alpha-Fluoro-beta-alanine (BioDeep_00001883251)
Main id: BioDeep_00000011319
代谢物信息卡片
3-Amino-2-fluoropropionic acid
化学式: C3H6FNO2 (107.0383)
中文名称: DL-3-Fluoro-β-alanine, α-氟-β-丙氨酸
谱图信息:
最多检出来源 Mus musculus(plant) 6.25%
分子结构信息
SMILES: C(C(C(=O)O)F)N
InChI: InChI=1S/C3H6FNO2/c4-2(1-5)3(6)7/h2H,1,5H2,(H,6,7)
描述信息
同义名列表
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:80626
- KEGG: C16632
- PubChem: 13351
- ChEMBL: CHEMBL3544571
- CAS: 1217608-72-4
- CAS: 3821-81-6
- PubChem: 51090958
- NIKKAJI: J79.862B
- KNApSAcK: 80626
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)
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。
文献列表
- Laura Molenaar-Kuijsten, Bart Albertus Wilhelmus Jacobs, Sophie Alberdine Kurk, Anne Maria May, Thomas Petrus Catharina Dorlo, Jacob Hendrik Beijnen, Neeltje Steeghs, Alwin Dagmar Redmar Huitema. Worse capecitabine treatment outcome in patients with a low skeletal muscle mass is not explained by altered pharmacokinetics.
Cancer medicine.
2021 07; 10(14):4781-4789. doi:
10.1002/cam4.4038. [PMID: 34121365] - Cristina Sottani, Elena Grignani, Laura Zaratin, Donatella Santorelli, Emanuele Studioso, Davide Lonati, Carlo A Locatelli, Ornella Pastoris, Sara Negri, Danilo Cottica. A new, sensitive and versatile assay for quantitative determination of α-fluoro-β-alanine (AFBA) in human urine by using the reversed-phase ultrahigh performance-tandem mass spectrometry (rp-UHPLC-MS/MS) system.
Toxicology letters.
2018 Dec; 298(?):164-170. doi:
10.1016/j.toxlet.2018.10.007. [PMID: 30315949] - Zhipeng Wang, Yang Yang, Feng Zhang, Mingming Li, Jing Chen, Huan Man, Wei Jiang, Rui Zhang, Shouhong Gao, Wansheng Chen. A direct, sensitive and efficient method for determination of alpha-fluoro-beta-alanine in urine: Evaluating the influence of magnesium isoglycyrrhizinate on excretion in rat model.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2018 Dec; 1102-1103(?):17-22. doi:
10.1016/j.jchromb.2018.10.016. [PMID: 30366208] - Alice Dhersin, Benoît Atgé, Béatrice Martinez, Karine Titier, Marine Rousset, Mohamed Sidatt Cheikh El Moustaph, Catherine Verdun-Esquer, Mathieu Molimard, Antoine Villa, Mireille Canal-Raffin. Biomonitoring of occupational exposure to 5-FU by assaying α-fluoro-β-alanine in urine with a highly sensitive UHPLC-MS/MS method.
The Analyst.
2018 Aug; 143(17):4110-4117. doi:
10.1039/c8an00479j. [PMID: 30058665] - Ottiniel Chavani, Berit Packert Jensen, R Matthew Strother, Christopher M Florkowski, Peter M George. Development, validation and application of a novel liquid chromatography tandem mass spectrometry assay measuring uracil, 5,6-dihydrouracil, 5-fluorouracil, 5,6-dihydro-5-fluorouracil, α-fluoro-β-ureidopropionic acid and α-fluoro-β-alanine in human plasma.
Journal of pharmaceutical and biomedical analysis.
2017 Aug; 142(?):125-135. doi:
10.1016/j.jpba.2017.04.055. [PMID: 28501750] - Céline Poupeau, Cynthia Tanguay, Caroline Plante, Sébastien Gagné, Nicolas Caron, Jean-François Bussières. Pilot study of biological monitoring of four antineoplastic drugs among Canadian healthcare workers.
Journal of oncology pharmacy practice : official publication of the International Society of Oncology Pharmacy Practitioners.
