Acetyl-L-tryptophan (BioDeep_00001871759)
Main id: BioDeep_00000402971
PANOMIX_OTCML-2023
代谢物信息卡片
N-Acetyl-L-tryptophan
化学式: C13H14N2O3 (246.1004374)
中文名称: N-乙酰-L-色氨酸
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)O
InChI: InChI=1S/C13H14N2O3/c1-8(16)15-12(13(17)18)6-9-7-14-11-5-3-2-4-10(9)11/h2-5,7,12,14H,6H2,1H3,(H,15,16)(H,17,18)/t12-/m0/s1
描述信息
A N-acetyl-L-amino acid that is the N-acetyl derivative of L-tryptophan.
D004791 - Enzyme Inhibitors > D011480 - Protease Inhibitors
N-Acetyl-L-tryptophan is an endogenous metabolite.
同义名列表
2 个代谢物同义名
数据库引用编号
6 个数据库交叉引用编号
- ChEBI: CHEBI:74640
- PubChem: 700653
- ChEMBL: CHEMBL54170
- CAS: 1218-34-4
- MetaboLights: MTBLC74640
- medchemexpress: HY-W011978
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)
3 个相关的物种来源信息
- 2116407 Kali collina: 10.1007/S10600-011-9896-2
- 2116407 Kali collinum: 10.1007/S10600-011-9896-2
- 525237 Salsola collina: 10.1007/S10600-011-9896-2
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
- Charlène Sirvins, Pascale Goupy, Aurélie Promeyrat, Claire Dufour. C-Nitrosation, C-Nitration, and Coupling of Flavonoids with N-Acetyltryptophan Limit This Amine N-Nitrosation in a Simulated Cured and Cooked Meat.
Journal of agricultural and food chemistry.
2024 Mar; 72(9):4777-4787. doi:
10.1021/acs.jafc.3c08445. [PMID: 38377948] - Su H Chu, Jing Cui, Jeffrey A Sparks, Bing Lu, Sara K Tedeschi, Cameron B Speyer, LauraKay Moss, Marie L Feser, Lindsay B Kelmenson, Elizabeth A Mewshaw, Jess D Edison, Kevin D Deane, Clary Clish, Jessica Lasky-Su, Elizabeth W Karlson, Karen H Costenbader. Circulating plasma metabolites and risk of rheumatoid arthritis in the Nurses' Health Study.
Rheumatology (Oxford, England).
2020 11; 59(11):3369-3379. doi:
10.1093/rheumatology/keaa125. [PMID: 32310291] - Prerna Agarwal, Darshana Singh, Sheikh Raisuddin, Raj Kumar. Amelioration of ochratoxin-A induced cytotoxicity by prophylactic treatment of N-Acetyl-L-Tryptophan in human embryonic kidney cells.
Toxicology.
2020 01; 429(?):152324. doi:
10.1016/j.tox.2019.152324. [PMID: 31678613] - Kyumin Shim, Radhika Gulhar, Ishwarlal Jialal. Exploratory metabolomics of nascent metabolic syndrome.
Journal of diabetes and its complications.
2019 03; 33(3):212-216. doi:
10.1016/j.jdiacomp.2018.12.002. [PMID: 30611573] - Anna Tramarin, Daniele Tedesco, Marina Naldi, Maurizio Baldassarre, Carlo Bertucci, Manuela Bartolini. New insights into the altered binding capacity of pharmaceutical-grade human serum albumin: site-specific binding studies by induced circular dichroism spectroscopy.
Journal of pharmaceutical and biomedical analysis.
2019 Jan; 162(?):171-178. doi:
10.1016/j.jpba.2018.09.022. [PMID: 30248608] - Mark E Obrenovich, MaryAnn Tima, Alex Polinkovsky, Renliang Zhang, Steven N Emancipator, Curtis J Donskey. Targeted Metabolomics Analysis Identifies Intestinal Microbiota-Derived Urinary Biomarkers of Colonization Resistance in Antibiotic-Treated Mice.
Antimicrobial agents and chemotherapy.
