Bromobimane (BioDeep_00000647528)
代谢物信息卡片
MONOBROMOBIMANE
化学式: C10H11BrN2O2 (270.0004)
中文名称: 溴代双满
谱图信息:
最多检出来源 Homo sapiens(blood) 100%
分子结构信息
SMILES: CC1=C(N2C(=C(C(=O)N2C1=O)C)CBr)C
InChI: InChI=1S/C10H11BrN2O2/c1-5-7(3)12-8(4-11)6(2)10(15)13(12)9(5)14/h4H2,1-3H3
描述信息
D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D049408 - Luminescent Agents
D004396 - Coloring Agents > D005456 - Fluorescent Dyes
同义名列表
2 个代谢物同义名
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
2 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(2)
- mycothiol-mediated detoxification:
monobromobimane + mycothiol ⟶ H+ + bromide + mycothiol-bimane conjugate - mycothiol-mediated detoxification:
monobromobimane + mycothiol ⟶ H+ + bromide + mycothiol-bimane conjugate
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
0 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 |
|---|
文献列表
- Cai-Wei Qiu, Bo Chen, Hui-Feng Zhu, Ying-Lan Liang, Lin-Shen Mao. Gastrodin alleviates cisplatin nephrotoxicity by inhibiting ferroptosis via the SIRT1/FOXO3A/GPX4 signaling pathway.
Journal of ethnopharmacology.
2023 Oct; ?(?):117282. doi:
10.1016/j.jep.2023.117282. [PMID: 37802374] - Daniela Giustarini, Aldo Milzani, Isabella Dalle-Donne, Ranieri Rossi. Measurement of S-glutathionylated proteins by HPLC.
Amino acids.
2022 Apr; 54(4):675-686. doi:
10.1007/s00726-021-03015-6. [PMID: 34129091] - Katarzyna Kurpet, Rafał Głowacki, Grażyna Chwatko. Simultaneous Determination of Human Serum Albumin and Low-Molecular-Weight Thiols after Derivatization with Monobromobimane.
Molecules (Basel, Switzerland).
2021 Jun; 26(11):. doi:
10.3390/molecules26113321. [PMID: 34205933] - Tamás Ditrói, Attila Nagy, Diego Martinelli, András Rosta, Viktor Kožich, Péter Nagy. Comprehensive analysis of how experimental parameters affect H2S measurements by the monobromobimane method.
Free radical biology & medicine.
2019 05; 136(?):146-158. doi:
10.1016/j.freeradbiomed.2019.04.006. [PMID: 30970274] - Saurabh Rajpal, Pavan Katikaneni, Matthew Deshotels, Sibile Pardue, John Glawe, Xinggui Shen, Nuri Akkus, Kalgi Modi, Ruchi Bhandari, Paari Dominic, Pratap Reddy, Gopi K Kolluru, Christopher G Kevil. Total sulfane sulfur bioavailability reflects ethnic and gender disparities in cardiovascular disease.
Redox biology.
2018 05; 15(?):480-489. doi:
10.1016/j.redox.2018.01.007. [PMID: 29413960] - Qijun Ruan, Yeming Chen, Xiangzhen Kong, Yufei Hua. Analysis using fluorescence labeling and mass spectrometry of disulfide-mediated interactions of soy protein when heated.
Journal of agricultural and food chemistry.
2015 Apr; 63(13):3524-33. doi:
10.1021/jf504519z. [PMID: 25715170] - Xinggui Shen, Sourav Chakraborty, Tammy R Dugas, Christopher G Kevil. Hydrogen sulfide measurement using sulfide dibimane: critical evaluation with electrospray ion trap mass spectrometry.
Nitric oxide : biology and chemistry.
2014 Sep; 41(?):97-104. doi:
10.1016/j.niox.2014.06.002. [PMID: 24932544] - Zeynab Shahmoradi, Fatemeh Tamaskani, Hamid Reza Sadeghipour, Ahmad Abdolzadeh. Redox changes accompanying storage protein mobilization in moist chilled and warm incubated walnut kernels prior to germination.
