L-Norleucine (BioDeep_00000001869)
Secondary id: BioDeep_00000399976, BioDeep_00000400248, BioDeep_00000897205, BioDeep_00001890546
natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019
代谢物信息卡片
(S)-2-amino-Hexanoic acid
化学式: C6H13NO2 (131.0946)
中文名称: L-正亮氨酸, 正亮氨酸, DL-正亮氨酸, L-2-氨基己酸
谱图信息:
最多检出来源 Homo sapiens(blood) 15.28%
Reviewed
Last reviewed on 2024-07-04.
Cite this Page
L-Norleucine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/l-norleucine (retrieved
2024-12-22) (BioDeep RN: BioDeep_00000001869). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
分子结构信息
SMILES: CCCCC(C(=O)O)N
InChI: InChI=1S/C6H13NO2/c1-2-3-4-5(7)6(8)9/h5H,2-4,7H2,1H3,(H,8,9)
描述信息
L-Norleucine, also known as L-aminohexanoate or caprine, belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Thus, L-norleucine is considered to be a fatty acid lipid molecule. An unnatural amino acid that is used experimentally to study protein structure and function. L-Norleucine is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. L-Norleucine exists in all eukaryotes, ranging from yeast to humans. Outside of the human body, L-Norleucine has been detected, but not quantified in cow milk. This could make L-norleucine a potential biomarker for the consumption of these foods. It binds reversibly to the kringle domain of plasminogen and blocks the binding of plasminogen to fibrin and its activation to plasmin.
An unnatural amino acid that is used experimentally to study protein structure and function. It is structurally similar to methionine, however it does not contain sulfur.
Acquisition and generation of the data is financially supported in part by CREST/JST.
CONFIDENCE standard compound; INTERNAL_ID 22
KEIO_ID N014
L-Norleucine ((S)-2-Aminohexanoic acid) is an isomer of leucine, specifically affects protein synthesis in skeletal muscle, and has antivirus activity.
同义名列表
39 个代谢物同义名
(S)-2-amino-Hexanoic acid; (2S)-2-aminohexanoic acid; (S)-2-Aminohexanoic acid; alpha-Aminocaproic acid; 2S-amino-hexanoic acid; L-2-Aminohexanoic acid; (S)-Aminohexanoic acid; (S)-2-amino-Hexanoate; Norleucine, L-isomer; 2-Aminohexanoic acid; Norleucine, L isomer; L-Aminohexanoic acid; (S)-2-Aminohexanoate; 2-Aminocaproic acid; L-Isomer norleucine; Α-aminocaproic acid; alpha-Aminocaproate; a-Aminocaproic acid; 2S-Amino-hexanoate; L-2-Aminohexanoate; (S)-Aminohexanoate; L-Aminohexanoate; 2-Aminohexanoate; L-(+)-Norleucine; 2-Aminocaproate; a-Aminocaproate; Α-aminocaproate; L(+)-Norleucine; (S)-Norleucine; DL-Norleucine; L-Norleucine; Glycoleucine; H-DL-Nle-OH; Norleucine; Caprine; Nle; L-Norleucine; Norleucine; L-Norleucine
数据库引用编号
44 个数据库交叉引用编号
- ChEBI: CHEBI:18347
- ChEBI: CHEBI:36405
- KEGG: C01933
- PubChem: 21236
- PubChem: 9475
- HMDB: HMDB0001645
- Metlin: METLIN6334
- DrugBank: DB15458
- ChEMBL: CHEMBL292439
- Wikipedia: Norleucine
- LipidMAPS: LMFA01100042
- MeSH: Norleucine
- MetaCyc: L-2-AMINOHEXANOATE
- KNApSAcK: C00053319
- foodb: FDB022699
- chemspider: 19964
- CAS: 327-57-1
- MoNA: PR100583
- MoNA: KO003598
- MoNA: KO001520
- MoNA: KO003601
- MoNA: KO001521
- MoNA: KO001522
- MoNA: PR100169
- MoNA: RP002211
- MoNA: KO003600
- MoNA: RP002201
- MoNA: PS028301
- MoNA: PR100170
- MoNA: PS028304
- MoNA: RP002202
- MoNA: PS028302
- MoNA: RP002203
- MoNA: KO003599
- MoNA: PS028303
- MoNA: KO003597
- PMhub: MS000001343
- PDB-CCD: NLE
- 3DMET: B00369
- NIKKAJI: J9.189H
- medchemexpress: HY-Y0017
- BioNovoGene_Lab2019: BioNovoGene_Lab2019-307
- PubChem: 5038
- KNApSAcK: 18347
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)
2 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。
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Veterinary parasitology.