2017 08; 61(8):. doi:
10.1128/aac.00477-17. [PMID: 28584146] - Yousuke Kouno, Makoto Anraku, Keishi Yamasaki, Yoshiro Okayama, Daisuke Iohara, Yu Ishima, Toru Maruyama, Ulrich Kragh-Hansen, Fumitoshi Hirayama, Masaki Otagiri. N-acetyl-l-methionine is a superior protectant of human serum albumin against photo-oxidation and reactive oxygen species compared to N-acetyl-L-tryptophan.
Biochimica et biophysica acta.
2014 Sep; 1840(9):2806-12. doi:
10.1016/j.bbagen.2014.04.014. [PMID: 24769178] - Iryna N Stepanenko, Angela Casini, Fabio Edafe, Maria S Novak, Vladimir B Arion, Paul J Dyson, Michael A Jakupec, Bernhard K Keppler. Conjugation of organoruthenium(II) 3-(1H-benzimidazol-2-yl)pyrazolo[3,4-b]pyridines and indolo[3,2-d]benzazepines to recombinant human serum albumin: a strategy to enhance cytotoxicity in cancer cells.
Inorganic chemistry.
2011 Dec; 50(24):12669-79. doi:
10.1021/ic201801e. [PMID: 22111668] - Liqiong Fang, Rajesh Parti, Peifeng Hu. Characterization of N-acetyltryptophan degradation products in concentrated human serum albumin solutions and development of an automated high performance liquid chromatography-mass spectrometry method for their quantitation.
Journal of chromatography. A.
2011 Oct; 1218(41):7316-24. doi:
10.1016/j.chroma.2011.08.044. [PMID: 21903216] - Jan Stange, Melanie Stiffel, Anne Goetze, Sabrina Strube, Juliane Gruenert, Sebastian Klammt, Steffen Mitzner, Sebastian Koball, Stefan Liebe, Emil Reisinger. Industrial stabilizers caprylate and N-acetyltryptophanate reduce the efficacy of albumin in liver patients.
Liver transplantation : official publication of the American Association for the Study of Liver Diseases and the International Liver Transplantation Society.
2011 Jun; 17(6):705-9. doi:
10.1002/lt.22237. [PMID: 21618691] - James J Donkin, Ibolja Cernak, Peter C Blumbergs, Robert Vink. A substance P antagonist reduces axonal injury and improves neurologic outcome when administered up to 12 hours after traumatic brain injury.
Journal of neurotrauma.
2011 Feb; 28(2):217-24. doi:
10.1089/neu.2010.1632. [PMID: 21175297] - A G Garro, D M Beltramo, R V Alasino, V Leonhard, V Heredia, I D Bianco. Reversible exposure of hydrophobic residues on albumin as a novel strategy for formulation of nanodelivery vehicles for taxanes.
International journal of nanomedicine.
2011; 6(?):1193-200. doi:
10.2147/ijn.s19163. [PMID: 21822381] - Yu Ishima, Shuichi Hiroyama, Ulrich Kragh-Hansen, Toru Maruyama, Tomohiro Sawa, Takaaki Akaike, Toshiya Kai, Masaki Otagiri. One-step preparation of S-nitrosated human serum albumin with high biological activities.
Nitric oxide : biology and chemistry.
2010 Sep; 23(2):121-7. doi:
10.1016/j.niox.2010.05.002. [PMID: 20451647] - Hui-Jiao Yan, Shu-Shan Gao, Chun-Shun Li, Xiao-Ming Li, Bin-Gui Wang. Chemical constituents of a marine-derived endophytic fungus Penicillium commune G2M.
Molecules (Basel, Switzerland).
2010 May; 15(5):3270-5. doi:
10.3390/molecules15053270. [PMID: 20657476] - P A Reine, U E Kongsgaard, A Andersen, A-K Thøgersen, H Olsen. Infusions of albumin increase free fraction of naproxen in healthy volunteers: a randomized crossover study.
Acta anaesthesiologica Scandinavica.
