S-Carboxymethyl-L-cysteine (BioDeep_00000002760)
Secondary id: BioDeep_00000399971, BioDeep_00000405775
natural product human metabolite PANOMIX_OTCML-2023 Endogenous
代谢物信息卡片
化学式: C5H9NO4S (179.0252274)
中文名称: 羧甲基半胱氨酸, 羧甲司坦, S-(羧甲基)-L-半胱氨酸, S-(羧甲基)半胱氨酸
谱图信息:
最多检出来源 Homo sapiens(blood) 0.56%
分子结构信息
SMILES: C(C(C(=O)O)N)SCC(=O)O
InChI: InChI=1S/C5H9NO4S/c6-3(5(9)10)1-11-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)
描述信息
S-carboxymethylcysteine (carbocisteine) is the most frequently prescribed mucoactive agent for long-term COPD (chronic obstructive pulmonary disease) use in a number of countries. In addition to its mucoregulatory activity, carbocisteine exhibits free-radical scavenging and anti-inflammatory properties. S-Carboxymethyl-L-cysteine can be found in root vegetables and has been isolated from radish seedlings. S-carboxymethyl-L-cysteine can be detectable in urine especially after the processing of chlorinated compounds by gut microlfora.
R - Respiratory system > R05 - Cough and cold preparations > R05C - Expectorants, excl. combinations with cough suppressants > R05CB - Mucolytics
Acquisition and generation of the data is financially supported in part by CREST/JST.
C78273 - Agent Affecting Respiratory System > C74536 - Mucolytic Agent
D019141 - Respiratory System Agents > D005100 - Expectorants
D000890 - Anti-Infective Agents
KEIO_ID A059
同义名列表
42 个代谢物同义名
2-Amino-3-[(carboxymethyl)sulfanyl]propanoic acid; (L)-2-Amino-3-(carboxymethylthio)propionic acid; 2-Amino-3-(carboxymethylthio)propionic acid; 3-[(Carboxymethyl)thio]-L-alanine; L-3-((Carboxymethyl)thio)alanine; 3-(Carboxymethylthio)-L-alanine; 3-[(Carboxymethyl)thio]alanine; 3-((Carboxymethyl)thio)alanine; S-(Carboxymethyl)-(R)-cysteine; 5-Amino-3-thiadihexanoic acid; (R)-S-(Carboxymethyl)cysteine; S-(Carboxymethyl)-L-cysteine; 3-(Carboxymethylthio)alanine; S-Carboxylmethyl-L-cysteine; s-carboxymethyl-l-cysteine; Carboxymethylated cysteine; S-(Carboxymethyl)cysteine; Carboxymethylenecysteine; S Carboxymethylcysteine; 1-Carboxymethylcysteine; Carbocysteine, L isomer; Carbocysteine, L-isomer; S-Carboxymethylcysteine; L-Carboxymethylcysteine; L-Isomer carbocysteine; Carboxymethylcysteine; Carbocisteine-13C3; Carbocysteine; Carbocisteine; carbocystein; Rhinathiol; carbofuran; Thiodril; Mucodyne; Reomucil; Mucodine; Loviscol; Muciclar; Mucofan; Mucocis; Mukodin; S-Carboxymethyl-cysteine
数据库引用编号
35 个数据库交叉引用编号
- ChEBI: CHEBI:16163
- KEGG: C03727
- KEGGdrug: D00175
- PubChem: 193653
- PubChem: 1080
- HMDB: HMDB0029415
- Metlin: METLIN1525
- DrugBank: DB04339
- ChEMBL: CHEMBL1447969
- ChEMBL: CHEMBL396416
- Wikipedia: Carbocisteine
- MeSH: Carbocysteine
- foodb: FDB000507
- chemspider: 1050
- CAS: 1391068-19-1
- CAS: 186537-58-6
- CAS: 25390-17-4
- CAS: 2387-59-9
- CAS: 638-23-3
- MoNA: KO002173
- MoNA: KO002175
- MoNA: PS033801
- MoNA: KO002177
- MoNA: KO002174
- MoNA: KO000121
- MoNA: KO002176
- MoNA: KO000120
- MoNA: KO000119
- MoNA: KO000118
- MoNA: PR100199
- MoNA: KO000122
- PMhub: MS000004783
- PubChem: 6492
- PDB-CCD: CCS
- NIKKAJI: J2.289F
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
- 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] - Yuko Higashi, Naoko Baba, Haruhito Yoshimine, Ikuyo Sakaguchi, Takuro Kanekura. Late-onset interstitial nephritis in a patient with drug-induced hypersensitivity syndrome/drug reaction with eosinophilia and systemic symptoms.
The Journal of dermatology.