2011 Dec; 182(2-4):239-47. doi:
10.1016/j.vetpar.2011.05.024. [PMID: 21680097] - Kimberly A Littlefield, James P Muir, Barry D Lambert, Jeffery K Tomberlin. Condensed tannins inhibit house fly (Diptera: Muscidae) development in livestock manure.
Environmental entomology.
2011 Dec; 40(6):1572-6. doi:
10.1603/en11091. [PMID: 22217775] - Kerstin Olsson, Eva Hydbring-Sandberg. Exposure to a dog elicits different cardiovascular and behavioral effects in pregnant and lactating goats.
Acta veterinaria Scandinavica.
2011 Nov; 53(?):60. doi:
10.1186/1751-0147-53-60. [PMID: 22087733] - A A Carvalho, L R Faustino, C M G Silva, S V Castro, H K M Luz, R Rossetto, C A P Lopes, C C Campello, J R Figueiredo, A P R Rodrigues, A P R Costa. Influence of vitrification techniques and solutions on the morphology and survival of preantral follicles after in vitro culture of caprine ovarian tissue.
Theriogenology.
2011 Sep; 76(5):933-41. doi:
10.1016/j.theriogenology.2011.04.024. [PMID: 21719087] - David Baud, Genevieve Goy, Katia Jaton, Maria-Chiara Osterheld, Serafin Blumer, Nicole Borel, Yvan Vial, Patrick Hohlfeld, Andreas Pospischil, Gilbert Greub. Role of Chlamydia trachomatis in miscarriage.
Emerging infectious diseases.
2011 Sep; 17(9):1630-5. doi:
10.3201/eid1709.100865. [PMID: 21888787] - Mohammad Hashemnia, Azizollah Khodakaram-Tafti, Seyed Mostafa Razavi, Saeed Nazifi. Changing patterns of acute phase proteins and inflammatory mediators in experimental caprine coccidiosis.
The Korean journal of parasitology.
2011 Sep; 49(3):213-9. doi:
10.3347/kjp.2011.49.3.213. [PMID: 22072820] - Frantisek Vitula, Lucie Peckova, Hana Bandouchova, Miroslav Pohanka, Ladislav Novotny, David Jira, Jiri Kral, Karel Ondracek, Jitka Osickova, Dagmar Zendulkova, Katerina Rosenbergova, Frantisek Treml, Jiri Pikula. Mycoplasma gallisepticum infection in the grey partridge Perdix perdix: outbreak description, histopathology, biochemistry and antioxidant parameters.
BMC veterinary research.
2011 Jul; 7(?):34. doi:
10.1186/1746-6148-7-34. [PMID: 21740554] - María F Ladelfa, María P Del Médico Zajac, Fiorella Kotsias, Fernando Delgado, Benoît Muylkens, Julien Thiry, Etienne Thiry, Sonia A Romera. Comparative study on the in vitro and in vivo properties of two bovine herpesvirus-5 reference strains.
Acta veterinaria Scandinavica.
2011 Jun; 53(?):37. doi:
10.1186/1751-0147-53-37. [PMID: 21651813] - Dagmar Schoder, Daniela Melzner, Alois Schmalwieser, Abdoulla Zangana, Petra Winter, Martin Wagner. Important vectors for Listeria monocytogenes transmission at farm dairies manufacturing fresh sheep and goat cheese from raw milk.
Journal of food protection.
2011 Jun; 74(6):919-24. doi:
10.4315/0362-028x.jfp-10-534. [PMID: 21669068] - Saeed Nazifi, Ahmad Oryan, Fatemeh Namazi. Hematological and serum biochemical analyses in experimental caprine besnoitiosis.
The Korean journal of parasitology.
2011 Jun; 49(2):133-8. doi:
10.3347/kjp.2011.49.2.133. [PMID: 21738268] - Alireza Jahan-Mihan, Bohdan L Luhovyy, Dalia El Khoury, G Harvey Anderson. Dietary proteins as determinants of metabolic and physiologic functions of the gastrointestinal tract.
Nutrients.
