13,14-dihydro-15-keto-PGF2alpha (BioDeep_00000556544)
代谢物信息卡片
(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxooctyl)cyclopentyl]hept-5-enoic acid
化学式: C20H34O5 (354.24061140000003)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCCC(=O)CCC1C(CC(C1CC=CCCCC(=O)O)O)O
InChI: InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,16-19,22-23H,2-3,5-6,8-14H2,1H3,(H,24,25)/b7-4-/t16-,17-,18+,19-/m1/s1
描述信息
A prostaglandin Falpha obtained by formal oxidation of the 15-hydroxy group and hydrogenation of the 13,14-double bond of prostaglandin F2alpha.
同义名列表
数据库引用编号
6 个数据库交叉引用编号
- ChEBI: CHEBI:63976
- PubChem: 5283039
- Metlin: METLIN2293
- CAS: 27376-76-7
- MetaboLights: MTBLC63976
- RefMet: 13,14-Dihydro-15-keto-PGF2alpha
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)
0 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。
文献列表
- Eilidh M Wood, Kylie K Hornaday, Donna M Slater. Prostaglandins in biofluids in pregnancy and labour: A systematic review.
PloS one.
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Prostaglandins, leukotrienes, and essential fatty acids.
2020 03; 154(?):102059. doi:
10.1016/j.plefa.2020.102059. [PMID: 32014738] - Jéssica N Drum, Milo C Wiltbank, Pedro L J Monteiro, Alexandre B Prata, Rodrigo S Gennari, Caio A Gamarra, Aurea M O Canavessi, Roberto Sartori. Oxytocin-induced prostaglandin F2-alpha release is low in early bovine pregnancy but increases during the second month of pregnancy†.
Biology of reproduction.
2020 02; 102(2):412-423. doi:
10.1093/biolre/ioz169. [PMID: 31504199] - Bethan E Till, James A Huntington, Kirsty E Kliem, Jules Taylor-Pickard, Liam A Sinclair. Long term dietary supplementation with microalgae increases plasma docosahexaenoic acid in milk and plasma but does not affect plasma 13,14-dihydro-15-keto PGF2α concentration in dairy cows.
The Journal of dairy research.
2020 Feb; 87(1):14-22. doi:
10.1017/s002202991900102x. [PMID: 32046806] - F Mohtashamipour, E Dirandeh, Z Ansari-Pirsaraei, M G Colazo. Postpartum health disorders in lactating dairy cows and its associations with reproductive responses and pregnancy status after first timed-AI.
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2020 Jan; 141(?):98-104. doi:
10.1016/j.theriogenology.2019.09.017. [PMID: 31536862] - Tuire Tamminen, Lena Sahlin, Britt Masironi-Malm, Merja Dahlbom, Terttu Katila, Juhani Taponen, Outi Laitinen-Vapaavuori. Expression of uterine oxytocin receptors and blood progesterone, 13,14-dihydro-15-Keto-Prostaglandin F2α, and ionized calcium levels in dystocic bitches.
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2019 Sep; 135(?):38-45. doi:
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2018 Dec; 53(6):1396-1404. doi:
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2018 Feb; 107(?):78-84. doi:
10.1016/j.theriogenology.2017.10.045. [PMID: 29132038] - Beth M Roberts, Janine L Brown, David C Kersey, Rebecca J Snyder, Barbara S Durrant, Andrew J Kouba. Use of urinary 13,14, dihydro-15-keto-prostaglandin F2α (PGFM) concentrations to diagnose pregnancy and predict parturition in the giant panda (Ailuropoda melanolecua).
PloS one.
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2017 Sep; 99(?):79-89. doi:
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2015 Sep; 84(4):553-8. doi:
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Chemico-biological interactions.
2015 Jun; 234(?):105-13. doi:
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European heart journal.
2015 Jan; 36(4):238-43. doi:
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PloS one.
2015; 10(12):e0143958. doi:
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Antioxidants & redox signaling.
2014 Aug; 21(5):700-4. doi:
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Reproduction in domestic animals = Zuchthygiene.
