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亚麻酸 (α-Lnn), FFA1 受体激动剂;FFA4 受体激动剂

48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
L105575-500mg
 500mg 现货 Stock Image
L105575-1g
 1g 现货 Stock Image
L105575-5g
 5g 现货 Stock Image
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Akt (179) PI3K (243) PI3K/Akt/mTOR (764)
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基本描述

别名 α-亚麻酸 | α-Lnn
英文别名 C18:3 | cis,cis,cis-9,12,15-Octadecatrienoic acid | cis-9, cis-12, cis-15-octadecatrienoic acid | 18:3(N-3) | 806 - Fish oil supplement | CCRIS 656 | DTXCID905506 | HMS1361E18 | IDI1_033846 | alpha-Linolenic acid; ALA; cis-alpha-Linolenic acid | LINOLENIC
规格或纯度 Moligand™, ≥99%
英文名称 Linolenic acid (α-Lnn)
生化机理 一种ω-3 脂肪酸，是二十碳五烯酸（EPA）的前体，但不是二十二碳六烯酸。女性的转化率高于男性，相反，男性的β氧化代谢率高于女性。
储存温度 -20°C储存,充氩
运输条件 超低温冰袋运输
作用类型 激动剂
作用机制 FFA1 受体激动剂;FFA4 受体激动剂
产品介绍

以甘油酯的形式存在于亚麻子油、苏子油等干性油中。不溶于水，溶于许多有机溶剂。氢化时先变为油酸、亚油酸和其异构体，再变为硬脂酸。加热时即聚合，因此亚麻油具有较快的干燥性能。用于医药和生物化学研究。

α-Linolenic Acid (ALA), an 18 carbon polyunsaturated essential fatty acid, has been found to exert in vitro anti-inflammatory effects in murine intestine. Mechanistic studies suggest that this compound decreases TNFα (tumor necrosis factor-α) secretion levels as well as NF-κB activation. Additionally, ALA has been noted to be a reactive oxygen species scavenger that temporarily improves cell proliferation. Further experiments report that an increase in ALA levels seems to be correlated inversely with plasma IL-6 (interleukin-6) soluble receptor levels.
纯度 ≥99%

关联靶点（人）

FFAR4 Tchem 游离脂肪酸受体4(Free fatty acid receptor 4) (2 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
FFAR1 Tchem 游离脂肪酸受体1(Free fatty acid receptor 1) (0 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
NR1I2 Tchem 核受体亚家族 1 第 I 组成员 2(Nuclear receptor subfamily 1 group I member 2) (1 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
PPARA Tclin 过氧化物酶体增殖激活受体α(Peroxisome proliferator-activated receptor alpha) (1 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
NR3C1 Tclin Glucocorticoid receptor (14987 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
ADRB2 Tclin Beta-2 adrenergic receptor (11824 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
ADRB1 Tclin Beta-1 adrenergic receptor (6630 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
VDR Tclin Vitamin D receptor (26531 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CYP19A1 Tclin Cytochrome P450 19A1 (6099 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
DRD2 Tclin Dopamine D2 receptor (23596 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
CNR1 Tclin Cannabinoid CB1 receptor (20913 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
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
HRH2 Tclin Histamine H2 receptor (5428 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HTR2A Tclin Serotonin 2a (5-HT2a) receptor (14758 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HTR2C Tclin Serotonin 2c (5-HT2c) receptor (11471 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
AVPR2 Tclin Vasopressin V2 receptor (2912 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
AGTR1 Tclin Type-1 angiotensin II receptor (5176 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
PTGS2 Tclin Cyclooxygenase-2 (13999 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HRH1 Tclin Histamine H1 receptor (7573 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
PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
AVPR1A Tclin Vasopressin V1a receptor (5412 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OPRD1 Tclin Delta opioid receptor (15096 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
OPRK1 Tclin Kappa opioid receptor (16155 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HTR3A Tclin Serotonin 3a (5-HT3a) receptor (3366 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
GRIN1 Tclin Glutamate (NMDA) receptor subunit zeta 1 (122 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
KCNH2 Tclin HERG (29587 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
SLC29A1 Tclin Equilibrative nucleoside transporter 1 (1711 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ADRA2B Tclin Alpha-2b adrenergic receptor (4412 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ADRA2C Tclin Alpha-2c adrenergic receptor (4876 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CHRM3 Tclin Muscarinic acetylcholine receptor M3 (7750 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
EDNRA Tclin Endothelin receptor ET-A (5008 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ADORA2A Tclin Adenosine A2a receptor (16305 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
RXRA Tclin Retinoid X receptor alpha (3637 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ADORA3 Tchem Adenosine A3 receptor (15931 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）