Journal of plant physiology.
2013 Jan; 170(1):6-17. doi:
10.1016/j.jplph.2012.08.014. [PMID: 22989946] - Xinggui Shen, Christopher B Pattillo, Sibile Pardue, Shyamal C Bir, Rui Wang, Christopher G Kevil. Measurement of plasma hydrogen sulfide in vivo and in vitro.
Free radical biology & medicine.
2011 May; 50(9):1021-31. doi:
10.1016/j.freeradbiomed.2011.01.025. [PMID: 21276849] - M José Feito, Mercedes Jiménez, Concha Fernández-Cabrera, Germán Rivas, Guillermo Giménez-Gallego, Rosa M Lozano. Strategy for fluorescent labeling of human acidic fibroblast growth factor without impairment of mitogenic activity: a bona fide tracer.
Analytical biochemistry.
2011 Apr; 411(1):1-9. doi:
10.1016/j.ab.2010.12.029. [PMID: 21185801] - Guillaume Queval, Danielle Jaillard, Bernd Zechmann, Graham Noctor. Increased intracellular H₂O₂ availability preferentially drives glutathione accumulation in vacuoles and chloroplasts.
Plant, cell & environment.
2011 Jan; 34(1):21-32. doi:
10.1111/j.1365-3040.2010.02222.x. [PMID: 20807372] - Jeffrey C Cameron, Himadri B Pakrasi. Essential role of glutathione in acclimation to environmental and redox perturbations in the cyanobacterium Synechocystis sp. PCC 6803.
Plant physiology.
2010 Dec; 154(4):1672-85. doi:
10.1104/pp.110.162990. [PMID: 20935175] - Ralph Blum, Katrin C Meyer, Jana Wünschmann, Klaus J Lendzian, Erwin Grill. Cytosolic action of phytochelatin synthase.
Plant physiology.
2010 May; 153(1):159-69. doi:
10.1104/pp.109.149922. [PMID: 20304971] - Michael Hall, Alejandro Mata-Cabana, Hans-Erik Akerlund, Francisco J Florencio, Wolfgang P Schröder, Marika Lindahl, Thomas Kieselbach. Thioredoxin targets of the plant chloroplast lumen and their implications for plastid function.
Proteomics.
2010 Mar; 10(5):987-1001. doi:
10.1002/pmic.200900654. [PMID: 20049866] - Andrei Medvedovici, Florin Albu, Iuliana Daniela Sora, Stefan Udrescu, Toma Galaon, Victor David. Assay of free captopril in human plasma as monobromobimane derivative, using RPLC/(+)ESI/MS/MS: validation aspects and bioequivalence evaluation.
Biomedical chromatography : BMC.
2009 Oct; 23(10):1092-100. doi:
10.1002/bmc.1229. [PMID: 19402182] - Kang Choon Lee, Young Goo Chun, Insoo Kim, Beom Soo Shin, Eun-Seok Park, Sun Dong Yoo, Yu Seok Youn. Development and validation of a reversed-phase fluorescence HPLC method for determination of bucillamine in human plasma using pre-column derivatization with monobromobimane.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2009 Jul; 877(22):2130-4. doi:
10.1016/j.jchromb.2009.06.010. [PMID: 19546034] - Derek Ho, A Rod Merrill. Evidence for the amphipathic nature and tilted topology of helices 4 and 5 in the closed state of the colicin E1 channel.
Biochemistry.
2009 Feb; 48(6):1369-80. doi:
10.1021/bi801906v. [PMID: 19159330] - Fatima Alkhalfioui, Michelle Renard, William H Vensel, Joshua Wong, Charlene K Tanaka, William J Hurkman, Bob B Buchanan, Françoise Montrichard. Thioredoxin-linked proteins are reduced during germination of Medicago truncatula seeds.
Plant physiology.