2014 Aug; 49(4):641-647. doi:
10.1111/rda.12340. [PMID: 24889379] - M Dehnhard, S V Naidenko, K Jewgenow. Comparative metabolism of PGFM (13,14-dihydro-15-keto-PGF2α) in feces of felids.
Theriogenology.
2014 Mar; 81(5):733-43. doi:
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The Journal of reproduction and development.
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Theriogenology.
2013 Jul; 80(2):131-7. doi:
10.1016/j.theriogenology.2013.03.012. [PMID: 23628364] - Kazuyuki Kaneko, Makoto Nakamura, Reiichiro Sato. Influence of Trueperella pyogenes in uterus on corpus luteum lifespan in cycling cows.
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2013 Mar; 79(5):803-8. doi:
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2013 Mar; 79(4):616-24. doi:
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Animal reproduction science.
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Theriogenology.
2012 Apr; 77(6):1088-99. doi:
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2012 Mar; 13(1):67-71. doi:
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2012 Feb; 47(1):113-24. doi:
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Prostaglandins, leukotrienes, and essential fatty acids.
2012 Jan; 86(1-2):35-8. doi:
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2011 Dec; 46(6):1004-10. doi:
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Obesity (Silver Spring, Md.).
2011 Dec; 19(12):2404-10. doi:
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Biology of reproduction.
2011 Sep; 85(3):482-9. doi:
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2011 Jul; 76(2):361-73. doi:
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Animal reproduction science.
2011 Jun; 126(1-2):45-9. doi:
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2010 Dec; 122(3-4):253-8. doi:
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2010 Oct; 45(5):846-50. doi:
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Reproduction in domestic animals = Zuchthygiene.
2010 Oct; 45(5):881-7. doi:
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2010 Jun; 73(9):1244-56. doi:
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2010 Mar; 73(4):530-40. doi:
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2010 Feb; 45(1):55-62. doi:
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2009 Nov; 72(8):1032-40. doi:
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The British journal of nutrition.
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The British journal of nutrition.
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The British journal of nutrition.
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Animal reproduction science.
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2008 Sep; 70(4):595-611. doi:
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Domestic animal endocrinology.
2008 May; 34(4):411-8. doi:
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Theriogenology.
2008 Mar; 69(4):399-407. doi:
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Prostaglandins, leukotrienes, and essential fatty acids.
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Domestic animal endocrinology.
2007 Oct; 33(3):281-93. doi:
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Medicinal research reviews.
2007 Jul; 27(4):435-68. doi:
10.1002/med.20098. [PMID: 17191216] - Claus G Krenn, Göran Hedenstierna, Samar Basu, Stefan L Marklund, Josephine Hjoberg. Maintaining nitric oxide-induced airway relaxation with superoxide dismutase.
Nitric oxide : biology and chemistry.
2007 Jun; 16(4):419-24. doi:
10.1016/j.niox.2007.03.003. [PMID: 17459737] - E J Scholljegerdes, S L Lake, T R Weston, D C Rule, G E Moss, T M Nett, B W Hess. Fatty acid composition of plasma, medial basal hypothalamus, and uterine tissue in primiparous beef cows fed high-linoleate safflower seeds.
Journal of animal science.
2007 Jun; 85(6):1555-64. doi:
10.2527/jas.2005-732. [PMID: 17325123] - O J Ginther, L A Silva, R R Araujo, M A Beg. Temporal associations among pulses of 13,14-dihydro-15-keto-PGF2alpha, luteal blood flow, and luteolysis in cattle.
Biology of reproduction.
2007 Mar; 76(3):506-13. doi:
10.1095/biolreprod.106.057653. [PMID: 17151348] - Barbara Jana, Jan Kucharski, Anna Dzienis, Katarzyna Deptuła. Changes in prostaglandin production and ovarian function in gilts during endometritis induced by Escherichia coli infection.
Animal reproduction science.
2007 Jan; 97(1-2):137-50. doi:
10.1016/j.anireprosci.2006.01.002. [PMID: 16473483] - A R Heravi Moussavi, R O Gilbert, T R Overton, D E Bauman, W R Butler. Effects of feeding fish meal and n-3 fatty acids on ovarian and uterine responses in early lactating dairy cows.
Journal of dairy science.