2020 Feb; 47(2):174-177. doi:
10.1111/1346-8138.15175
. [PMID: 31840853] - Stephen C Mitchell, Glyn B Steventon. Phenylalanine 4-monooxygenase: the "sulfoxidation polymorphism".
Xenobiotica; the fate of foreign compounds in biological systems.
2020 Jan; 50(1):51-63. doi:
10.1080/00498254.2019.1636419
. [PMID: 31233370] - 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] - Kang Wu, Xiaofen Su, Guihua Li, Nuofu Zhang. Antioxidant Carbocysteine Treatment in Obstructive Sleep Apnea Syndrome: A Randomized Clinical Trial.
PloS one.
2016; 11(2):e0148519. doi:
10.1371/journal.pone.0148519
. [PMID: 26849119] - Panayotis Panagopoulos, Stephen C Mitchell, Glyn B Steventon. S-carboxymethyl-L-cysteine and it (R/S)-S-oxides in beagle dog plasma and hepatic cytosol.
Xenobiotica; the fate of foreign compounds in biological systems.
2015; 45(12):1047-53. doi:
10.3109/00498254.2015.1042538
. [PMID: 26068525] - Elisabetta Pace, Maria Ferraro, Serena Di Vincenzo, Chiara Cipollina, Stefania Gerbino, Diego Cigna, Valentina Caputo, Rossella Balsamo, Luigi Lanata, Mark Gjomarkaj. Comparative cytoprotective effects of carbocysteine and fluticasone propionate in cigarette smoke extract-stimulated bronchial epithelial cells.
Cell stress & chaperones.
2013 Nov; 18(6):733-43. doi:
10.1007/s12192-013-0424-0
. [PMID: 23580157] - Olumuyiwa S Falade, Steve R A Adewusi, Chris E Harwood. S-Carboxyethylcysteine (a constituent of Acacia seed) negatively affects casein protein utilization by rats.
Nutrition (Burbank, Los Angeles County, Calif.).
2012 Jul; 28(7-8):785-92. doi:
10.1016/j.nut.2011.10.004
. [PMID: 22209464] - Glyn B Steventon, Stephen C Mitchell, Santigo Angulo, Coral Barbas. An investigation into possible xenobiotic-endobiotic inter-relationships involving the amino acid analogue drug, S-carboxymethyl-L-cysteine and plasma amino acids in humans.
Amino acids.
2012 May; 42(5):1967-73. doi:
10.1007/s00726-011-0926-y
. [PMID: 21559953] - Francesca Oppedisano, Lorena Pochini, Stefan Bröer, Cesare Indiveri. The B°AT1 amino acid transporter from rat kidney reconstituted in liposomes: kinetics and inactivation by methylmercury.
Biochimica et biophysica acta.
2011 Oct; 1808(10):2551-8. doi:
10.1016/j.bbamem.2011.05.011
. [PMID: 21621508] - Fei Li, Andrew D Patterson, Constance C Höfer, Kristopher W Krausz, Frank J Gonzalez, Jeffrey R Idle. A comprehensive understanding of thioTEPA metabolism in the mouse using UPLC-ESI-QTOFMS-based metabolomics.
Biochemical pharmacology.
2011 Apr; 81(8):1043-53. doi:
10.1016/j.bcp.2011.01.024
. [PMID: 21300029] - Monika Janicka, Agata Kot-Wasik, Jacek Kot, Jacek Namieśnik. Isoprostanes-biomarkers of lipid peroxidation: their utility in evaluating oxidative stress and analysis.
International journal of molecular sciences.
2010 Nov; 11(11):4631-59. doi:
10.3390/ijms11114631
. [PMID: 21151461] - Karly C Sourris, Brooke E Harcourt, Sally A Penfold, Felicia Y T Yap, Amy L Morley, Philip E Morgan, Michael J Davies, Scott T Baker, George Jerums, Josephine M Forbes. Modulation of the cellular expression of circulating advanced glycation end-product receptors in type 2 diabetic nephropathy.
Experimental diabetes research.
2010; 2010(?):974681. doi:
10.1155/2010/974681
. [PMID: 21318189] - Katsumi Mera, Mime Nagai, Jonathan W C Brock, Yukio Fujiwara, Toshinori Murata, Toru Maruyama, John W Baynes, Masaki Otagiri, Ryoji Nagai. Glutaraldehyde is an effective cross-linker for production of antibodies against advanced glycation end-products.
Journal of immunological methods.
2008 May; 334(1-2):82-90. doi:
10.1016/j.jim.2008.02.002
. [PMID: 18353354] - Katsumi Mera, Yukio Fujiwara, Masaki Otagiri, Noriyuki Sakata, Ryoji Nagai. Immunological detection of N omega-(Carboxymethyl)arginine by a specific antibody.