2007 Jul; 144(3):1559-79. doi:
10.1104/pp.107.098103. [PMID: 17513483] - Yves Balmer, William H Vensel, William J Hurkman, Bob B Buchanan. Thioredoxin target proteins in chloroplast thylakoid membranes.
Antioxidants & redox signaling.
2006 Sep; 8(9-10):1829-34. doi:
10.1089/ars.2006.8.1829. [PMID: 16987035] - Joshua H Wong, Nick Cai, Yves Balmer, Charlene K Tanaka, William H Vensel, William J Hurkman, Bob B Buchanan. Thioredoxin targets of developing wheat seeds identified by complementary proteomic approaches.
Phytochemistry.
2004 Jun; 65(11):1629-40. doi:
10.1016/j.phytochem.2004.05.010. [PMID: 15276458] - Teresa W M Fan, Andrew N Lane, Richard M Higashi. An electrophoretic profiling method for thiol-rich phytochelatins and metallothioneins.
Phytochemical analysis : PCA.
2004 May; 15(3):175-83. doi:
10.1002/pca.765. [PMID: 15202602] - Kenji Maeda, Christine Finnie, Birte Svensson. Cy5 maleimide labelling for sensitive detection of free thiols in native protein extracts: identification of seed proteins targeted by barley thioredoxin h isoforms.
The Biochemical journal.
2004 Mar; 378(Pt 2):497-507. doi:
10.1042/bj20031634. [PMID: 14636158] - Florentin Tache, Alexandru Farca, Andrei Medvedovici, Victor David. Validation of a LC-fluorescence method for determination of free captopril in human plasma, using a pre-column derivatization reaction with monobromobimane.
Journal of pharmaceutical and biomedical analysis.
2002 May; 28(3-4):549-57. doi:
10.1016/s0731-7085(01)00687-2. [PMID: 12008134] - Wen-Hao Zhang, Martha Skerrett, N Alan Walker, John W Patrick, Stephen D Tyerman. Nonselective currents and channels in plasma membranes of protoplasts from coats of developing seeds of bean.
Plant physiology.
2002 Feb; 128(2):388-99. doi:
10.1104/pp.010566. [PMID: 11842143] - M Buratti, G Brambilla, S Fustinoni, O Pellegrino, S Pulviremti, A Colombi. Determination of monobromobimane derivatives of phenylmercapturic and benzylmercapturic acids in urine by high-performance liquid chromatography and fluorimetry.
Journal of chromatography. B, Biomedical sciences and applications.
2001 Feb; 751(2):305-13. doi:
10.1016/s0378-4347(00)00491-6. [PMID: 11236086] - F E Sneller, L M van Heerwaarden, P L Koevoets, R Vooijs, H Schat, J A Verkleij. Derivatization of phytochelatins from Silene vulgaris, induced upon exposure to arsenate and cadmium: comparison of derivatization with Ellman's reagent and monobromobimane.
Journal of agricultural and food chemistry.
2000 Sep; 48(9):4014-9. doi:
10.1021/jf9903105. [PMID: 10995306] - J B Ubbink. Assay methods for the measurement of total homocyst(e)ine in plasma.
Seminars in thrombosis and hemostasis.
2000; 26(3):233-41. doi:
10.1055/s-2000-8468. [PMID: 11011841] - S Z Lever, T L Parsons. The presence of lead decreases the availability of meso-2, 3-dimercaptosuccinic acid for analysis in the monobromobimane assay.
Chemical research in toxicology.
1999 Nov; 12(11):1057-65. doi:
10.1021/tx980247y. [PMID: 10563831] - M F Gautier, V Lullien-Pellerin, F de Lamotte-Guéry, A Guirao, P Joudrier. Characterization of wheat thioredoxin h cDNA and production of an active Triticum aestivum protein in Escherichia coli.
European journal of biochemistry.
1998 Mar; 252(2):314-24. doi:
10.1046/j.1432-1327.1998.2520314.x. [PMID: 9523703] - W Witt, B Rüstow. Determination of lipoic acid by precolumn derivatization with monobromobimane and reversed-phase high-performance liquid chromatography.