2010 Apr; 54(4):430-4. doi:
10.1111/j.1399-6576.2009.02142.x. [PMID: 19878101] - Line Mathiesen, Erik Rytting, Tina Mose, Lisbeth E Knudsen. Transport of benzo[alpha]pyrene in the dually perfused human placenta perfusion model: effect of albumin in the perfusion medium.
Basic & clinical pharmacology & toxicology.
2009 Sep; 105(3):181-7. doi:
10.1111/j.1742-7843.2009.00431.x. [PMID: 19508462] - Toshinori Suzuki, Atsushi Naka, Haruka Kimura. Effects of uric acid on nitrosation of N-acetylcysteine by diethylamine NONOate and N-acetyl-N-nitrosotryptophan.
Chemical & pharmaceutical bulletin.
2009 Jul; 57(7):736-9. doi:
10.1248/cpb.57.736. [PMID: 19571422] - Griet Van Zeebroeck, Beatriz Monge Bonini, Matthias Versele, Johan M Thevelein. Transport and signaling via the amino acid binding site of the yeast Gap1 amino acid transceptor.
Nature chemical biology.
2009 Jan; 5(1):45-52. doi:
10.1038/nchembio.132. [PMID: 19060912] - Makoto Anraku, Yousuke Kouno, Toshiya Kai, Yasufumi Tsurusaki, Keishi Yamasaki, Masaki Otagiri. The role of N-acetyl-methioninate as a new stabilizer for albumin products.
International journal of pharmaceutics.
2007 Feb; 329(1-2):19-24. doi:
10.1016/j.ijpharm.2006.08.014. [PMID: 17045433] - Tangbin Yang, Jianhe Wang, Lina Qu, Ping Zhong, Yanhong Yuan. Preparation and identification of anti-melatonin monoclonal antibodies.
Journal of pineal research.
2006 May; 40(4):350-4. doi:
10.1111/j.1600-079x.2006.00314.x. [PMID: 16635023] - Fabienne Peyrot, Bernadette O Fernandez, Nathan S Bryan, Martin Feelisch, Claire Ducrocq. N-Nitroso products from the reaction of indoles with Angeli's salt.
Chemical research in toxicology.
2006 Jan; 19(1):58-67. doi:
10.1021/tx050253b. [PMID: 16411657] - Makoto Anraku, Yasufumi Tsurusaki, Hiroshi Watanabe, Toru Maruyama, Ulrich Kragh-Hansen, Masaki Otagiri. Stabilizing mechanisms in commercial albumin preparations: octanoate and N-acetyl-L-tryptophanate protect human serum albumin against heat and oxidative stress.
Biochimica et biophysica acta.
2004 Oct; 1702(1):9-17. doi:
10.1016/j.bbapap.2004.07.002. [PMID: 15450846] - Toshinori Suzuki, Howard F Mower, Marlin D Friesen, Isabelle Gilibert, Tomohiro Sawa, Hiroshi Ohshima. Nitration and nitrosation of N-acetyl-L-tryptophan and tryptophan residues in proteins by various reactive nitrogen species.
Free radical biology & medicine.
2004 Sep; 37(5):671-81. doi:
10.1016/j.freeradbiomed.2004.05.030. [PMID: 15288124] - T Shutova, A Villarejo, B Zietz, V Klimov, T Gillbro, G Samuelsson, G Renger. Comparative studies on the properties of the extrinsic manganese-stabilizing protein from higher plants and of a synthetic peptide of its C-terminus.
Biochimica et biophysica acta.
2003 Jun; 1604(2):95-104. doi:
10.1016/s0005-2728(03)00025-2. [PMID: 12765766] - Veronika V Sarnatskaya, W Edward Lindup, Paul Walther, Vitaly N Maslenny, Larisa A Yushko, Alexej S Sidorenko, Andrey V Nikolaev, Vladimir G Nikolaev. Albumin, bilirubin, and activated carbon: new edges of an old triangle.
Artificial cells, blood substitutes, and immobilization biotechnology.