Annals of the New York Academy of Sciences.
2008 Apr; 1126(?):155-7. doi:
10.1196/annals.1433.000
. [PMID: 18079475] - Ryoji Nagai, Yukio Fujiwara, Katsumi Mera, Kazuya Yamagata, Naomi Sakashita, Motohiro Takeya. Immunochemical detection of Nepsilon-(carboxyethyl)lysine using a specific antibody.
Journal of immunological methods.
2008 Mar; 332(1-2):112-20. doi:
10.1016/j.jim.2007.12.020
. [PMID: 18242632] - Ahmed A Mostafa, Edward W Randell, Sudesh C Vasdev, Vicki D Gill, Yingchun Han, Vereesh Gadag, Ahmed A Raouf, Hala El Said. Plasma protein advanced glycation end products, carboxymethyl cysteine, and carboxyethyl cysteine, are elevated and related to nephropathy in patients with diabetes.
Molecular and cellular biochemistry.
2007 Aug; 302(1-2):35-42. doi:
10.1007/s11010-007-9422-9
. [PMID: 17318407] - Jing Zhu, Xin Zhou, Hu Zheng, Zhangwan Li. Enantioselective determination of dencichine in rabbit plasma by high-performance liquid chromatography-electrospray mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2006 Aug; 840(2):124-31. doi:
10.1016/j.jchromb.2006.04.041
. [PMID: 16730243] - Irfan Rahman, Iain Kilty. Antioxidant therapeutic targets in COPD.
Current drug targets.
2006 Jun; 7(6):707-20. doi:
10.2174/138945006777435254
. [PMID: 16787173] - D Jovanović, S Cusić, Z Segrt, D Dordević, M Vehabović, N Potogija. A comparative bioavailability study of a generic capsule formulation containing carbocysteine.
Die Pharmazie.
2006 May; 61(5):446-9. doi:
NULL
. [PMID: 16724543] - Hui-Chang Bi, Li-zi Zhao, Guo-ping Zhong, Shufeng Zhou, Bo Li, Ying Deng, Xiao Chen, Min Huang. High-throughput determination of carbocysteine in human plasma by liquid chromatography/tandem mass spectrometry: application to a bioequivalence study of two formulations in healthy volunteers.
Rapid communications in mass spectrometry : RCM.
2006; 20(7):1153-60. doi:
10.1002/rcm.2422
. [PMID: 16521164] - Irfan Rahman. Antioxidant therapies in COPD.
International journal of chronic obstructive pulmonary disease.
2006; 1(1):15-29. doi:
10.2147/copd.2006.1.1.15
. [PMID: 18046899] - Peter J Bull, Richard K Brooke, John Cocker, Katharine Jones, Nicholas Warren. An occupational hygiene investigation of exposure to acrylamide and the role for urinary S-carboxyethyl-cysteine (CEC) as a biological marker.
The Annals of occupational hygiene.
2005 Nov; 49(8):683-90. doi:
10.1093/annhyg/mei028
. [PMID: 16141254] - Jingmin Zeng, Michael J Davies. Evidence for the formation of adducts and S-(carboxymethyl)cysteine on reaction of alpha-dicarbonyl compounds with thiol groups on amino acids, peptides, and proteins.
Chemical research in toxicology.
2005 Aug; 18(8):1232-41. doi:
10.1021/tx050074u
. [PMID: 16097796] - Elisabeth L Schwarz, William L Roberts, Marzia Pasquali. Analysis of plasma amino acids by HPLC with photodiode array and fluorescence detection.
Clinica chimica acta; international journal of clinical chemistry.
2005 Apr; 354(1-2):83-90. doi:
10.1016/j.cccn.2004.11.016
. [PMID: 15748603] - Boontarika Boonyapiwat, Ben Forbes, Glyn B Steventon. Phenylalanine hydroxylase: possible involvement in the S-oxidation of S-carboxymethyl-l-cysteine.
Analytical biochemistry.
2004 Dec; 335(1):91-7. doi:
10.1016/j.ab.2004.08.003
. [PMID: 15519575] - Giovanni Mantovani, Clelia Madeddu, Antonio Macciò, Giulia Gramignano, Maria Rita Lusso, Elena Massa, Giorgio Astara, Roberto Serpe. Cancer-related anorexia/cachexia syndrome and oxidative stress: an innovative approach beyond current treatment.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology.
2004 Oct; 13(10):1651-9. doi:
NULL
. [PMID: 15466983] - Nadja Alt, James A Carson, Nathan L Alderson, Yuping Wang, Ryoji Nagai, Thomas Henle, Suzanne R Thorpe, John W Baynes. Chemical modification of muscle protein in diabetes.
