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L-甲硫氨酸

必需氨基酸。
105篇引用文献 COA COA
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货号 (SKU) 包装规格 是否现货 价格 数量
M101131-25g
 25g 现货 Stock Image
M101131-100g
 100g 现货 Stock Image
M101131-500g
 500g 现货 Stock Image
M101131-2.5kg
 2.5kg 现货 Stock Image
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Apoptosis (7108) Endogenous Metabolite (978) Metabolic Enzyme/Protease (4889) 代谢物 (8911)
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基本描述

别名 L-蛋氨酸, Met
英文别名 (35S)Methionine | carbon-11 methionine | L-2-Amino-4methylthiobutyric acid | METHIONINE [II] | L-Methionin | L-Methionine-34S | L-Methioninum | 1pg2 | Methionine [USAN:USP:INN:BAN] | MFCD00063097 | (2S)-2-amino-4-(methylsulfanyl)butanoic acid | METHIONINE
规格或纯度 无动物源, USP, JP, Moligand™, 欧洲药典（Ph.Eur）, 用于细胞培养, ≥99%
英文名称 L-Methionine
应用 An essential amino acid
储存温度 避光
运输条件 常规运输
备注 如果有可能，您尽量在使用的当天配置溶液，并在当天使用完它。但是，如果您需要预先配制储备溶液，我们建议您将溶液等份保存在-20°C的密封小瓶中。通常，它们最多可以使用一个月。在使用前和打开样品瓶之前，我们建议您让您的产品在室温下平衡至少1小时。需要更多关于溶解度，用法和处理的建议吗？请访问我们的常见问题（FAQ）页面以获取更多详细信息。
产品介绍

L-Methionine is an essential amino acid for human development, hepatoprotectant, acetominophen poisoning antidote, and urinary acidifier.An essential amino acid

L-Methionine is an essential amino acid for human development, hepatoprotectant, acetominophen poisoning antidote, and urinary acidifier.
An essential amino acid
纯度 ≥99%

关联靶点（人）

F2 Tclin Thrombin (11687 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ESR1 Tclin Estrogen receptor alpha (17718 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
PGR Tclin Progesterone receptor (8562 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ADRA2A Tclin Alpha-2a adrenergic receptor (9450 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
AR Tclin Androgen Receptor (11781 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
GABRA1 Tclin GABA receptor alpha-1 subunit (399 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
MAOA Tclin Monoamine oxidase A (11911 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
DRD1 Tclin Dopamine D1 receptor (9720 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
PTGS1 Tclin Cyclooxygenase-1 (9233 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SLC6A2 Tclin Norepinephrine transporter (10102 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ADORA1 Tclin Adenosine A1 receptor (17603 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SLC6A4 Tclin Serotonin transporter (12625 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ADRA1A Tclin Alpha-1a adrenergic receptor (8359 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OPRM1 Tclin Mu opioid receptor (19785 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
DRD3 Tclin Dopamine D3 receptor (14368 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SLC6A3 Tclin Dopamine transporter (10535 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
PDE3A Tclin Phosphodiesterase 3A (3309 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HTR2B Tclin Serotonin 2b (5-HT2b) receptor (10323 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
TBXA2R Tclin Thromboxane A2 receptor (5717 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
PDE4A Tclin Phosphodiesterase 4A (1943 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HRH3 Tclin Histamine H3 receptor (10389 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
FASN Tchem Fatty acid synthase (3390 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Homo sapiens (32628 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SLC7A5 Tchem L-type amino acid transporter 1 (388 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

关联靶点（其它种属）

Mat1a S-adenosylmethionine synthetase alpha and beta forms (31 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mat2a S-adenosylmethionine synthetase gamma form (83 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Hdac6 Histone deacetylase 6 (222 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Pkm Pyruvate kinase isozymes M1/M2 (66 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Ggt1 Gamma-glutamyltranspeptidase 1 (36 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Pyricularia grisea (1253 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Oryza sativa (2923 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
luxS S-ribosylhomocysteine lyase (12 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Slc16a10 Monocarboxylate transporter 10 (73 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mat1a S-adenosylmethionine synthetase (MAT 1 and MAT 2) (155 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Slc1a5 Amino acid transporter (271 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
SARS-CoV-2 (38078 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

PubChem SID 504751010
EC号 200-562-9
分子类型 小分子
IIUPAC Name (2S)-2-amino-4-methylsulfanylbutanoic acid
INCHI 1S/C5H11NO2S/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1
InChi Key FFEARJCKVFRZRR-BYPYZUCNSA-N
Smiles CSCC[C@H](N)C(O)=O
Isomeric SMILES CSCC[C@@H](C(=O)O)N
分子量 149.21
Beilstein号 1722294
Reaxy-Rn 1722294
Reaxys-RN link address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1722294&ln=