2017 Jul; 23(5):323-332. doi:
10.1177/1078155216643860. [PMID: 27084515] - Yoshitaka Nishikawa, Taro Funakoshi, Takahiro Horimatsu, Shin'ichi Miyamoto, Takeshi Matsubara, Motoko Yanagita, Shunsaku Nakagawa, Atsushi Yonezawa, Kazuo Matsubara, Manabu Muto. Accumulation of alpha-fluoro-beta-alanine and fluoro mono acetate in a patient with 5-fluorouracil-associated hyperammonemia.
Cancer chemotherapy and pharmacology.
2017 03; 79(3):629-633. doi:
10.1007/s00280-017-3249-1. [PMID: 28204913] - Makiko Sasaki, Noriko Ishii, Yukiko Kikuchi, Yukiko Kudoh, Reiko Sugiyama, Makiko Hasebe. Occupational exposures among nurses caring for chemotherapy patients -Quantitative analysis of cyclophosphamide and α-fluoro-β-alanine in urine.
Sangyo eiseigaku zasshi = Journal of occupational health.
2016 10; 58(5):164-172. doi:
10.1539/sangyoeisei.2016-005-e. [PMID: 27488511] - Masanori Tachikawa, Saori Ikeda, Jun Fujinawa, Shirou Hirose, Shin-ichi Akanuma, Ken-ichi Hosoya. γ-Aminobutyric acid transporter 2 mediates the hepatic uptake of guanidinoacetate, the creatine biosynthetic precursor, in rats.
PloS one.
2012; 7(2):e32557. doi:
10.1371/journal.pone.0032557. [PMID: 22384273] - S Ndaw, F Denis, P Marsan, A d'Almeida, A Robert. Biological monitoring of occupational exposure to 5-fluorouracil: urinary α-fluoro-β-alanine assay by high performance liquid chromatography tandem mass spectrometry in health care personnel.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2010 Oct; 878(27):2630-4. doi:
10.1016/j.jchromb.2010.02.011. [PMID: 20207593] - Hermes Licea-Perez, Sherry Wang, Chester Bowen. Development of a sensitive and selective LC-MS/MS method for the determination of alpha-fluoro-beta-alanine, 5-fluorouracil and capecitabine in human plasma.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2009 Apr; 877(11-12):1040-6. doi:
10.1016/j.jchromb.2009.02.025. [PMID: 19285927] - Woo Young Kim, Bunzo Nakata, Kosei Hirakawa. Alternative pharmacokinetics of S-1 components, 5-fluorouracil, dihydrofluorouracil and alpha-fluoro-beta-alanine after oral administration of S-1 following total gastrectomy.
Cancer science.
2007 Oct; 98(10):1604-8. doi:
10.1111/j.1349-7006.2007.00573.x. [PMID: 17683513] - Onne Creten, Werner Spileers, Peter Stalmans. Systemic absorption of 5-fluorouracil during vitrectomy.
American journal of ophthalmology.
2006 Jul; 142(1):194-6. doi:
10.1016/j.ajo.2006.02.050. [PMID: 16815286] - Yasuhide Yamada. [Plasma concentrations of 5-fluorouracil and F-beta-alanine following oral administration of S-1, a dihydropyrimidine dehydrogenase inhibitory fluoropyrimidine, as compared with protracted venous infusion of 5-fluorouracil].
Gan to kagaku ryoho. Cancer & chemotherapy.
2006 Jun; 33 Suppl 1(?):37-41. doi:
. [PMID: 16897970] - Federico Maria Rubino, Cinzia Verduci, Marina Buratti, Silvia Fustinoni, Laura Campo, Emanuela Omodeo-Salè, Margherita Giglio, Sergio Iavicoli, Gabri Brambilla, Antonio Colombi. Assay of urinary alpha-fluoro-beta-alanine by gas chromatography-mass spectrometry for the biological monitoring of occupational exposure to 5-fluorouracil in oncology nurses and pharmacy technicians.
Biomedical chromatography : BMC.
2006 Mar; 20(3):257-66. doi:
10.1002/bmc.559. [PMID: 16167301] - Katsuki Muneoka, Yoshio Shirai, Naoyuki Yokoyama, Toshifumi Wakai, Katsuyoshi Hatakeyama. 5-Fluorouracil cardiotoxicity induced by alpha-fluoro-beta-alanine.