Archives of biochemistry and biophysics.
2004 May; 425(2):200-6. doi:
10.1016/j.abb.2004.03.012
. [PMID: 15111128] - Yu-hong Li, Xin Zhao, Qing Ji, Jian-guo Xu, Rui-yuan Sun. A nomogram for prediction of absorption rate coefficient.
Chinese medical journal.
2004 May; 117(5):689-94. doi:
NULL
. [PMID: 15161535] - E S Roopnarinsingh, G B Steventon, R M Harris, R H Waring, S C Mitchell. The effect of cysteine analogues on the excretion of urinary sulphate in the rat following cysteine administration.
Drug metabolism and drug interactions.
2004; 20(1-2):1-10. doi:
10.1515/dmdi.2004.20.1-2.1
. [PMID: 15283299] - M I Walash, M E-S Metwally, A M El-Brashy, A A Abdelal. Kinetic spectrophotometric determination of some sulfur containing compounds in pharmaceutical preparations and human serum.
Farmaco (Societa chimica italiana : 1989).
2003 Dec; 58(12):1325-32. doi:
10.1016/s0014-827x(03)00167-8
. [PMID: 14630247] - Giovanni Mantovani, Clelia Madeddu, Giulia Gramignano, Maria Rita Lusso, Miria Mocci, Elena Massa, Luca Ferreli, Giorgio Astara, Antonio Macciò, Roberto Serpe. Subcutaneous interleukin-2 in combination with medroxyprogesterone acetate and antioxidants in advanced cancer responders to previous chemotherapy: phase II study evaluating clinical, quality of life, and laboratory parameters.
Journal of experimental therapeutics & oncology.
2003 Jul; 3(4):205-19. doi:
10.1046/j.1359-4117.2003.01096.x
. [PMID: 14567291] - Nelly Lugo-Vallín, Idania Maradei-Irastorza, Carmine Pascuzzo-Lima, Manuel Ramírez-Sánchez, Claudia Montesinos. Thirty-five cases of S-carboxymethylcysteine use in paraquat poisoning.
Veterinary and human toxicology.
2003 Feb; 45(1):45-6. doi:
. [PMID: 12583701]
- Laura Brandolini, Marcello Allegretti, Valerio Berdini, Maria Neve Cervellera, Patrizia Mascagni, Matteo Rinaldi, Gabriella Melillo, Pietro Ghezzi, Manuela Mengozzi, Riccardo Bertini. Carbocysteine lysine salt monohydrate (SCMC-LYS) is a selective scavenger of reactive oxygen intermediates (ROIs).
European cytokine network.
2003 Jan; 14(1):20-6. doi:
. [PMID: 12799210]
- R H Waring, R M Harris, G B Steventon, S C Mitchell. Degradation to sulphate of S-methyl-L-cysteine sulphoxide and S-carboxymethyl-L-cysteine sulphoxide in man.
Drug metabolism and drug interactions.
2003; 19(4):241-55. doi:
10.1515/dmdi.2003.19.4.241
. [PMID: 14768973] - Glyn B Steventon, Rosemary H Waring, Adrian C Williams. An investigation into the inter-relationships of sulphur xeno-biotransformation pathways in Parkinson's and motor neurone diseases.
Drug metabolism and drug interactions.
2003; 19(4):223-40. doi:
10.1515/dmdi.2003.19.4.223
. [PMID: 14768972] - Xiaoyan Chen, Dafang Zhong, Ying Han, Zhiyong Xie. Determination of carbocysteine in human plasma by liquid chromatography/tandem mass spectrometry employing precolumn derivatization.
Rapid communications in mass spectrometry : RCM.
2003; 17(3):192-6. doi:
10.1002/rcm.894
. [PMID: 12539182] - P Nicolao, B Giometto. Neurological toxicity of ifosfamide.
Oncology.
2003; 65 Suppl 2(?):11-6. doi:
10.1159/000073352
. [PMID: 14586141] - S Pinamonti, L Venturoli, M Leis, M Chicca, A Barbieri, S Sostero, F Ravenna, L Daffonchio, R Novellini, A Ciaccia. Antioxidant activity of carbocysteine lysine salt monohydrate.
Panminerva medica.
2001 Sep; 43(3):215-20. doi:
NULL
. [PMID: 11579333] - G B Steventon. Diurnal variation in the metabolism of S-carboxymethyl-L-cysteine in humans.
Drug metabolism and disposition: the biological fate of chemicals.
1999 Sep; 27(9):1092-7. doi:
NULL
. [PMID: 10460812] - R Anacardio, M G Cantalini, F De Angelis, M Gentile. Quantification of S-carboxymethyl-(R)-cysteine in human plasma by high-performance ion-exchange liquid chromatography/atmospheric pressure ionization mass spectrometry.