2002 Mar; 30(2):113-26. doi:
10.1081/bio-120003192. [PMID: 12027227] - Do Kyung Kim, Yoshikatsu Kanai, Hirotaka Matsuo, Ju Young Kim, Arthit Chairoungdua, Yukari Kobayashi, Atsushi Enomoto, Seok Ho Cha, Tomoyuki Goya, Hitoshi Endou. The human T-type amino acid transporter-1: characterization, gene organization, and chromosomal location.
Genomics.
2002 Jan; 79(1):95-103. doi:
10.1006/geno.2001.6678. [PMID: 11827462] - H Watanabe, K Yamasaki, U Kragh-Hansen, S Tanase, K Harada, A Suenaga, M Otagiri. In vitro and in vivo properties of recombinant human serum albumin from Pichia pastoris purified by a method of short processing time.
Pharmaceutical research.
2001 Dec; 18(12):1775-81. doi:
10.1023/a:1013391001141. [PMID: 11785700] - T Arakawa, Y Kita. Stabilizing effects of caprylate and acetyltryptophanate on heat-induced aggregation of bovine serum albumin.
Biochimica et biophysica acta.
2000 Jun; 1479(1-2):32-6. doi:
10.1016/s0167-4838(00)00061-3. [PMID: 10862953] - M J Ashwood-Smith, P Hollands, R G Edwards. The use of Albuminar 5 as a medium supplement in clinical IVF.
Human reproduction (Oxford, England).
1989 Aug; 4(6):702-5. doi:
10.1093/oxfordjournals.humrep.a136970. [PMID: 2778056] - P D Ross, J S Finlayson, A Shrake. Thermal stability of human albumin measured by differential scanning calorimetry. II. Effects of isomers of N-acetyltryptophanate and tryptophanate, pH, reheating, and dimerization.
Vox sanguinis.
1984; 47(1):19-27. doi:
10.1111/j.1423-0410.1984.tb01557.x. [PMID: 6741029] - A Shrake, J S Finlayson, P D Ross. Thermal stability of human albumin measured by differential scanning calorimetry. I. Effects of caprylate and N-acetyltryptophanate.
Vox sanguinis.
1984; 47(1):7-18. doi:
10.1111/j.1423-0410.1984.tb01556.x. [PMID: 6741034] - M W Yu, J S Finlayson. Stabilization of human albumin by caprylate and acetyltryptophanate.
Vox sanguinis.
1984; 47(1):28-40. doi:
10.1111/j.1423-0410.1984.tb01558.x. [PMID: 6741030] - M W Yu, J S Finlayson. Quantitative determination of the stabilizers octanoic acid and N-acetyl-DL-tryptophan in human albumin products.
Journal of pharmaceutical sciences.
1984 Jan; 73(1):82-6. doi:
10.1002/jps.2600730122. [PMID: 6694090] - F Ebbesen, R Brodersen. Comparison between two preparations of human serum albumin in treatment of neonatal hyperbilirubinaemia.
Acta paediatrica Scandinavica.
1982 Jan; 71(1):85-90. doi:
10.1111/j.1651-2227.1982.tb09376.x. [PMID: 7136621] - I M Kuznetsova, I I Kirik, K K Turoverov. [Polarization of the intrinsic fluorescence of proteins. I. Factors determining the form of the polarization spectrum].
Molekuliarnaia biologiia.
1981 Sep; 15(5):989-99. doi:
NULL. [PMID: 6795445] - Y Endo. In vivo deacetylation of N-acetyl amino acids by kidney acylases in mice and rats. A possible role of acylase system in mammalian kidneys.
Biochimica et biophysica acta.
1980 Feb; 628(1):13-8. doi:
10.1016/0304-4165(80)90346-3. [PMID: 7357028] - Y Fujita, M Anzai, M Inui, T Nishimoto, G Inoue. Utilization of N-acetyl-L-tryptophan given intravenously to unrestrained adult rats.
Journal of nutritional science and vitaminology.
1980; 26(4):381-8. doi:
10.3177/jnsv.26.381. [PMID: 7229743]