International journal of clinical oncology.
2005 Dec; 10(6):441-3. doi:
10.1007/s10147-005-0516-7. [PMID: 16369751] - Bruno Reigner, Toru Watanabe, Johannes Schüller, Helen Lucraft, Yasutsuna Sasaki, John Bridgewater, Toshiaki Saeki, James McAleer, Masaru Kuranami, Christopher Poole, Mitsunori Kimura, Jayne Monkhouse, Cahit Yorulmaz, Erhard Weidekamm, Susan Grange. Pharmacokinetics of capecitabine (Xeloda) in Japanese and Caucasian patients with breast cancer.
Cancer chemotherapy and pharmacology.
2003 Sep; 52(3):193-201. doi:
10.1007/s00280-003-0642-8. [PMID: 12783206] - Ronald Gieschke, Hans-Ulrich Burger, Bruno Reigner, Karen S Blesch, Jean-Louis Steimer. Population pharmacokinetics and concentration-effect relationships of capecitabine metabolites in colorectal cancer patients.
British journal of clinical pharmacology.
2003 Mar; 55(3):252-63. doi:
10.1046/j.1365-2125.2003.01765.x. [PMID: 12630975] - András Vermes, Henk-Jan Guchelaar, Andre B P van Kuilenburg, Jacob Dankert. 5-fluorocytosine-related bone-marrow depression and conversion to fluorouracil: a pilot study.
Fundamental & clinical pharmacology.
2002 Feb; 16(1):39-47. doi:
10.1046/j.1472-8206.2002.00064.x. [PMID: 11903511] - K Kuwata, S Nagayama, Y Hirakawa, E Matsushima, Y Kawaguchi. [Comparison of pharmacokinetics of 5-FU and alpha-fluoro-beta-alanine, a metabolite of 5-FU, in plasma after administration of UFT, tegafur, 5-FU or doxifluridine to rats].
Gan to kagaku ryoho. Cancer & chemotherapy.
2000 Jun; 27(6):885-90. doi:
. [PMID: 10897216] - G Brix, M E Bellemann, U Haberkorn. Biochemical modulation of the catabolism and tissue uptake of the anticancer drug 5-fluorouracil by 5-bromovinyluracil: assessment with metabolic (19)F MR imaging.
Magnetic resonance in medicine.
1999 Nov; 42(5):936-43. doi:
10.1002/(sici)1522-2594(199911)42:5<936::aid-mrm14>3.0.co;2-#. [PMID: 10542353] - M Liu, R L Russell, L Beigelman, R E Handschumacher, G Pizzorno. beta-alanine and alpha-fluoro-beta-alanine concentrative transport in rat hepatocytes is mediated by GABA transporter GAT-2.
The American journal of physiology.
1999 01; 276(1):G206-10. doi:
10.1152/ajpgi.1999.276.1.g206. [PMID: 9886997] - J Murphy-Boesch, C W Li, L He, K A Padavic-Shaller, W Negendank, T R Brown. Proton-decoupled 19F spectroscopy of 5-FU catabolites in human liver.
Magnetic resonance in medicine.
1997 Mar; 37(3):321-6. doi:
10.1002/mrm.1910370302. [PMID: 9055218] - D Anderson, D J Kerr, C Blesing, L W Seymour. Simultaneous gas chromatographic-mass spectrophotometric determination of alpha-fluoro-beta-alanine and 5-fluorouracil in plasma.
Journal of chromatography. B, Biomedical sciences and applications.
1997 Jan; 688(1):87-93. doi:
10.1016/s0378-4347(97)88059-0. [PMID: 9029317] - S T Davis, S S Joyner, D P Baccanari, T Spector. 5-Ethynyluracil (776C85): protection from 5-fluorouracil-induced neurotoxicity in dogs.
Biochemical pharmacology.