2007 Jan; 90(1):145-54. doi:
10.3168/jds.s0022-0302(07)72616-4. [PMID: 17183083] - Katrin Kuhnt, Andreas Wagner, Jana Kraft, Samar Basu, Gerhard Jahreis. Dietary supplementation with 11trans- and 12trans-18:1 and oxidative stress in humans.
The American journal of clinical nutrition.
2006 Nov; 84(5):981-8. doi:
10.1093/ajcn/84.5.981. [PMID: 17093147] - A Dhali, D P Mishra, A Mech, M Karunakaran, C Rajkhowa. Role of LH and prostaglandin F2alpha on the development and regression of corpus luteum in mithun (Bos frontalis) estrous cycle.
General and comparative endocrinology.
2006 Nov; 149(2):173-81. doi:
10.1016/j.ygcen.2006.05.014. [PMID: 16828092] - Z Gajewski, R Thun, R Faundez, B Pawliński. The influence of alpha-adrenergic receptors stimulator and blockers and beta-blocker on the ovary and endocrinological activity in heifers during superovulation.
Journal of physiology and pharmacology : an official journal of the Polish Physiological Society.
2006 Nov; 57 Suppl 8(?):173-88. doi:
NULL. [PMID: 17242481] - Marcelo Rezende Luz, Claudia Maria Bertan, Mario Binelli, Maria Denise Lopes. Plasma concentrations of 13,14-dihydro-15-keto prostaglandin F2-alpha (PGFM), progesterone and estradiol in pregnant and nonpregnant diestrus cross-bred bitches.
Theriogenology.
2006 Oct; 66(6-7):1436-41. doi:
10.1016/j.theriogenology.2006.01.036. [PMID: 16464490] - Francis Fieni, Jacques Martal, Pierre Guy Marnet, Brigitte Siliart, Franck Guittot. Clinical, biological and hormonal study of mid-pregnancy termination in cats with aglepristone.
Theriogenology.
2006 Oct; 66(6-7):1721-8. doi:
10.1016/j.theriogenology.2006.02.026. [PMID: 16563487] - T H Khan, N F G Beck, G E Mann, M Khalid. Effect of post-mating GnRH analogue (buserelin) treatment on PGF2alpha release in ewes and ewe lambs.
Animal reproduction science.
2006 Sep; 95(1-2):107-15. doi:
10.1016/j.anireprosci.2005.09.010. [PMID: 16257149] - Mitsuhiro Sakase, Noritoshi Kawate, Chikara Nakagawa, Moriyuki Fukushima, Masanobu Noda, Kazushi Takeda, Satoru Ueno, Toshio Inaba, Kayoko Kida, Hiromichi Tamada, Tsutomu Sawada. Inhibitory effects of CIDR-based ovulation-synchronization protocols on uterine PGF2alpha secretion at the following luteal phase in early postpartum non-cycling beef cows.
The Journal of reproduction and development.
2006 Aug; 52(4):497-502. doi:
10.1262/jrd.17108. [PMID: 16627952] - Mohan Mondal, H H D Meyer, Chandan Rajkhowa, B S Prakash. Highly sensitive second antibody format enzymeimmunoassay for determination of 13,14-dihydro-15-keto-PGF2alpha in blood plasma of mithun (Bos frontalis).
Prostaglandins & other lipid mediators.
2006 Jul; 80(1-2):100-9. doi:
10.1016/j.prostaglandins.2006.05.008. [PMID: 16846791] - Johanna Helmersson, Samar Basu. Intra-day variation of in vivo prostaglandin F2alpha formation in healthy subjects.
Prostaglandins & other lipid mediators.
2006 Jul; 80(1-2):93-9. doi:
10.1016/j.prostaglandins.2006.05.007. [PMID: 16846790] - G E Mann, G E Lamming. Timing of prostaglandin F(2alpha) release episodes and oxytocin receptor development during luteolysis in the cow.
Animal reproduction science.
2006 Jul; 93(3-4):328-36. doi:
10.1016/j.anireprosci.2005.08.005. [PMID: 16533579] - F Janett, L Aebi, D Burger, I Imboden, M Hässig, H Kindahl, R Thun. Influence of vedaprofen (Quadrisol) on quality and freezability of stallion semen.