Journal of mass spectrometry : JMS.
1997 Apr; 32(4):388-94. doi:
10.1002/(sici)1096-9888(199704)32:4<388::aid-jms462>3.0.co;2-8
. [PMID: 9130397] - D Gainey, S Short, K L McCoy. Intracellular location of cysteine transport activity correlates with productive processing of antigen disulfide.
Journal of cellular physiology.
1996 Aug; 168(2):248-54. doi:
10.1002/(sici)1097-4652(199608)168:2<248::aid-jcp3>3.0.co;2-p
. [PMID: 8707860] - I Değirmenci, A Başaran, K Erol, E Açikalin, H V Günes, S Yazictoğlu, A G Tomatír, H Gün. Effects of S-CMC on the cisplatin toxicity in rats.
Urologia internationalis.
1996; 57(2):99-103. doi:
10.1159/000282888
. [PMID: 8873366] - M H Davies, J M Ngong, A Pean, C R Vickers, R H Waring, E Elias. Sulphoxidation and sulphation capacity in patients with primary biliary cirrhosis.
Journal of hepatology.
1995 May; 22(5):551-60. doi:
10.1016/0168-8278(95)80450-1
. [PMID: 7650336] - H Iwase, S Ozawa, M Ikuta, I Ono. Determination of amino acids in human plasma by liquid chromatography with postcolumn ninhydrin derivatization using a hydroxyapatite cartridge for precolumn deproteination.
Journal of chromatography. B, Biomedical applications.
1995 Jan; 663(1):15-24. doi:
10.1016/0378-4347(94)00439-c
. [PMID: 7704203] - S Futani, T Ubuka, T Abe. High-performance liquid chromatographic determination of hypotaurine and taurine after conversion to 4-dimethylaminoazobenzene-4'-sulfonyl derivatives and its application to the urine of cysteine-administered rats.
Journal of chromatography. B, Biomedical applications.
1994 Oct; 660(1):164-9. doi:
10.1016/0378-4347(94)00280-0
. [PMID: 7858709] - W L Gregory, O F James, I Turner, C O Meese, J R Idle. Re-evaluation of the metabolism of carbocisteine in a British white population.
Pharmacogenetics.
1993 Oct; 3(5):270-4. doi:
10.1097/00008571-199310000-00007
. [PMID: 8287066] - R H Waring, P Emery. Management of early inflammatory arthritis. Genetic factors predicting persistent disease: the role of defective enzyme systems.
Bailliere's clinical rheumatology.
1992 Jun; 6(2):337-50. doi:
10.1016/s0950-3579(05)80178-5
. [PMID: 1525843] - W L Gregory, O F James, J R Idle. Carbocisteine polymorphism and disease.
Lancet (London, England).
1992 Mar; 339(8793):616-7. doi:
10.1016/0140-6736(92)90902-f
. [PMID: 1347115] - C Gordon, H Bradley, R H Waring, P Emery. Abnormal sulphur oxidation in systemic lupus erythematosus.
Lancet (London, England).
1992 Jan; 339(8784):25-6. doi:
10.1016/0140-6736(92)90144-r
. [PMID: 1345954] - B Staffeldt, J Brockmöller, I Roots. Determination of S-carboxymethyl-L-cysteine and some of its metabolites in urine and serum by high-performance liquid chromatography using fluorescent pre-column labelling.
Journal of chromatography.
1991 Nov; 571(1-2):133-47. doi:
10.1016/0378-4347(91)80440-n
. [PMID: 1810942] - C O Meese, C Fischer, A Küpfer, H Wisser, M Eichelbaum. Identification of the 'major' polymorphic carbocysteine metabolite as S-(carboxymethylthio)-L-cysteine.
Biochemical pharmacology.
1991 Oct; 42(10):R13-6. doi:
10.1016/0006-2952(91)90579-t
. [PMID: 1741762] - A D MBewu, P N Durrington, D Bhatnagar, J P Miller, M I Mackness. Oral carbocisteine does not lower serum lipoprotein(a) levels.
Atherosclerosis.
1991 Oct; 90(2-3):219-20. doi:
10.1016/0021-9150(91)90118-m
. [PMID: 1836948] - U Hofmann, M Eichelbaum, S Seefried, C O Meese. Identification of thiodiglycolic acid, thiodiglycolic acid sulfoxide, and (3-carboxymethylthio)lactic acid as major human biotransformation products of S-carboxymethyl-L-cysteine.
Drug metabolism and disposition: the biological fate of chemicals.