PLA2G1B Phospholipase A2 group 1B (227 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ampC Beta-lactamase AmpC (62480 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Npy1r Neuropeptide Y receptor type 1 (8 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Trypsin (394 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Cruzipain (33337 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Cckar Cholecystokinin A receptor (90 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Pde4d Phosphodiesterase 4D (4 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Ppard Peroxisome proliferator-activated receptor delta (358 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Pseudomonas aeruginosa (123386 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Staphylococcus aureus (210822 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Staphylococcus epidermidis (22802 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Escherichia coli (133304 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Enterococcus hirae (484 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Bacillus subtilis (32866 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mycobacterium tuberculosis (203094 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mycolicibacterium smegmatis (8003 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Plasmodium falciparum (966862 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mus musculus (284745 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Hepatitis C virus (23859 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
RAW264.7 (28094 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
RBL-2H3 (1162 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
BV-2 (3710 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Lactuca sativa (1092 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
GCN5 Histone acetyltransferase GCN5 (89 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
pfk 6-phospho-1-fructokinase (7870 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Colletotrichum fragariae (147 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Colletotrichum gloeosporioides (560 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Coptotermes formosanus (677 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
TGR Thioredoxin glutathione reductase (28579 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Mapt Microtubule-associated protein tau (6 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Agrostis stolonifera (91 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
ffp 4'-phosphopantetheinyl transferase ffp (24982 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Nr1i2 Nuclear receptor subfamily 1 group I member 2 (14 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Colletotrichum acutatum (300 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

EC号 MFCD00065720
分子类型 小分子
IIUPAC Name (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid
INCHI 1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-
InChi Key DTOSIQBPPRVQHS-PDBXOOCHSA-N
Smiles CCC=CCC=CCC=CCCCCCCCC(=O)O
Isomeric SMILES CC/C=C\C/C=C\C/C=C\CCCCCCCC(=O)O
分子量 278.44
Beilstein号 2499
Reaxy-Rn 784281
Reaxys-RN link address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=784281&ln=

化学和物理性质

密度 0.91
敏感性 对光和空气敏感
折光率 1.48
闪点(℉) 235.4 °F
闪点(℃) 113 °C
沸点 230-232°C/1mmHg
熔点 -11°C
分子量 278.400 g/mol
XLogP3 5.900
氢键供体数Hydrogen Bond Donor Count 1
氢键受体数Hydrogen Bond Acceptor Count 2
可旋转键计数Rotatable Bond Count 13
精确质量Exact Mass 278.225 Da
单同位素质量Monoisotopic Mass 278.225 Da
拓扑极表面积Topological Polar Surface Area 37.300 Ų
重原子数Heavy Atom Count 20
形式电荷Formal Charge 0
复杂度Complexity 301.000
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 0
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 3
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 3
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性（GHS）

象形图 GHS07,   GHS08
信号词 Danger
WGK Germany 1
Merck Index 5506
个人防护装备 Eyeshields， Gloves

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批号(Lot Number) 证书类型 货号
F2509514 分析证书 L105575
F2509515 分析证书 L105575
F2509516 分析证书 L105575
B2506043 分析证书 L105575
J2323639 分析证书 L105575
J2323640 分析证书 L105575
D2303990 分析证书 L105575
D23031001 分析证书 L105575
D2303989 分析证书 L105575
H2507069 分析证书 L105575
J2210550 分析证书 L105575
J2210551 分析证书 L105575
J2210561 分析证书 L105575
B2215815 分析证书 L105575
B2215816 分析证书 L105575
B2215829 分析证书 L105575
B2215837 分析证书 L105575