化学和物理性质

溶解性 Soluble in 1M HCl (50 mg/ml), and water (56.6 mg/ml at 25 °C). Insoluble in ethanol, acetone, and ether.
密度 1.206
敏感性 对光敏感
比旋光度 24° (C=8,HCl (1+1))
熔点 280-282°C
分子量 149.210 g/mol
XLogP3 -1.900
氢键供体数Hydrogen Bond Donor Count 2
氢键受体数Hydrogen Bond Acceptor Count 4
可旋转键计数Rotatable Bond Count 4
精确质量Exact Mass 149.051 Da
单同位素质量Monoisotopic Mass 149.051 Da
拓扑极表面积Topological Polar Surface Area 88.600 Ų
重原子数Heavy Atom Count 9
形式电荷Formal Charge 0
复杂度Complexity 97.000
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 1
未定义的原子立体中心计数Undefined Atom Stereocenter Count 0
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性（GHS）

信号词 Warning
危险声明

H315: 引起皮肤刺激

H319: 引起严重眼睛刺激

H335: 可能引起呼吸道刺激
预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P305+P351+P338: 如进入眼睛：用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出，取出隐形眼镜。继续冲洗。
WGK Germany 1
RTECS PD0457000
Merck Index 5975
个人防护装备 Eyeshields,Gloves,type N95 (US),type P1 (EN143) respirator filter

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批号(Lot Number) 证书类型 货号
L2108384 分析证书 M101131
L2109152 分析证书 M101131
F2526036 分析证书 M101131
F2526034 分析证书 M101131
I2519011 分析证书 M101131
H2211032 分析证书 M101131
I2202571 分析证书 M101131
I2202572 分析证书 M101131
I2202573 分析证书 M101131
I2202574 分析证书 M101131
J2228114 分析证书 M101131
B2310338 分析证书 M101131
B2310342 分析证书 M101131
K2413104 分析证书 M101131
I2420030 分析证书 M101131
G2225037 分析证书 M101131
D2320079 分析证书 M101131
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引用文献

