachebnoe delo. 1986 Aug; ?(8):63-7. doi: ". [PMID: 3535254]
  • B A Bopp, R C Sonders, J W Kesterson. Toxicological aspects of cyclamate and cyclohexylamine. Critical reviews in toxicology. 1986; 16(3):213-306. doi: 10.3109/10408448609037465. [PMID: 2420530]
  • A K Mallett, I R Rowland, C A Bearne, R Purchase, S D Gangolli. Metabolic adaptation of rat faecal microflora to cyclamate in vitro. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1985 Dec; 23(12):1029-34. doi: 10.1016/0278-6915(85)90048-1. [PMID: 2416656]
  • A Roberts, A G Renwick. The metabolism of 14C-cyclohexylamine in mice and two strains of rat. Xenobiotica; the fate of foreign compounds in biological systems. 1985 Jun; 15(6):477-83. doi: 10.3109/00498258509045021. [PMID: 4036172]
  • E A Chantelau, G Gösseringer, G E Sonnenberg, M Berger. Moderate intake of sucrose does not impair metabolic control in pump-treated diabetic out-patients. Diabetologia. 1985 Apr; 28(4):204-7. doi: 10.1007/bf00282233. [PMID: 2410317]
  • J Cardinal, J Y Lapointe, R Laprade. Luminal and peritubular ionic substitutions and intracellular potential of the rabbit proximal convoluted tubule. The American journal of physiology. 1984 Aug; 247(2 Pt 2):F352-64. doi: 10.1152/ajprenal.1984.247.2.f352. [PMID: 6205598]
  • E W Jemison, K Brown, B Rivers, R Knight. Cytogenetic effects of cyclamates. Advances in experimental medicine and biology. 1984; 172(?):91-117. doi: 10.1007/978-1-4615-9376-8_6. [PMID: 6203339]
  • D Schmähl, M Habs. Investigations on the carcinogenicity of the artificial sweeteners sodium cyclamate and sodium saccharin in rats in a two-generation experiment. Arzneimittel-Forschung. 1984; 34(5):604-6. doi: NULL. [PMID: 6205663]
  • R A Wiley, D A Pearson, V Schmidt, S B Wesche, J J Roxon. Synthesis and bacterial metabolism of cis- and trans-2-alkyl analogues of sodium cyclamate. Journal of medicinal chemistry. 1983 Jul; 26(7):1077-9. doi: 10.1021/jm00361a025. [PMID: 6191033]
  • E G Leighty, A F Fentiman. Fatty-acid conjugation with cyclamate metabolites as a possible mechanism for ultimate retention. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1983 Jun; 21(3):251-4. doi: 10.1016/0278-6915(83)90056-x. [PMID: 6683221]
  • G McGlinchey, C B Coakley, V Gestautus-Tansey, J Gault, W J Spillane. In vivo and in vitro studies with sulfamate sweeteners. Journal of pharmaceutical sciences. 1982 Jun; 71(6):661-5. doi: 10.1002/jps.2600710614. [PMID: 7097529]
  • H Sackin, E L Boulpaep. Isolated perfused salamander proximal tubule. II. Monovalent ion replacement and rheogenic transport. The American journal of physiology. 1981 Nov; 241(5):F540-55. doi: 10.1152/ajprenal.1981.241.5.f540. [PMID: 7304748]
  • L S Lee. Saccharin and cyclamate inhibit binding of epidermal growth factor. Proceedings of the National Academy of Sciences of the United States of America. 1981 Feb; 78(2):1042-6. doi: 10.1073/pnas.78.2.1042. [PMID: 6262753]
  • K Lindner. Non-nutritive sweetening agents. Bibliotheca nutritio et dieta. 1980; ?(29):82-8. doi: 10.1159/000387470. [PMID: 7447919]
  • R Green, J H Bishop, G Giebisch. Ionic requirements of proximal tubular sodium transport. III. Selective luminal anion substitution. The American journal of physiology. 1979 Mar; 236(3):F268-77. doi: 10.1152/ajprenal.1979.236.3.f268. [PMID: 426069]