1991 Jan; 19(1):222-6. doi:
. [PMID: 1673403]
- J Brockmöller, B Staffeldt, I Roots. Evaluation of proposed sulphoxidation pathways of carbocysteine in man by HPLC quantification.
European journal of clinical pharmacology.
1991; 40(4):387-92. doi:
10.1007/bf00265849
. [PMID: 2050173] - A Williams, S Sturman, G Steventon, R Waring. Metabolic biomarkers of Parkinson's disease.
Acta neurologica Scandinavica. Supplementum.
1991; 136(?):19-23. doi:
10.1111/j.1600-0404.1991.tb05015.x
. [PMID: 1801532] - C O Meese, P Fischer. Tracing the human metabolism of stable isotope-labelled drugs by ex vivo NMR spectroscopy. A revision of S-carboxymethyl-L-cysteine biotransformation.
Zeitschrift fur Naturforschung. C, Journal of biosciences.
1990 Nov; 45(11-12):1171-5. doi:
10.1515/znc-1990-11-1215
. [PMID: 2095787] - Y Tanaka, W Thormann. Capillary electrophoretic determination of S-carboxymethyl-L-cysteine and its major metabolites in human urine: feasibility investigation using on-column detection of non-derivatized solutes in capillaries with minimal electroosmosis.
Electrophoresis.
1990 Sep; 11(9):760-4. doi:
10.1002/elps.1150110914
. [PMID: 2257847] - R H Waring, S C Mitchell. Carbocisteine sulphoxidation phenotype.
Lancet (London, England).
1990 Jun; 335(8704):1527. doi:
10.1016/0140-6736(90)93064-v
. [PMID: 1972452] - N Kolodny, F A Robey. Conjugation of synthetic peptides to proteins: quantitation from S-carboxymethylcysteine released upon acid hydrolysis.
Analytical biochemistry.
1990 May; 187(1):136-40. doi:
10.1016/0003-2697(90)90431-8
. [PMID: 2372110] - A Küpfer, J R Idle. False positives with current carbocisteine protocol for sulphoxidation phenotyping.
Lancet (London, England).
1990 May; 335(8697):1107. doi:
10.1016/0140-6736(90)92688-e
. [PMID: 1970413] - Y Majima, K Takeuchi, Y Sakakura. Effects of myringotomy and orally administered drugs on viscosity and elasticity of middle ear effusions from children with otitis media with effusion.
Acta oto-laryngologica. Supplementum.
1990; 471(?):66-72. doi:
10.3109/00016489009124812
. [PMID: 2239251] - V Brumas, M Venturini, M Filella, G Berthon. Quantitative investigation of copper(II) and zinc(II) complexes with S-carboxymethyl-L-cysteine and computer-simulated appraisal of their potential significance in vivo.
Journal of inorganic biochemistry.
1989 Dec; 37(4):309-23. doi:
10.1016/0162-0134(89)85005-6
. [PMID: 2628548] - D F Rogers, N C Turner, C Marriott, P K Jeffery. Oral N-acetylcysteine or S-carboxymethylcysteine inhibit cigarette smoke-induced hypersecretion of mucus in rat larynx and trachea in situ.
The European respiratory journal.
1989 Nov; 2(10):955-60. doi:
. [PMID: 2532606]
- G Gillon, A R Mundy. The dissolution of urinary mucus after cystoplasty.
British journal of urology.
1989 Apr; 63(4):372-4. doi:
10.1111/j.1464-410x.1989.tb05220.x
. [PMID: 2713619] - E F Karim, J S Millership, D J Temple, A D Woolfson. An investigation of the metabolism of S-carboxymethyl-L-cysteine in man using a novel HPLC-ECD method.
European journal of drug metabolism and pharmacokinetics.
1988 Oct; 13(4):253-6. doi:
10.1007/bf03190087
. [PMID: 3243319] - P Decottignies, J M Schmitter, M Miginiac-Maslow, P Le Maréchal, J P Jacquot, P Gadal. Primary structure of the light-dependent regulatory site of corn NADP-malate dehydrogenase.
The Journal of biological chemistry.
1988 Aug; 263(24):11780-5. doi:
10.1016/s0021-9258(18)37852-9
. [PMID: 3403553] - R G Watson, A Olomu, D Clements, R H Waring, S Mitchell, E Elias. A proposed mechanism for chlorpromazine jaundice--defective hepatic sulphoxidation combined with rapid hydroxylation.
Journal of hepatology.
1988 Aug; 7(1):72-8. doi:
10.1016/s0168-8278(88)80508-7
. [PMID: 3183354] - J A De Schutter, G Van der Weken, W Van den Bossche, P de Moerloose. Determination of S-carboxymethylcysteine in serum by reversed-phase ion-pair liquid chromatography with column switching following pre-column derivatization with o-phthalaldehyde.