1. Miya F et al..  (2015)  Gene expression profiling of DBA/2J mice cochleae treated with l-methionine and valproic acid..  Genom Data,  5  (323-5).  [PMID:26484279]
2. Zhang F, Bhat S, Gabelli SB, Chen X, Miller MS, Nacev BA, Cheng YL, Meyers DJ, Tenney K, Shim JS et al..  (2013)  Pyridinylquinazolines selectively inhibit human methionine aminopeptidase-1 in cells..  J Med Chem,  56  (10): (3996-4016).  [PMID:23634668]
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5. S Ishiwata,K Itoh,T Yamaguchi,N Ishida,M Mizugaki.  (1995-05-01)  Comparison of serum and urinary levels of modified nucleoside, 1-methyladenosine, in cancer patients using a monoclonal antibody-based inhibition ELISA..  The Tohoku journal of experimental medicine,  176  ((1)): (61-68).  [PMID:7482520]
6. Rose JC et al..  (2018)  Biofunctionalized aligned microgels provide 3D cell guidance to mimic complex tissue matrices..  Biomaterials,  163  (128-141).  [PMID:29459322]
7. Kockx M et al..  (2014)  Pharmacological inhibition of dynamin II reduces constitutive protein secretion from primary human macrophages..  PLoS One,  9  (10): (e111186).  [PMID:25347775]
8. Mark G Jones,Elizabeth Cooper,Saira Amjad,C Stewart Goodwin,Jeffrey L Barron,Ronald A Chalmers.  (2005-07-05)  Urinary and plasma organic acids and amino acids in chronic fatigue syndrome..  Clinica chimica acta; international journal of clinical chemistry,  361  ((1-2)): (150-158).  [PMID:15992788]
9. Ronald O Ball,Glenda Courtney-Martin,Paul B Pencharz.  (2006-05-17)  The in vivo sparing of methionine by cysteine in sulfur amino acid requirements in animal models and adult humans..  The Journal of nutrition,  136  ((6 Suppl)): (1682S-1693S).  [PMID:16702340]
10. Peter J Garlick.  (2006-05-17)  Toxicity of methionine in humans..  The Journal of nutrition,  136  ((6 Suppl)): (1722S-1725S).  [PMID:16702346]
11. David S Wishart,Michael J Lewis,Joshua A Morrissey,Mitchel D Flegel,Kevin Jeroncic,Yeping Xiong,Dean Cheng,Roman Eisner,Bijaya Gautam,Dan Tzur,Summit Sawhney,Fiona Bamforth,Russ Greiner,Liang Li.  (2008-05-27)  The human cerebrospinal fluid metabolome..  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences,  871  ((2)): (164-173).  [PMID:18502700]
12. Kevin Guo,Liang Li.  (2009-03-25)  Differential 12C-/13C-isotope dansylation labeling and fast liquid chromatography/mass spectrometry for absolute and relative quantification of the metabolome..  Analytical chemistry,  81  ((10)): (3919-3932).  [PMID:19309105]
13. Seok-Min Kang,Jong-Chul Park,Min-Jeong Shin,Hyeran Lee,Jaewon Oh,Do Hyun Ryu,Geum-Sook Hwang,Ji Hyung Chung.  (2010-12-21)  ¹H nuclear magnetic resonance based metabolic urinary profiling of patients with ischemic heart failure..  Clinical biochemistry,  44  ((4)): (293-299).  [PMID:21167146]
14. Olga Z Karicheva,Olga A Kolesnikova,Tom Schirtz,Mikhail Y Vysokikh,Anne-Marie Mager-Heckel,Anne Lombès,Abdeldjalil Boucheham,Igor A Krasheninnikov,Robert P Martin,Nina Entelis,Ivan Tarassov.  (2011-07-05)  Correction of the consequences of mitochondrial 3243A>G mutation in the MT-TL1 gene causing the MELAS syndrome by tRNA import into mitochondria..  Nucleic acids research,  39  ((18)): (8173-8186).  [PMID:21724600]
15. Satish C Kalhan,Susan E Marczewski.  (2012-03-16)  Methionine, homocysteine, one carbon metabolism and fetal growth..  Reviews in endocrine & metabolic disorders,  13  ((2)): (109-119).  [PMID:22418620]
16. Makoto Ohno,Yoshitaka Narita.  (2013-03-28)  A case of glioblastoma invasion clearly demonstrated on 11C-methionine positron emission tomography..  Japanese journal of clinical oncology,  43  ((4)): (448-448).  [PMID:23532491]
17. Margret Sauter,Barbara Moffatt,Maye Chin Saechao,Rüdiger Hell,Markus Wirtz.  (2013-03-29)  Methionine salvage and S-adenosylmethionine: essential links between sulfur, ethylene and polyamine biosynthesis..  The Biochemical journal,  451  ((2)): (145-154).  [PMID:23535167]
18. Peter W Lewis,Manuel M Müller,Matthew S Koletsky,Francisco Cordero,Shu Lin,Laura A Banaszynski,Benjamin A Garcia,Tom W Muir,Oren J Becher,C David Allis.  (2013-03-30)  Inhibition of PRC2 activity by a gain-of-function H3 mutation found in pediatric glioblastoma..  Science (New York, N.Y.),  340  ((6134)): (857-861).  [PMID:23539183]
19. Filipe Cabreiro,Catherine Au,Kit-Yi Leung,Nuria Vergara-Irigaray,Helena M Cochemé,Tahereh Noori,David Weinkove,Eugene Schuster,Nicholas D E Greene,David Gems.  (2013-04-02)  Metformin retards aging in C. elegans by altering microbial folate and methionine metabolism..  Cell,  153  ((1)): (228-239).  [PMID:23540700]
20. Victor Stollar,Virginia Mensah,Sandra Adams,Mei-Ling Li.  (2013-04-02)  Evolution of Sindbis virus with a low-methionine-resistant phenotype is dependent both on a pre-existing mutation and on the methionine concentration in the medium..  PloS one,  8  ((3)): (e60504-e60504).  [PMID:23544150]