Journal of chromatography. B, Biomedical sciences and applications.
1998 Jan; 705(1):127-31. doi:
10.1016/s0378-4347(97)00488-x. [PMID: 9498679] - A K Souid, G L Newton, R L Dubowy, R C Fahey, M L Bernstein. Determination of the cytoprotective agent WR-2721 (Amifostine, Ethyol) and its metabolites in human blood using monobromobimane fluorescent labeling and high-performance liquid chromatography.
Cancer chemotherapy and pharmacology.
1998; 42(5):400-6. doi:
10.1007/s002800050836. [PMID: 9771955] - S Gupta, L K Rogers, S K Taylor, C V Smith. Inhibition of carbamyl phosphate synthetase-I and glutamine synthetase by hepatotoxic doses of acetaminophen in mice.
Toxicology and applied pharmacology.
1997 Oct; 146(2):317-27. doi:
10.1006/taap.1997.8228. [PMID: 9344900] - R J Kok, J Visser, F Moolenaar, D de Zeeuw, D K Meijer. Bioanalysis of captopril: two sensitive high-performance liquid chromatographic methods with pre- or postcolumn fluorescent labeling.
Journal of chromatography. B, Biomedical sciences and applications.
1997 May; 693(1):181-9. doi:
10.1016/s0378-4347(97)00002-9. [PMID: 9200533] - H J Freisleben, H J Fürstenberger, S Deisinger, K B Freisleben, N Wiernsperger, G Zimmer. Interaction of glucose and metformin with isolated red cell membrane.
Arzneimittel-Forschung.
1996 Aug; 46(8):773-8. doi:
NULL. [PMID: 9125277] - C S Yang, S T Chou, L Liu, P J Tsai, J S Kuo. Effect of ageing on human plasma glutathione concentrations as determined by high-performance liquid chromatography with fluorimetric detection.
Journal of chromatography. B, Biomedical applications.
1995 Dec; 674(1):23-30. doi:
10.1016/0378-4347(95)00287-8. [PMID: 8749248] - A J Ji, S R Savon, D W Jacobsen. Determination of total serum sulfite by HPLC with fluorescence detection.
Clinical chemistry.
1995 Jun; 41(6 Pt 1):897-903. doi:
10.1093/clinchem/41.6.897. [PMID: 7768009] - J H Wong, K Kobrehel, B B Buchanan. Thioredoxin and seed proteins.
Methods in enzymology.
1995; 252(?):228-40. doi:
10.1016/0076-6879(95)52026-0. [PMID: 7476357] - R S Hutchison, D R Ort. Measurement of equilibrium midpoint potentials of thiol/disulfide regulatory groups on thioredoxin-activated chloroplast enzymes.
Methods in enzymology.
1995; 252(?):220-8. doi:
10.1016/0076-6879(95)52025-2. [PMID: 7476356] - K Abu-Izza, D R Lu. Liquid chromatographic determination of sodium mercaptoundecahydrododecaborate in rat urine and plasma after precolumn derivatization.
Journal of chromatography. B, Biomedical applications.
1994 Oct; 660(2):347-52. doi:
10.1016/0378-4347(94)00302-5. [PMID: 7866525] - K E Mate, N S Kosower, I G White, J C Rodger. Fluorescent localization of thiols and disulfides in marsupial spermatozoa by bromobimane labelling.
Molecular reproduction and development.
1994 Mar; 37(3):318-25. doi:
10.1002/mrd.1080370311. [PMID: 8185937] - M Weis, I C Cotgreave, G A Moore, K Norbeck, P Moldéus. Accessibility of hepatocyte protein thiols to monobromobimane.
Biochimica et biophysica acta.