Journal of chromatography.
1988 Jul; 428(2):301-10. doi:
10.1016/s0378-4347(00)83921-3
. [PMID: 3215933] - G K Scadding, R Ayesh, J Brostoff, S C Mitchell, R H Waring, R L Smith. Poor sulphoxidation ability in patients with food sensitivity.
BMJ (Clinical research ed.).
1988 Jul; 297(6641):105-7. doi:
10.1136/bmj.297.6641.105
. [PMID: 3408928] - J Bron. Relative bioavailability of carbocysteine from three dosage forms, investigated in healthy volunteers.
Biopharmaceutics & drug disposition.
1988 Jan; 9(1):97-111. doi:
10.1002/bod.2510090110
. [PMID: 3342289] - J F Desaga. [Use of mucolytic agents and guaran Hepart (HP-7000) for imaging mucosal villi in double-contrast studies of the small intestine].
Rontgen-Blatter; Zeitschrift fur Rontgen-Technik und medizinisch-wissenschaftliche Photographie.
1987 Dec; 40(12):398-400. doi:
"
. [PMID: 3445095] - C Dubruc, P Hermann, A Haddouche, M M Badarani, J P Thénot. Determination of S-carboxymethyl-L-cysteine in plasma by high-performance liquid chromatography with column switching following precolumn derivatization.
Journal of chromatography.
1987 Jun; 417(1):208-15. doi:
10.1016/0378-4347(87)80110-x
. [PMID: 3624399] - J Bron. High pressure liquid chromatographic determination of carbocisteine in human plasma and urine.
Pharmaceutisch weekblad. Scientific edition.
1986 Apr; 8(2):134-8. doi:
10.1007/bf02086147
. [PMID: 3086832] - P C Braga, F Scaglione, G Scarpazza, G Fraticelli, G Roviaro, F Varoli, C Mariani, M Falchi, F Fraschini. Comparison between penetration of amoxicillin combined with carbocysteine and amoxicillin alone in pathological bronchial secretions and pulmonary tissue.
International journal of clinical pharmacology research.
1985; 5(5):331-40. doi:
. [PMID: 4066083]
- D Lutz, W Gielsdorf, J Rasper, H Jaeger, M Albring, G Eisler, G Niebch. [The bioavailability and pharmacokinetics of two carbocysteine preparations after single and multiple dosing].
Arzneimittel-Forschung.
1985; 35(1):163-6. doi:
NULL
. [PMID: 4039146] - S C Mitchell, R H Waring, C S Haley, J R Idle, R L Smith. Genetic aspects of the polymodally distributed sulphoxidation of S-carboxymethyl-L-cysteine in man.
British journal of clinical pharmacology.
1984 Oct; 18(4):507-21. doi:
10.1111/j.1365-2125.1984.tb02498.x
. [PMID: 6487492] - C Ioannides, D E Hall, D E Mulder, C M Steele, J Spickett, M Delaforge, D V Parke. A comparison of the protective effects of N-acetyl-cysteine and S-carboxymethylcysteine against paracetamol-induced hepatotoxicity.
Toxicology.
1983 Nov; 28(4):313-21. doi:
10.1016/0300-483x(83)90005-7
. [PMID: 6648979] - R H Waring, S C Mitchell, R R Shah. The metabolism of S-carboxymethyl-L-cysteine in man: isolation of an ester glucuronic acid conjugate from urine.
Xenobiotica; the fate of foreign compounds in biological systems.
1983 May; 13(5):311-7. doi:
10.3109/00498258309052269
. [PMID: 6636828] - R H Waring, S C Mitchell, R R Shah, J R Idle, R L Smith. Polymorphic sulphoxidation of S-carboxymethyl-L-cysteine in man.
Biochemical pharmacology.
1982 Oct; 31(19):3151-4. doi:
10.1016/0006-2952(82)90102-2
. [PMID: 7150344] - J M Aiache, J P Borel, J P Kantelip. Comparative bioavailability of S-carboxymethylcysteine from two dosage forms: hard gelatin capsule and syrup.
Biopharmaceutics & drug disposition.
1982 Jul; 3(3):275-81. doi:
10.1002/bdd.2510030310
. [PMID: 7139067] - E Gaetani, C F Laureri, M Vitto, F Bordi. [Determination of S-carboxymethylcysteine in plasma by HPLC and fluorimetric detection].
Il Farmaco; edizione pratica.
1982 Jul; 37(7):235-8. doi:
NULL
. [PMID: 7128774] - E Concia, C Dos Santos, P Marone, C Sardi, P Cremaschi. [Serum and bronchial concentrations of amoxicillin administered with a bronchial fluidizer].