  • W J Spillane, G A Benson, G McGlinchey. Metabolic studies with nonnutritive sweeteners cyclooctylsulfamate and 4-methylcyclohexylsulfamate. Journal of pharmaceutical sciences. 1979 Mar; 68(3):372-4. doi: 10.1002/jps.2600680333. [PMID: 423133]
  • A Kinawi, H Kia. [The reaction of cyclohexylsulphamic acid (Cyclamate) with nitrous acid in aqueous HCl-solution, isolated human gastric juice and urine (author's transl)]. Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie. 1978 Jun; 16(6):365-9. doi: NULL. [PMID: 670904]
  • W J Spillane, G A Benson. Metabolic studies of the nonnutritive sweeteners cyclopentylmethylsulfamate and cyclopentylsulfamate: determination of metabolites in rat urine. Journal of pharmaceutical sciences. 1978 Feb; 67(2):226-8. doi: 10.1002/jps.2600670225. [PMID: 621643]
  • R Vannier. [Replacement sweetening agents in the prevention of dental caries]. Actualites odonto-stomatologiques. 1978; ?(123):403-15. doi: ". [PMID: 735891]
  • G A Benson, W J Spillane. Gas chromatographic determination of cyclic amines, ketones and alcohols, possible metabolites of sweet sulphamates. Journal of chromatography. 1977 Jun; 136(2):318-22. doi: 10.1016/s0021-9673(00)86286-x. [PMID: 885968]
  • G A Benson, W J Spillane. Metabolic studies with the nonnutritive sweetener cycloheptylsulfamate. Journal of pharmaceutical sciences. 1977 Jun; 66(6):881-3. doi: 10.1002/jps.2600660641. [PMID: 874797]
  • D J Marsh, C M Martin. Origin of electrical PD's in hamster thin ascending limbs of Henle's loop. The American journal of physiology. 1977 Apr; 232(4):F348-57. doi: 10.1152/ajprenal.1977.232.4.f348. [PMID: 851193]
  • E Löser. [Subchronic toxicologic studies using cyclamate-Na in dogs]. Arzneimittel-Forschung. 1977; 27(1):128-131. doi: NULL. [PMID: 576812]
  • G A Benson, W J Spillane. Determination of the nonnutritive sweetener sodium cyclopentylsulfamate and three of its metabolites, cyclopentylamine, cyclopentanone, and cyclopentanol, in urine of rats and rabbits. Journal of pharmaceutical sciences. 1976 Dec; 65(12):1841-3. doi: 10.1002/jps.2600651237. [PMID: 1032676]
  • I F Gaunt, J Hardy, P Grasso, S D Gangolli, K R Butterworth. Long-term toxicity of cyclohexylamine hydrochloride in the rat. Food and cosmetics toxicology. 1976 Aug; 14(4):255-67. doi: 10.1016/s0015-6264(76)80287-8. [PMID: 976884]
  • G Héraud, E Roux. [Recent acquisitions on sweetening agents. Applications to the diabetic diet]. Journees annuelles de diabetologie de l'Hotel-Dieu. 1976 May; ?(?):169-85. doi: ". [PMID: 796520]
  • C M Hampton, R L Myers. Effects of cyclamate calcium on the immune response in rabbits. Archives of environmental health. 1976 Jan; 31(1):51-3. doi: 10.1080/00039896.1976.10667190. [PMID: 1244808]
  • B L Oser, S Carson, G E Cox, E E Vogin, S S Sternberg. Chronic toxicity study of cyclamate: saccharin (10: 1) in rats. Toxicology. 1975 Jul; 4(3):315-30. doi: . [PMID: 1154429]
  • A A Tesoriero, J J Roxon. [35S]Cyclamate metabolism: incorporation of 35S into proteins of intestinal bacteria in vitro and production of volatile 35S-containing compounds. Xenobiotica; the fate of foreign compounds in biological systems. 1975 Jan; 5(1):25-31. doi: 10.3109/00498257509056090. [PMID: 1154796]
  • B L Oser. FDRL investigation of cyclamates. Human pathology. 1975 Jan; 6(1):130-2. doi: 10.1016/s0046-8177(75)80118-3. [PMID: 1110082]