2011 05; 3(5):574-603. doi:
10.3390/nu3050574. [PMID: 22254112] - Troy Cellmer, Marco Buscaglia, Eric R Henry, James Hofrichter, William A Eaton. Making connections between ultrafast protein folding kinetics and molecular dynamics simulations.
Proceedings of the National Academy of Sciences of the United States of America.
2011 Apr; 108(15):6103-8. doi:
10.1073/pnas.1019552108. [PMID: 21441105] - Jan Pícha, Radek Liboska, Miloš Buděšínský, Jiři Jiráček, Małgorzata Pawełczak, Artur Mucha. Unusual activity pattern of leucine aminopeptidase inhibitors based on phosphorus containing derivatives of methionine and norleucine.
Journal of enzyme inhibition and medicinal chemistry.
2011 Apr; 26(2):155-61. doi:
10.3109/14756366.2010.482047. [PMID: 20578976] - Guang-Hui Zhao, Miao-Tao Zhang, Li-Hui Lei, Chuan-Chuan Shang, Duo-Yao Cao, Ting-Ting Tian, Jie Li, Jun-Yan Xu, Yun-liang Yao, De-Kun Chen, Xing-Quan Zhu. Seroprevalence of Toxoplasma gondii infection in dairy goats in Shaanxi Province, Northwestern China.
Parasites & vectors.
2011 Apr; 4(?):47. doi:
10.1186/1756-3305-4-47. [PMID: 21457538] - David J Buttle, Jerzy M Behnke, Yvonne Bartley, Hany M Elsheikha, David J Bartley, Martin C Garnett, Alison A Donnan, Frank Jackson, Ann Lowe, Ian R Duce. Oral dosing with papaya latex is an effective anthelmintic treatment for sheep infected with Haemonchus contortus.
Parasites & vectors.
2011 Mar; 4(?):36. doi:
10.1186/1756-3305-4-36. [PMID: 21406090] - Debra A Schmidt, Robyn B Barbiers, Mark R Ellersieck, Ray L Ball, Elizabeth A Koutsos, Mark E Griffin, Douw Grobler, Scott B Citino, Mitchell Bush. Serum chemistry comparisons between captive and free-ranging giraffes (Giraffa camelopardalis).
Journal of zoo and wildlife medicine : official publication of the American Association of Zoo Veterinarians.
2011 Mar; 42(1):33-9. doi:
10.1638/2009-0218.1. [PMID: 22946367] - L M FitzGerald, M T Fletcher, A E H Paul, C S Mansfield, A J O'Hara. Hepatotoxicosis in dogs consuming a diet of camel meat contaminated with indospicine.
Australian veterinary journal.
2011 Mar; 89(3):95-100. doi:
10.1111/j.1751-0813.2010.00684.x. [PMID: 21323657] - Lingbin Wang, Jingsheng Fan, Mingju Yu, Shuangyan Zheng, Yongju Zhao. Association of goat (Capra hircus) CD4 gene exon 6 polymorphisms with ability of sperm internalizing exogenous DNA.
Molecular biology reports.
2011 Mar; 38(3):1621-8. doi:
10.1007/s11033-010-0272-2. [PMID: 20927596] - Natalia Soto-Barrientos, Jaqueline de Oliveira, Rommel Vega-Obando, Danilo Montero-Caballero, Bernardo Vargas, Jorge Hernández-Gamboa, Claudio Orozco-Solano. In-vitro predatory activity of nematophagous fungi from Costa Rica with potential use for controlling sheep and goat parasitic nematodes.
Revista de biologia tropical.
2011 Mar; 59(1):37-52. doi:
10.15517/rbt.v59i1.3177. [PMID: 21513192] - Stefania A Nottola, Sandra Cecconi, Serena Bianchi, Cecilia Motta, Gianna Rossi, Maria A Continenza, Guido Macchiarelli. Ultrastructure of isolated mouse ovarian follicles cultured in vitro.
Reproductive biology and endocrinology : RB&E.
2011 Jan; 9(?):3. doi:
10.1186/1477-7827-9-3. [PMID: 21232101] - Sarah Rebecca Porter, Guy Czaplicki, Jacques Mainil, Raphaël Guattéo, Claude Saegerman. Q Fever: current state of knowledge and perspectives of research of a neglected zoonosis.
International journal of microbiology.