1994 Jul; 48(2):233-6. doi:
10.1016/0006-2952(94)90092-2. [PMID: 8053919] - L Thiberville, P Compagnon, N Moore, G Bastian, M O Richard, M F Hellot, C Vincent, M M Kannass, S Dominique, C Thuillez. Plasma 5-fluorouracil and alpha-fluoro-beta-alanin accumulation in lung cancer patients treated with continuous infusion of cisplatin and 5-fluorouracil.
Cancer chemotherapy and pharmacology.
1994; 35(1):64-70. doi:
10.1007/bf00686286. [PMID: 7987979] - P J Sessink, J L Timmersmans, R B Anzion, R P Bos. Assessment of occupational exposure of pharmaceutical plant workers to 5-fluorouracil. Determination of alpha-fluoro-beta-alanine in urine.
Journal of occupational medicine. : official publication of the Industrial Medical Association.
1994 Jan; 36(1):79-83. doi:
NULL. [PMID: 8138854] - M van Borssum Waalkes, F Kuipers, R Havinga, G L Scherphof. Conversion of liposomal 5-fluoro-2'-deoxyuridine and its dipalmitoyl derivative to bile acid conjugates of alpha-fluoro-beta-alanine and their excretion into rat bile.
Biochimica et biophysica acta.
1993 Mar; 1176(1-2):43-50. doi:
10.1016/0167-4889(93)90175-o. [PMID: 8452878] - R W Zhang, S J Soong, T P Liu, S Barnes, S B Diasio. Pharmacokinetics and tissue distribution of 2-fluoro-beta-alanine in rats. Potential relevance to toxicity pattern of 5-fluorouracil.
Drug metabolism and disposition: the biological fate of chemicals.
1992 Jan; 20(1):113-9. doi:
. [PMID: 1346985] - L Lemaire, M C Malet-Martino, S Longo, R Martino, M de Forni, M Carton. Fluoroacetaldehyde as cardiotoxic impurity in fluorouracil (Roche).
Lancet (London, England).
1991 Mar; 337(8740):560. doi:
10.1016/0140-6736(91)91353-v. [PMID: 1671927] - W E Hull, R E Port, R Herrmann, B Britsch, W Kunz. Metabolites of 5-fluorouracil in plasma and urine, as monitored by 19F nuclear magnetic resonance spectroscopy, for patients receiving chemotherapy with or without methotrexate pretreatment.
Cancer research.
1988 Mar; 48(6):1680-8. doi:
. [PMID: 3125967] - R Martino, M C Malet-Martino, C Vialaneix, A Lopez, M Bon. 19F nuclear magnetic resonance analysis of the carbamate reaction of alpha-fluoro-beta-alanine (FBAL), the major catabolite of fluoropyrimidines. Application to FBAL carbamate determination in body fluids of patients treated with 5'-deoxy-5-fluorouridine.
Drug metabolism and disposition: the biological fate of chemicals.
1987 Nov; 15(6):897-904. doi:
. [PMID: 2893719] - M C Malet-Martino, J P Armand, A Lopez, J Bernadou, J P Béteille, M Bon, R Martino. Evidence for the importance of 5'-deoxy-5-fluorouridine catabolism in humans from 19F nuclear magnetic resonance spectrometry.
Cancer research.
1986 Apr; 46(4 Pt 2):2105-12. doi:
. [PMID: 2936452] - J Bernadou, J P Armand, A Lopez, M C Malet-Martino, R Martino. Complete urinary excretion profile of 5-fluorouracil during a six-day chemotherapeutic schedule, as resolved by 19F nuclear magnetic resonance.
Clinical chemistry.
1985 Jun; 31(6):846-8. doi:
10.1093/clinchem/31.6.846. [PMID: 3922650] - M Iigo, A Nakamura, K Kuretani, A Hoshi. Excretion of 1-hexylcarbamoyl-5-fluorouracil in urine of mice.
Journal of pharmacobio-dynamics.
1981 Jul; 4(7):490-6. doi:
10.1248/bpb1978.4.490. [PMID: 6795334] - T Goldfarb, E R Gritz, M E Jarvik, I P Stolerman. Reactions to cigarettes as a function of nicotine and 'tar'.
Clinical pharmacology and therapeutics.
1976 Jun; 19(6):767-72. doi:
10.1002/cpt1976196767. [PMID: 5215]