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引用文献

1. Suzuki T, Igari S, Hirasawa A, Hata M, Ishiguro M, Fujieda H, Itoh Y, Hirano T, Nakagawa H, Ogura M et al..  (2008)  Identification of G protein-coupled receptor 120-selective agonists derived from PPARgamma agonists..  J Med Chem,  51  (23): (7640-4).  [PMID:19007110]
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4. Hua Huang,Yan Chen,Jin Ye.  (2007-11-16)  Inhibition of hepatitis C virus replication by peroxidation of arachidonate and restoration by vitamin E..  Proceedings of the National Academy of Sciences of the United States of America,  104  ((47)): (18666-18670).  [PMID:18003907]
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6. Joel A Simon,Yea-Hung Chen,Stephen Bent.  (2009-03-27)  The relation of alpha-linolenic acid to the risk of prostate cancer: a systematic review and meta-analysis..  The American journal of clinical nutrition,  89  ((5)): (1558S-1564S).  [PMID:19321563]
7. Gwendolyn Barceló-Coblijn,Eric J Murphy.  (2009-07-22)  Alpha-linolenic acid and its conversion to longer chain n-3 fatty acids: benefits for human health and a role in maintaining tissue n-3 fatty acid levels..  Progress in lipid research,  48  ((6)): (355-374).  [PMID:19619583]
8. Marion Carayol,Pascale Grosclaude,Cyrille Delpierre.  (2009-11-19)  Prospective studies of dietary alpha-linolenic acid intake and prostate cancer risk: a meta-analysis..  Cancer causes & control : CCC,  21  ((3)): (347-355).  [PMID:19921446]
9. N P Hessvik,S S Bakke,K Fredriksson,M V Boekschoten,A Fjørkenstad,G Koster,M K Hesselink,S Kersten,E T Kase,A C Rustan,G H Thoresen.  (2010-04-07)  Metabolic switching of human myotubes is improved by n-3 fatty acids..  Journal of lipid research,  51  ((8)): (2090-2104).  [PMID:20363834]
10. Arjen VanDoorn,Mario Kallenbach,Alejandro A Borquez,Ian T Baldwin,Gustavo Bonaventure.  (2010-08-11)  Rapid modification of the insect elicitor N-linolenoyl-glutamate via a lipoxygenase-mediated mechanism on Nicotiana attenuata leaves..  BMC plant biology,  10  (164-164).  [PMID:20696061]
11. Alan A Hennessy,R Paul Ross,Rosaleen Devery,Catherine Stanton.  (2010-12-17)  The health promoting properties of the conjugated isomers of α-linolenic acid..  Lipids,  46  ((2)): (105-119).  [PMID:21161605]
12. Sayako Maruo,Isoko Kuriyama,Kouji Kuramochi,Kazunori Tsubaki,Hiromi Yoshida,Yoshiyuki Mizushina.  (2011-09-10)  Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response..  Bioorganic & medicinal chemistry,  19  ((19)): (5803-5812).  [PMID:21903399]
13. Chunxiao Guo,Elena Rosoha,Malcolm B Lowry,Niels Borregaard,Adrian F Gombart.  (2012-07-31)  Curcumin induces human cathelicidin antimicrobial peptide gene expression through a vitamin D receptor-independent pathway..  The Journal of nutritional biochemistry,  24  ((5)): (754-759).  [PMID:22841393]
14. An Pan,Mu Chen,Rajiv Chowdhury,Jason H Y Wu,Qi Sun,Hannia Campos,Dariush Mozaffarian,Frank B Hu.  (2012-10-19)  α-Linolenic acid and risk of cardiovascular disease: a systematic review and meta-analysis..  The American journal of clinical nutrition,  96  ((6)): (1262-1273).  [PMID:23076616]
15. Joachim Molkentin.  (2012-12-04)  Applicability of organic milk indicators to the authentication of processed products..  Food chemistry,  137  ((1-4)): (25-30).  [PMID:23199986]
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