Theriogenology.
2005 Nov; 64(8):1867-77. doi:
10.1016/j.theriogenology.2005.04.013. [PMID: 15955550] - D P Mishra, B S Prakash. Validation of a 13,14-dihydro-15-keto-PGF(2alpha) enzymeimmunoassay and its application for reproductive health monitoring in postpartum buffaloes.
Animal reproduction science.
2005 Nov; 90(1-2):85-94. doi:
10.1016/j.anireprosci.2005.02.003. [PMID: 16257598] - A Franczak, R Ciereszko, G Kotwica. Oxytocin (OT) action in uterine tissues of cyclic and early pregnant gilts: OT receptors concentration, prostaglandin F(2)alpha secretion, and phosphoinositide hydrolysis.
Animal reproduction science.
2005 Sep; 88(3-4):325-39. doi:
10.1016/j.anireprosci.2004.12.011. [PMID: 16143221] - Yoshio Uehara, Rie Taguchi. [Prostaglandin F2alpha].
Nihon rinsho. Japanese journal of clinical medicine.
2005 Aug; 63 Suppl 8(?):10-3. doi:
NULL. [PMID: 16149438] - A Miyamoto, K Shirasuna, M P B Wijayagunawardane, S Watanabe, M Hayashi, D Yamamoto, M Matsui, T J Acosta. Blood flow: a key regulatory component of corpus luteum function in the cow.
Domestic animal endocrinology.
2005 Aug; 29(2):329-39. doi:
10.1016/j.domaniend.2005.03.011. [PMID: 15888379] - Johanna Helmersson, Johan Arnlöv, Bengt Vessby, Anders Larsson, Georg Alfthan, Samar Basu. Serum selenium predicts levels of F2-isoprostanes and prostaglandin F2alpha in a 27 year follow-up study of Swedish men.
Free radical research.
2005 Jul; 39(7):763-70. doi:
10.1080/10715760500108513. [PMID: 16036356] - Z Cheng, M Elmes, S E Kirkup, E C Chin, D R E Abayasekara, D C Wathes. The effect of a diet supplemented with the n-6 polyunsaturated fatty acid linoleic acid on prostaglandin production in early- and late-pregnant ewes.
The Journal of endocrinology.
2005 Jan; 184(1):165-78. doi:
10.1677/joe.1.05910. [PMID: 15642793] - Osamu Ishihara, Masatoshi Hayashi, Hiroyuki Osawa, Koichi Kobayashi, Satoru Takeda, Bengt Vessby, Samar Basu. Isoprostanes, prostaglandins and tocopherols in pre-eclampsia, normal pregnancy and non-pregnancy.
Free radical research.
2004 Sep; 38(9):913-8. doi:
10.1080/10715760412331273421. [PMID: 15621708] - Gregory L Sample, Dianna M Blackwell, Stephanie L Kubotsu, Mark A Mirando. Endocrine secretion of prostaglandin F2alpha in cyclic gilts is decreased by intrauterine administration of exogenous oxytocin.
Animal reproduction science.
2004 Sep; 84(3-4):395-406. doi:
10.1016/j.anireprosci.2004.02.006. [PMID: 15302381] - Koumei Shirasuna, Hitomi Asaoka, Tomas J Acosta, Missaka P B Wijayagunawardane, Masayuki Ohtani, Ken-Go Hayashi, Motozumi Matsui, Akio Miyamoto. Real-time dynamics of prostaglandin F2alpha release from uterus and corpus luteum during spontaneous luteolysis in the cow.
Reproduction (Cambridge, England).
2004 Aug; 128(2):189-95. doi:
10.1530/rep.1.00183. [PMID: 15280558] - Kirsti Berg, Rune Wiseth, Kristian Bjerve, Heidi Brurok, Sigurd Gunnes, Sissel Skarra, Per Jynge, Samar Basu. Oxidative stress and myocardial damage during elective percutaneous coronary interventions and coronary angiography. A comparison of blood-borne isoprostane and troponin release.
Free radical research.