21. Paula Dominguez-Salas,Sophie E Moore,Darren Cole,Kerry-Ann da Costa,Sharon E Cox,Roger A Dyer,Anthony J C Fulford,Sheila M Innis,Robert A Waterland,Steven H Zeisel,Andrew M Prentice,Branwen J Hennig.  (2013-04-12)  DNA methylation potential: dietary intake and blood concentrations of one-carbon metabolites and cofactors in rural African women..  The American journal of clinical nutrition,  97  ((6)): (1217-1227).  [PMID:23576045]
22. Tian You,Jingyu Lv,Liping Zhou.  (2013-04-18)  PON1 Q192R and L55M polymorphisms and organophosphate toxicity risk: a meta-analysis..  DNA and cell biology,  32  ((5)): (252-259).  [PMID:23590198]
23. Siddhesh S Kamat,Howard J Williams,Lawrence J Dangott,Mrinmoy Chakrabarti,Frank M Raushel.  (2013-04-26)  The catalytic mechanism for aerobic formation of methane by bacteria..  Nature,  497  ((7447)): (132-136).  [PMID:23615610]
24. Adrian Drazic,Haruko Miura,Jirka Peschek,Yan Le,Nina C Bach,Thomas Kriehuber,Jeannette Winter.  (2013-05-22)  Methionine oxidation activates a transcription factor in response to oxidative stress..  Proceedings of the National Academy of Sciences of the United States of America,  110  ((23)): (9493-9498).  [PMID:23690622]
25. Sreenivasa Maddineni,Sailendra Nichenametla,Raghu Sinha,Ronald P Wilson,John P Richie.  (2013-06-14)  Methionine restriction affects oxidative stress and glutathione-related redox pathways in the rat..  Experimental biology and medicine (Maywood, N.J.),  238  ((4)): (392-399).  [PMID:23760005]
26. Barbara E Hasek,Anik Boudreau,Jeho Shin,Daorong Feng,Matthew Hulver,Nancy T Van,Amanda Laque,Laura K Stewart,Kirsten P Stone,Desiree Wanders,Sujoy Ghosh,Jeffrey E Pessin,Thomas W Gettys.  (2013-06-27)  Remodeling the integration of lipid metabolism between liver and adipose tissue by dietary methionine restriction in rats..  Diabetes,  62  ((10)): (3362-3372).  [PMID:23801581]
27. Yuta Ishizuka,Naomasa Kakiya,Lee A Witters,Noriko Oshiro,Tomoaki Shirao,Hiroyuki Nawa,Nobuyuki Takei.  (2013-07-12)  AMP-activated protein kinase counteracts brain-derived neurotrophic factor-induced mammalian target of rapamycin complex 1 signaling in neurons..  Journal of neurochemistry,  127  ((1)): (66-77).  [PMID:23841933]
28. Ming-Li Tsai,Ryan G Hadt,Nicholas M Marshall,Tiffany D Wilson,Yi Lu,Edward I Solomon.  (2013-08-22)  Axial interactions in the mixed-valent CuA active site and role of the axial methionine in electron transfer..  Proceedings of the National Academy of Sciences of the United States of America,  110  ((36)): (14658-14663).  [PMID:23964128]
29. Sebastian M Harris,James C Davis,Scott E Snyder,Elizabeth R Butch,Amy L Vavere,Mehmet Kocak,Barry L Shulkin.  (2013-09-21)  Evaluation of the biodistribution of 11C-methionine in children and young adults..  Journal of nuclear medicine : official publication, Society of Nuclear Medicine,  54  ((11)): (1902-1908).  [PMID:24050936]
30. Eline van Meel,Daniel J Wegner,Paul Cliften,Marcia C Willing,Frances V White,Stuart Kornfeld,F Sessions Cole.  (2013-10-10)  Rare recessive loss-of-function methionyl-tRNA synthetase mutations presenting as a multi-organ phenotype..  BMC medical genetics,  14  (106-106).  [PMID:24103465]
31. Wonchull Kang,Se Hoon Hong,Hye Min Lee,Na Yeon Kim,Yun Chan Lim,Le Thi My Le,Bitna Lim,Hyun Chul Kim,Tae Yeon Kim,Hiroki Ashida,Akiho Yokota,Sang Soo Hah,Keun Ho Chun,Yong-Keun Jung,Jin Kuk Yang.  (2013-12-25)  Structural and biochemical basis for the inhibition of cell death by APIP, a methionine salvage enzyme..  Proceedings of the National Academy of Sciences of the United States of America,  111  ((1)): (E54-E61).  [PMID:24367089]
32. Adrian Drazic,Jeannette Winter.  (2014-01-15)  The physiological role of reversible methionine oxidation..  Biochimica et biophysica acta,  1844  ((8)): (1367-1382).  [PMID:24418392]
33. Renu Rajguru.  (2014-01-28)  Military aircrew and noise-induced hearing loss: prevention and management..  Aviation, space, and environmental medicine,  84  ((12)): (1268-1276).  [PMID:24459798]
34. Devinder Ubhi,Grace Kago,Arthur F Monzingo,Jon D Robertus.  (2014-02-15)  Structural analysis of a fungal methionine synthase with substrates and inhibitors..  Journal of molecular biology,  426  ((8)): (1839-1847).  [PMID:24524835]
35. Pooja Jha,Astrid Knopf,Harald Koefeler,Michaela Mueller,Carolin Lackner,Gerald Hoefler,Thierry Claudel,Michael Trauner.  (2014-03-07)  Role of adipose tissue in methionine-choline-deficient model of non-alcoholic steatohepatitis (NASH)..  Biochimica et biophysica acta,  1842  ((7)): (959-970).  [PMID:24594481]
36. Curtis O Green,Asha V Badaloo,Jean W Hsu,Carolyn Taylor-Bryan,Marvin Reid,Terrence Forrester,Farook Jahoor.  (2014-03-07)  Effects of randomized supplementation of methionine or alanine on cysteine and glutathione production during the early phase of treatment of children with edematous malnutrition..  The American journal of clinical nutrition,  99  ((5)): (1052-1058).  [PMID:24598154]
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