2011; 2011(?):248418. doi:
10.1155/2011/248418. [PMID: 22194752] - M C Agrawal, V G Rao. Indian schistosomes: a need for further investigations.
Journal of parasitology research.
2011; 2011(?):250868. doi:
10.1155/2011/250868. [PMID: 22132307] - Jan-Willem de Kraker, Jonathan Gershenzon. From amino acid to glucosinolate biosynthesis: protein sequence changes in the evolution of methylthioalkylmalate synthase in Arabidopsis.
The Plant cell.
2011 Jan; 23(1):38-53. doi:
10.1105/tpc.110.079269. [PMID: 21205930] - Amy Curran, Ing-Feng Chang, Chia-Lun Chang, Shilpi Garg, Rodriguez Milla Miguel, Yoshimi D Barron, Ying Li, Shawn Romanowsky, John C Cushman, Michael Gribskov, Alice C Harmon, Jeffrey F Harper. Calcium-dependent protein kinases from Arabidopsis show substrate specificity differences in an analysis of 103 substrates.
Frontiers in plant science.
2011; 2(?):36. doi:
10.3389/fpls.2011.00036. [PMID: 22645532] - Kousuke Hanada, Yuji Sawada, Takashi Kuromori, Romy Klausnitzer, Kazuki Saito, Tetsuro Toyoda, Kazuo Shinozaki, Wen-Hsiung Li, Masami Yokota Hirai. Functional compensation of primary and secondary metabolites by duplicate genes in Arabidopsis thaliana.
Molecular biology and evolution.
2011 Jan; 28(1):377-82. doi:
10.1093/molbev/msq204. [PMID: 20736450] - Rafik Balti, Ali Bougatef, Nedra El Hadj Ali, Naourez Ktari, Kemel Jellouli, Naima Nedjar-Arroume, Pascal Dhulster, Moncef Nasri. Comparative Study on Biochemical Properties and Antioxidative Activity of Cuttlefish (Sepia officinalis) Protein Hydrolysates Produced by Alcalase and Bacillus licheniformis NH1 Proteases.
Journal of amino acids.
2011; 2011(?):107179. doi:
10.4061/2011/107179. [PMID: 22312455] - D Allan Butterfield, Rukhsana Sultana. Methionine-35 of aβ(1-42): importance for oxidative stress in Alzheimer disease.
Journal of amino acids.
2011; 2011(?):198430. doi:
10.4061/2011/198430. [PMID: 22312456] - Valérie Carraro, Anne-Catherine Maurin, Sarah Lambert-Langlais, Julien Averous, Cédric Chaveroux, Laurent Parry, Céline Jousse, Daima Ord, Tõnis Ord, Pierre Fafournoux, Alain Bruhat. Amino acid availability controls TRB3 transcription in liver through the GCN2/eIF2α/ATF4 pathway.
PloS one.
2010 Dec; 5(12):e15716. doi:
10.1371/journal.pone.0015716. [PMID: 21203563] - Evelyn Rabelo Andrade, Poul Maddox-Hyttel, Fernanda Da Cruz Landim-Alvarenga, José Roberto Viana Silva, Amauri Alcindo Alfieri, Marcelo Marcondes Seneda, José Ricardo Figueiredo, Ricardo Toniolli. Ultrastructure of Sheep Primordial Follicles Cultured in the Presence of Indol Acetic Acid, EGF, and FSH.
Veterinary medicine international.
2010 Dec; 2011(?):670987. doi:
10.4061/2011/670987. [PMID: 21188166] - A Zidi, J M Serradilla, J Jordana, J Carrizosa, B Urrutia, O Polvillo, P González-Redondo, D Gallardo, M Amills, V M Fernández-Cabanás. Polymorphism of the caprine malic enzyme 1 ( ME1) gene and its association with milk quality traits in Murciano-Granadina goats.
Animal : an international journal of animal bioscience.
2010 Dec; 4(12):1953-7. doi:
10.1017/s1751731110001230. [PMID: 22445368] - M Adil Khan, Joel Moktar, Patrick J Mott, Mary Vu, Aaron H McKie, Thomas Pinter, Fraser Hof, Russell E Bishop. Inscribing the perimeter of the PagP hydrocarbon ruler by site-specific chemical alkylation.
Biochemistry.