2004 May; 38(5):517-25. doi:
10.1080/10715760410001688339. [PMID: 15293560] - Johannes Handler, Andrea Wüstenhagen, Dieter Schams, Hans Kindahl, Christine Aurich. Estrous cycle characteristics, luteal function, secretion of oxytocin (OT) and plasma concentrations of 15-keto-13,14-dihydro-PGF2alpha (PGF2alpha-metabolite) after administration of low doses of prostaglandin F2alpha (PGF2alpha) in pony mares.
Theriogenology.
2004 May; 61(7-8):1573-82. doi:
10.1016/j.theriogenology.2003.09.005. [PMID: 15036986] - Johanna Helmersson, Bengt Vessby, Anders Larsson, Samar Basu. Association of type 2 diabetes with cyclooxygenase-mediated inflammation and oxidative stress in an elderly population.
Circulation.
2004 Apr; 109(14):1729-34. doi:
10.1161/01.cir.0000124718.99562.91. [PMID: 15037525] - R Mattos, C R Staples, A Arteche, M C Wiltbank, F J Diaz, T C Jenkins, W W Thatcher. The effects of feeding fish oil on uterine secretion of PGF2alpha, milk composition, and metabolic status of periparturient Holstein cows.
Journal of dairy science.
2004 Apr; 87(4):921-32. doi:
10.3168/jds.s0022-0302(04)73236-1. [PMID: 15259226] - K L Willenburg, R V Knox, R N Kirkwood. Effect of estrogen formulation and its site of deposition on serum PGFM concentrations, uterine contractility, and time of ovulation in artificially inseminated weaned sows.
Animal reproduction science.
2004 Jan; 80(1-2):147-56. doi:
10.1016/s0378-4320(03)00155-6. [PMID: 15036523] - Barbara Jana, Jan Kucharski, Adam J Ziecik. Effect of intrauterine infusion of Escherichia coli on hormonal patterns in gilts during the oestrous cycle.
Reproduction, nutrition, development.
2004 Jan; 44(1):37-48. doi:
10.1051/rnd:2004013. [PMID: 15189009] - José-Alfonso Abecia, Fernando Forcada, José-Antonio Valares, Olga Zúñiga, Hans Kindahl. Effect of exogenous melatonin on in vivo and in vitro prostaglandin secretion in Rasa Aragonesa ewes.
Theriogenology.
2003 Oct; 60(7):1345-55. doi:
10.1016/s0093-691x(03)00168-7. [PMID: 14511787] - I M Sheldon, D E Noakes, M Bayliss, H Dobson. The effect of oestradiol on postpartum uterine involution in sheep.
Animal reproduction science.
2003 Sep; 78(1-2):57-70. doi:
10.1016/s0378-4320(03)00048-4. [PMID: 12753783] - Durga Prasad Mishra, H H D Meyer, B S Prakash. Validation of a sensitive enzymeimmunoassay for 13,14-dihydro-15-keto-PGF2alpha in buffalo plasma and its application for reproductive health status monitoring.
Animal reproduction science.
2003 Sep; 78(1-2):33-46. doi:
10.1016/s0378-4320(03)00047-2. [PMID: 12753781] - X L Liu, L Wiklund, A Nozari, S Rubertsson, S Basu. Differences in cerebral reperfusion and oxidative injury after cardiac arrest in pigs.
Acta anaesthesiologica Scandinavica.
2003 Sep; 47(8):958-67. doi:
10.1034/j.1399-6576.2003.00189.x. [PMID: 12904187] - Jean-Claude Schellenberg, Alistair W Stewart, Vladimir Pliska. Uterine contractile response to the graded infusion of oxytocin in guinea pigs near term.
American journal of obstetrics and gynecology.
2003 Jul; 189(1):201-7. doi:
10.1067/mob.2003.438. [PMID: 12861163] - L Mateus, L Lopes da Costa, P Diniz, A J Ziecik. Relationship between endotoxin and prostaglandin (PGE2 and PGFM) concentrations and ovarian function in dairy cows with puerperal endometritis.
Animal reproduction science.
2003 Apr; 76(3-4):143-54. doi:
10.1016/s0378-4320(02)00248-8. [PMID: 12586488]