1993 Mar; 1176(1-2):13-9. doi:
10.1016/0167-4889(93)90171-k. [PMID: 8452870] - V E Urwin, P Jackson. Two-dimensional polyacrylamide gel electrophoresis of proteins labeled with the fluorophore monobromobimane prior to first-dimensional isoelectric focusing: imaging of the fluorescent protein spot patterns using a cooled charge-coupled device.
Analytical biochemistry.
1993 Feb; 209(1):57-62. doi:
10.1006/abio.1993.1082. [PMID: 8465962] - D J Warren, L Slørdal. A sensitive high-performance liquid chromatographic method for the determination of 6-mercaptopurine in plasma using precolumn derivatization and fluorescence detection.
Therapeutic drug monitoring.
1993 Feb; 15(1):25-30. doi:
10.1097/00007691-199302000-00004. [PMID: 8451776] - T Togawa, M Ogawa, M Nawata, Y Ogasawara, K Kawanabe, S Tanabe. High performance liquid chromatographic determination of bound sulfide and sulfite and thiosulfate at their low levels in human serum by pre-column fluorescence derivatization with monobromobimane.
Chemical & pharmaceutical bulletin.
1992 Nov; 40(11):3000-4. doi:
10.1248/cpb.40.3000. [PMID: 1477915] - A M Svardal, M A Mansoor, P M Ueland. Determination of reduced, oxidized, and protein-bound glutathione in human plasma with precolumn derivatization with monobromobimane and liquid chromatography.
Analytical biochemistry.
1990 Feb; 184(2):338-46. doi:
10.1016/0003-2697(90)90691-2. [PMID: 2327578] - N A Crawford, M Droux, N S Kosower, B B Buchanan. Evidence for function of the ferredoxin/thioredoxin system in the reductive activation of target enzymes of isolated intact chloroplasts.
Archives of biochemistry and biophysics.
1989 May; 271(1):223-39. doi:
10.1016/0003-9861(89)90273-7. [PMID: 2653221] - I A Cotgreave, M Weis, M Berggren, M S Sandy, P W Moldéus. Determination of the intracellular protein thiol distribution of hepatocytes using monobromobimane derivatisation of intact cells and isolated subcellular fractions.
Journal of biochemical and biophysical methods.
1988 Aug; 16(4):247-54. doi:
10.1016/0165-022x(88)90058-9. [PMID: 3221035] - S Velury, S B Howell. Measurement of plasma thiols after derivatization with monobromobimane.
Journal of chromatography.
1988 Jan; 424(1):141-6. doi:
10.1016/s0378-4347(00)81085-3. [PMID: 3366825] - I A Cotgreave, P Moldéus. Methodologies for the application of monobromobimane to the simultaneous analysis of soluble and protein thiol components of biological systems.
Journal of biochemical and biophysical methods.
1986 Nov; 13(4-5):231-49. doi:
10.1016/0165-022x(86)90102-8. [PMID: 3805576] - M B Zucker, E A Mauss. Modification of platelet functions by monobromobimane, a fluorescent thiol group label.
Thrombosis and haemostasis.
1986 Apr; 55(2):228-34. doi:
NULL. [PMID: 3012818] - R M Maiorino, G L Weber, H V Aposhian. Fluorometric determination of 2,3-dimercaptopropane-1-sulfonic acid and other dithiols by precolumn derivatization with bromobimane and column liquid chromatography.
Journal of chromatography.
1986 Jan; 374(2):297-310. doi:
10.1016/s0378-4347(00)83285-5. [PMID: 3958088] - A I Minchinton. Measurements of glutathione and other thiols in cells and tissues: a simplified procedure based on the HPLC separation of monobromobimane derivatives of thiols.
International journal of radiation oncology, biology, physics.
1984 Sep; 10(9):1503-6. doi:
10.1016/0360-3016(84)90490-5. [PMID: 6480442] - N K Burton, G W Aherne, V Marks. A novel method for the quantitation of 6-mercaptopurine in human plasma using high-performance liquid chromatography with fluorescence detection.
Journal of chromatography.
1984 Aug; 309(2):409-14. doi:
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