2010 Oct; 49(42):9046-57. doi:
10.1021/bi1011496. [PMID: 20853818] - Antonio Ruiz, Jan Hillern Behrendt, Horst Zahner, Carlos Hermosilla, Davinia Pérez, Lorena Matos, Maria del Carmen Muñoz, José Manuel Molina, Anja Taubert. Development of Eimeria ninakohlyakimovae in vitro in primary and permanent cell lines.
Veterinary parasitology.
2010 Oct; 173(1-2):2-10. doi:
10.1016/j.vetpar.2010.05.023. [PMID: 20594648] - Chun-Lei Zhang, Xue-Yuan Gao, Ru-Ying Shao, Yan-Hong Wang, Xing-Tang Fang, Hong Chen. Stearoyl-CoA desaturase (SCD) gene polymorphism in goat breeds.
Biochemical genetics.
2010 Oct; 48(9-10):822-8. doi:
10.1007/s10528-010-9363-y. [PMID: 20628806] - Elizaveta Kon, Giuseppe Filardo, Marco Delcogliano, Milena Fini, Francesca Salamanna, Gianluca Giavaresi, Ivan Martin, Maurilio Marcacci. Platelet autologous growth factors decrease the osteochondral regeneration capability of a collagen-hydroxyapatite scaffold in a sheep model.
BMC musculoskeletal disorders.
2010 Sep; 11(?):220. doi:
10.1186/1471-2474-11-220. [PMID: 20875101] - Hong Tian, Yan Chen, Jinyan Wu, Youjun Shang, Xiangtao Liu. Serodiagnosis of sheeppox and goatpox using an indirect ELISA based on synthetic peptide targeting for the major antigen P32.
Virology journal.
2010 Sep; 7(?):245. doi:
10.1186/1743-422x-7-245. [PMID: 20854693] - Sujoy Das, Sudipta Saha, Gopal Chandra Majumder, Sandhya Rekha Dungdung. Purification and characterization of a sperm motility inhibiting factor from caprine epididymal plasma.
PloS one.
2010 Aug; 5(8):e12039. doi:
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Transgenic research.
2010 Aug; 19(4):563-74. doi:
10.1007/s11248-009-9334-4. [PMID: 19847666] - Laurence Bernard, Julien Mouriot, Jacques Rouel, Frédéric Glasser, Pierre Capitan, Estelle Pujos-Guillot, Jean-Michel Chardigny, Yves Chilliard. Effects of fish oil and starch added to a diet containing sunflower-seed oil on dairy goat performance, milk fatty acid composition and in vivo delta9-desaturation of [13C]vaccenic acid.
The British journal of nutrition.
2010 Aug; 104(3):346-54. doi:
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The Journal of nutrition.
2010 Aug; 140(8):1418-24. doi:
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Memorias do Instituto Oswaldo Cruz.
2010 Aug; 105(5):698-705. doi:
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The British journal of nutrition.
2010 Aug; 104(3):374-81. doi:
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Nutrition & metabolism.
2010 Jul; 7(?):58. doi:
10.1186/1743-7075-7-58. [PMID: 20626909] - Kaiying Guo, Yi-Hao Yu, Jue Hou, Yiying Zhang. Chronic leucine supplementation improves glycemic control in etiologically distinct mouse models of obesity and diabetes mellitus.
Nutrition & metabolism.
2010 Jul; 7(?):57. doi:
10.1186/1743-7075-7-57. [PMID: 20624298] - Caitriona M Guinane, Nouri L Ben Zakour, Maria A Tormo-Mas, Lucy A Weinert, Bethan V Lowder, Robyn A Cartwright, Davida S Smyth, Cyril J Smyth, Jodi A Lindsay, Katherine A Gould, Adam Witney, Jason Hinds, Jonathan P Bollback, Andrew Rambaut, José R Penadés, J Ross Fitzgerald. Evolutionary genomics of Staphylococcus aureus reveals insights into the origin and molecular basis of ruminant host adaptation.
Genome biology and evolution.
2010 Jul; 2(?):454-66. doi:
10.1093/gbe/evq031. [PMID: 20624747] - K J Shingfield, L Bernard, C Leroux, Y Chilliard. Role of trans fatty acids in the nutritional regulation of mammary lipogenesis in ruminants.
Animal : an international journal of animal bioscience.
2010 Jul; 4(7):1140-66. doi:
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European journal of nuclear medicine and molecular imaging.
2010 Jul; 37(7):1386-96. doi:
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