N-acetyl-L-methionine (BioDeep_00000405611)
Main id: BioDeep_00000001687
PANOMIX_OTCML-2023
代谢物信息卡片
N-acetyl-L-methionine
化学式: C7H13NO3S (191.0616)
中文名称: N-乙酰-L-蛋氨酸(NAM), N-乙酰基-L-蛋氨酸
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(=O)NC(CCSC)C(=O)O
InChI: InChI=1S/C7H13NO3S/c1-5(9)8-6(7(10)11)3-4-12-2/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)/t6-/m0/s1
描述信息
An L-methionine derivative that is L-methionine in which one of the amine hydrogens is substituted by an acetyl group.
N-Acetyl-L-methionine, a human metabolite, is nutritionally and metabolically equivalent to L-methionine. L-methionine is an indispensable amino acid required for normal growth and development[1].
同义名列表
数据库引用编号
14 个数据库交叉引用编号
- ChEBI: CHEBI:21557
- KEGG: C02712
- PubChem: 448580
- DrugBank: DB01646
- CAS: 65-82-7
- MoNA: HMDB0011745_ms_ms_2499
- MoNA: HMDB0011745_ms_ms_2500
- MoNA: HMDB0011745_ms_ms_2501
- MetaboLights: MTBLC21557
- PubChem: 5675
- PDB-CCD: AME
- NIKKAJI: J4.840B
- medchemexpress: HY-W012499
- KNApSAcK: 21557
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)
5 个相关的物种来源信息
- 654 - Aeromonas veronii: 10.3389/FCIMB.2020.00044
- 3702 - Arabidopsis thaliana: 10.1074/JBC.RA118.003351
- 7227 - Drosophila melanogaster: 10.1038/S41467-019-11933-Z
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
- 5691 - Trypanosoma brucei:
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
- S L Liang, Z H Wei, J J Wu, X L Dong, J X Liu, D M Wang. Effect of N-acetyl-l-methionine supplementation on lactation performance and plasma variables in mid-lactating dairy cows.
Journal of dairy science.
2019 Jun; 102(6):5182-5190. doi:
10.3168/jds.2018-15716. [PMID: 30904299] - Ayman Y Waddad, Pritika Ramharack, Mahmoud E S Soliman, Thirumala Govender. Grafted hyaluronic acid N-acetyl-l-methionine for targeting of LAT1 receptor: In-silico, synthesis and microscale thermophoresis studies.
International journal of biological macromolecules.
2019 Mar; 125(?):767-777. doi:
10.1016/j.ijbiomac.2018.12.104. [PMID: 30553855] - Akito Kawai, Victor T G Chuang, Yosuke Kouno, Keishi Yamasaki, Shuichi Miyamoto, Makoto Anraku, Masaki Otagiri. Crystallographic analysis of the ternary complex of octanoate and N-acetyl-l-methionine with human serum albumin reveals the mode of their stabilizing interactions.
Biochimica et biophysica acta. Proteins and proteomics.
2017 Aug; 1865(8):979-984. doi:
10.1016/j.bbapap.2017.04.004. [PMID: 28473296] - Theresa A Laguna, Cavan S Reilly, Cynthia B Williams, Cole Welchlin, Chris H Wendt. Metabolomics analysis identifies novel plasma biomarkers of cystic fibrosis pulmonary exacerbation.
Pediatric pulmonology.
2015 Sep; 50(9):869-77. doi:
10.1002/ppul.23225. [PMID: 26115542] - 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] - A Rizzo, M Pantaleo, M Mutinati, G Minoia, C Trisolini, E Ceci, R L Sciorsci. Blood and milk oxidative status after administration of different antioxidants during early postpartum in dairy cows.
Research in veterinary science.
2013 Dec; 95(3):1171-4. doi:
10.1016/j.rvsc.2013.07.016. [PMID: 23962855] - Hans J Leis, Fabrizio Donnarumma, Reinhold Wintersteiger, Regina Lazarus, Barbara Braml, Astrid Ortner, Werner Windischhofer. Bis-pentafluorobenzyl derivatives of N-acetyl-L-methionine and N-acetyl-L-selenomethionine for the quantitative determination in human plasma by gas chromatography-negative ion chemical ionisation mass spectrometry.
Journal of chromatography. A.
2012 Jun; 1242(?):92-100. doi:
10.1016/j.chroma.2012.04.028. [PMID: 22552200] - Brad T Benedetti, Susana Quintal, Nicholas P Farrell. Modulation of drug activation profiles through carboxylate ligand modification in cytotoxic trans-platinum planar amine compounds.
Dalton transactions (Cambridge, England : 2003).
2011 Nov; 40(41):10983-8. doi:
10.1039/c1dt10964b. [PMID: 21918760] - Anke Sommer, Ernst Christensen, Susanne Schwenger, Ralf Seul, Dorothea Haas, Heike Olbrich, Heymut Omran, Jörn Oliver Sass. The molecular basis of aminoacylase 1 deficiency.