  • B H Ershoff. Antitoxic effects of plant fiber. The American journal of clinical nutrition. 1974 Dec; 27(12):1395-8. doi: 10.1093/ajcn/27.12.1395. [PMID: 4611191]
  • M H Bickel, B Burkard, E Meier-Strasser, M van den Broek-Boot. Entero-bacterial formation of cyclohexylamine in rats ingesting cyclamate. Xenobiotica; the fate of foreign compounds in biological systems. 1974 Jul; 4(7):425-39. doi: 10.3109/00498257409052106. [PMID: 4372812]
  • M Eichelbaum, J H Hengstmann, H D Rost, T Brecht, H J Dengler. Pharmacokinetics, cardiovascular and metabolic actions of cyclohexylamine in man. Archiv fur Toxikologie. 1974 Feb; 31(3):243-63. doi: 10.1007/bf00311057. [PMID: 4826870]
  • J H Hengstmann, H J Dengler, F Geipert. Proceedings: The conversion of cyclamate to cyclohexylamine in 255 diabetic and obese patients. Naunyn-Schmiedeberg's archives of pharmacology. 1974; 282(Suppl):suppl 282:R31. doi: . [PMID: 4276558]
  • P G Brantom, I F Gaunt, P Grasso. Long-term toxicity of sodium cyclamate in mice. Food and cosmetics toxicology. 1973 Oct; 11(5):735-46. doi: 10.1016/0015-6264(73)90132-6. [PMID: 4768873]
  • B S Drasar, J S Crowther, P Goddard, G Hawksworth, M J Hill, S Peach, R E Williams, A Renwick. The relation between diet and the gut microflora in man. The Proceedings of the Nutrition Society. 1973 Sep; 32(2):49-52. doi: 10.1079/pns19730014. [PMID: 4791056]
  • G Giebisch, L P Sullivan, G Whittembury. Relationship between tubular net sodium reabsorption and peritubular potassium uptake in the perfused Necturus kidney. The Journal of physiology. 1973 Apr; 230(1):51-74. doi: 10.1113/jphysiol.1973.sp010174. [PMID: 4702444]
  • N Hayashi, S Iwahara, A Tanimura, T Furuya, K Kawamata. [Studies on metabolism of sodium cyclohexylsulfamate. 1. On urinary excretion of cyclohexylamine in monkey and effect of administration of feces of cyclohexylamine excreting monkey and commercial diet to rabbit, guinea pig and rat (author's transl)]. Eisei Shikenjo hokoku. Bulletin of National Institute of Hygienic Sciences. 1973; 91(0):11-8. doi: NULL. [PMID: 4211658]
  • A G Renwick, R T Williams. The fate of cyclamate in man and other species. The Biochemical journal. 1972 Oct; 129(4):869-79. doi: 10.1042/bj1290869. [PMID: 4655822]
  • B S Drasar, A G Renwick, R T Williams. The role of the gut flora in the metabolism of cyclamate. The Biochemical journal. 1972 Oct; 129(4):881-90. doi: 10.1042/bj1290881. [PMID: 4655823]
  • L Friedman, H L Richardson, M E Richardson, E J Lethco, W C Wallace, F M Sauro. Toxic response of rats to cyclamates in chow and semisynthetic diets. Journal of the National Cancer Institute. 1972 Sep; 49(3):751-64. doi: 10.1093/jnci/49.3.751. [PMID: 4647495]
  • E Löser, D Lorke. [Effect of sodium cyclamate on adolescent rats]. Arzneimittel-Forschung. 1972 Jul; 22(7):1174-8. doi: NULL. [PMID: 4678125]
  • H Ichibagase, Y Imamura, A Kinoshita, S Kojima. Effects of simultaneous administration of drugs on absorption and excretion. I. Effect of phenylbutazone on absorption and excretion of sodium cyclamate in rabbits. Chemical & pharmaceutical bulletin. 1972 May; 20(5):947-52. doi: 10.1248/cpb.20.947. [PMID: 5055125]
  • B Toth. A toxicity method with calcium cyclamate for chronic carcinogenesis experiments. Tumori. 1972 May; 58(3):136-41. doi: NULL. [PMID: 4645815]
  • NULL. Cyclamate still to the fore. Food and cosmetics toxicology. 1972 Apr; 10(2):237-43. doi: 10.1016/s0015-6264(72)80208-6. [PMID: 4627369]