Bollettino dell'Istituto sieroterapico milanese.
1982 Mar; 61(1):64-70. doi:
NULL
. [PMID: 7126331] - D Godeneche, M F Moreau, J C Madelmont, J Duprat, R Plagne. Disposition and metabolism in 1-(2-chloroethyl)-3-(2',3',4'-tri-o-acetyl, ribopyranosyl)-1-nitrosourea in rats.
Cancer research.
1982 Feb; 42(2):525-9. doi:
. [PMID: 6799188]
- P C Braga, M Borsa, L De Angelis, R Bossi, L Allegra, F Scaglione, G Scarpazza. Pharmacokinetic behavior of S-carboxymethylcysteine-Lys in patients with chronic bronchitis.
Clinical therapeutics.
1982; 4(6):480-8. doi:
NULL
. [PMID: 7093981] - R H Waring, S C Mitchell. The metabolism and elimination of S-carboxymethyl-L-cysteine in man.
Drug metabolism and disposition: the biological fate of chemicals.
1982 Jan; 10(1):61-2. doi:
NULL
. [PMID: 6124385] - R H Waring. Variation in human metabolism of S-carboxymethylcysteine.
European journal of drug metabolism and pharmacokinetics.
1980; 5(1):49-52. doi:
10.1007/bf03189444
. [PMID: 7389752] - G Müller, K Norpoth, R Eckard. Identification of S-(carboxymethyl)-L-cysteine and thiodiglycolic acid, urinary metabolites of 2,2'-bis-(chloroethyl)-ether in the rat.
Cancer letters.
1979 Sep; 7(5):299-305. doi:
10.1016/s0304-3835(79)80057-9
. [PMID: 509409] - D Reichert, H W Werner, M Metzler, D Henschler. Molecular mechanism of 1,1-dichloroethylene toxicity: excreted metabolites reveal different pathways of reactive intermediates.
Archives of toxicology.
1979 Jul; 42(3):159-69. doi:
10.1007/bf00353707
. [PMID: 475590] - E Dolfini, R Testa. Gas liquid chromatographic determination of S-carboxymethylcysteine in human urine.
Il Farmaco; edizione pratica.
1979 Mar; 34(3):114-20. doi:
NULL
. [PMID: 456545] - R J Mead, A J Oliver, D R King. Metabolism and defluorination of fluoroacetate in the brush-tailed possum (Trichosurus vulpecula).
Australian journal of biological sciences.
1979 Feb; 32(1):15-26. doi:
. [PMID: 485974]
- A N Glazer, C S Hixson, R J DeLange. Determination of the number of thioether-linked cysteine residues in cytochromes c and phycobiliproteins.
Analytical biochemistry.
1979 Jan; 92(2):489-96. doi:
10.1016/0003-2697(79)90689-4
. [PMID: 220892] - W R Maynard, R B Bruce, G G Fox. Determination of carbocysteine from human plasma.
Journal of pharmaceutical sciences.
1978 Dec; 67(12):1753-5. doi:
10.1002/jps.2600671232
. [PMID: 722496] - E Puchelle, F Aug, J M Polu. Effect of the mucoregulator S-carboxy-methyl-cysteine in patients with chronic bronchitis.
European journal of clinical pharmacology.
1978 Nov; 14(3):177-84. doi:
10.1007/bf02089957
. [PMID: 365537] - L B Turnbull, L Teng, J M Kinzie, J E Pitts, F M Pinchbeck, R B Bruce. Excretion and biotransformation of carboxymethyl-cysteine in rat, dog, monkey and man.
Xenobiotica; the fate of foreign compounds in biological systems.
1978 Oct; 8(10):621-8. doi:
10.3109/00498257809069574
. [PMID: 102086] - R H Waring. The metabolism of S-carboxymethylcysteine in rodents, marmosets and humans.
Xenobiotica; the fate of foreign compounds in biological systems.
1978 May; 8(5):265-70. doi:
10.3109/00498257809060949
. [PMID: 96615] - B K Jones, D E Hathway. Differences in metabolism of vinylidene chloride between mice and rats.
British journal of cancer.
1978 Mar; 37(3):411-7. doi:
10.1038/bjc.1978.61
. [PMID: 638019] - A Rinaldi, M B Fadda, C De Marco. Oxidative deamination of carboxyethyl-cysteine and carboxymethyl-homocysteine.
Physiological chemistry and physics.
1978; 10(1):47-57. doi:
NULL
. [PMID: 724799] - K M Rogers, E A Barnsley. The metabolism of S-carboxyalkylcysteines in man.
Xenobiotica; the fate of foreign compounds in biological systems.
1977 Jul; 7(7):409-14. doi:
10.3109/00498257709035800
. [PMID: 888445]