Biochimica et biophysica acta.
2011 Jun; 1812(6):685-90. doi:
10.1016/j.bbadis.2011.03.005. [PMID: 21414403] - 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] - Joseph T Dever, Adnan A Elfarra. In vivo metabolism of L-methionine in mice: evidence for stereoselective formation of methionine-d-sulfoxide and quantitation of other major metabolites.
Drug metabolism and disposition: the biological fate of chemicals.
2006 Dec; 34(12):2036-43. doi:
10.1124/dmd.106.012104. [PMID: 16963488] - David I Pattison, Michael J Davies. Kinetic analysis of the reactions of hypobromous acid with protein components: implications for cellular damage and use of 3-bromotyrosine as a marker of oxidative stress.
Biochemistry.
2004 Apr; 43(16):4799-809. doi:
10.1021/bi035946a. [PMID: 15096049] - Magnus Stödeman, Frederick P Schwarz. Importance of product inhibition in the kinetics of the acylase hydrolysis reaction by differential stopped flow microcalorimetry.
Analytical biochemistry.
2002 Sep; 308(2):285-93. doi:
10.1016/s0003-2697(02)00339-1. [PMID: 12419341] - S Pittelkow, H Lindner, K H Röhm. Human and porcine aminoacylase I overproduced in a baculovirus expression vector system: evidence for structural and functional identity with enzymes isolated from kidney.
Protein expression and purification.
1998 Mar; 12(2):269-76. doi:
10.1006/prep.1997.0816. [PMID: 9518469] - S J Hagen, J Hofrichter, A Szabo, W A Eaton. Diffusion-limited contact formation in unfolded cytochrome c: estimating the maximum rate of protein folding.
Proceedings of the National Academy of Sciences of the United States of America.
1996 Oct; 93(21):11615-7. doi:
10.1073/pnas.93.21.11615. [PMID: 8876184] - M Mályusz, A Hackl, P Wrigge, M Lange, T Mályusz, H Sick, G Gronow. Ammonia production from hippurate by the rat kidney in vitro.
Renal physiology and biochemistry.
1994 Nov; 17(6):307-15. doi:
10.1159/000173863. [PMID: 7533310] - K Lertratanangkoon, J M Scimeca. Prevention of bromobenzene toxicity by N-acetylmethionine: correlation between toxicity and the impairment in O- and S-methylation of bromothiocatechols.
Toxicology and applied pharmacology.
1993 Oct; 122(2):191-9. doi:
10.1006/taap.1993.1187. [PMID: 8212001] - L A Skoglund, K Ingebrigtsen, I Nafstad, O Aalen. Efficacy of paracetamol-esterified methionine versus cysteine or methionine on paracetamol-induced hepatic GSH depletion and plasma ALAT level in mice.
Biochemical pharmacology.
1986 Sep; 35(18):3071-5. doi:
10.1016/0006-2952(86)90388-6. [PMID: 3753517] - L A Skoglund, K Ingebrigtsen, I Nafstad. Effects of N-acetyl-DL-methionine on the liver, GSH synthesis and plasma ALAT level in male Bom:NMRI mice.
General pharmacology.
1986; 17(6):647-9. doi:
10.1016/0306-3623(86)90294-6. [PMID: 3817431] - T T Daabees, D W Andersen, W L Zike, L J Filer, L D Stegink. Portal and vena caval plasma methionine concentrations in young pigs administered L-methionine, N-acetyl-L-methionine and N-acetyl-D-methionine.
The Journal of nutrition.
1984 Sep; 114(9):1541-7. doi:
10.1093/jn/114.9.1541. [PMID: 6470816] - B D Preston, J A Miller, E C Miller. Reactions of 2,2',5,5'-tetrachlorobiphenyl 3,4-oxide with methionine, cysteine and glutathione in relation to the formation of methylthio-metabolites of 2,2',5,5'-tetrachlorobiphenyl in the rat and mouse.
Chemico-biological interactions.
1984 Aug; 50(3):289-312. doi:
10.1016/0009-2797(84)90038-3. [PMID: 6430573] - L D Stegink, L J Filer, G L Baker. Plasma and urinary methionine levels in one-year-old infants after oral loading with L-methionine and N-acetyl-L-methionine.
The Journal of nutrition.
1982 Apr; 112(4):597-603. doi:
10.1093/jn/112.4.597. [PMID: 7069504] - Galaev IYu, V K Svedas. A kinetic study of hog kidney aminoacylase.
Biochimica et biophysica acta.
1982 Mar; 701(3):389-94. doi:
10.1016/0167-4838(82)90242-4. [PMID: 7066334] - V Iu Shviadas, I Iu Galaev, I V Berezin. [Kinetics and thermodynamics of the hydrolysis-synthesis reaction of acetyl-L-methionine catalyzed by acylase I from hog kidney].
Biokhimiia (Moscow, Russia).
1980 Oct; 45(10):1833-9. doi:
. [PMID: 7236771]
