AI3-34793 (BioDeep_00000861354)

Main id: BioDeep_00000001087

 

PANOMIX_OTCML-2023


代谢物信息卡片


4-01-00-02141 (Beilstein Handbook Reference)

化学式: C6H12O (100.0888102)
中文名称: 叶醇
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC/C=C\CCO
InChI: InChI=1S/C6H12O/c1-2-3-4-5-6-7/h3-4,7H,2,5-6H2,1H3/b4-3-

描述信息

cis-3-Hexen-1-ol ((Z)-3-Hexen-1-ol) is a green grassy smelling compound found in many fresh fruits and vegetables. cis-3-Hexen-1-ol is widely used as an added flavor in processed food to provide a fresh green quality. cis-3-Hexen-1-ol is an attractant to various insects[1][2].
cis-3-Hexen-1-ol ((Z)-3-Hexen-1-ol) is a green grassy smelling compound found in many fresh fruits and vegetables. cis-3-Hexen-1-ol is widely used as an added flavor in processed food to provide a fresh green quality. cis-3-Hexen-1-ol is an attractant to various insects[1][2].

同义名列表

44 个代谢物同义名

4-01-00-02141 (Beilstein Handbook Reference); cis-3-Hexenol (natural); .beta.,.gamma.-Hexenol; 3-Hexen-1-ol, (3Z)-; 3-Hexen-1-ol, cis-; 3-Hexen-1-ol, (Z)-; beta-gamma-Hexenol; (3Z)-hex-3-en-1-ol; (Z)-Hex-3-en-1-ol; cis-Hex-3-en-1-ol; cis-3-Hexene-1-ol; (3Z)-3-Hexen-1-ol; EINECS 213-192-8; cis-3-Hexen-1-ol; 3-Hexenol, cis-; W256307_ALDRICH; W256323_ALDRICH; H12900_ALDRICH; Blatteralkohol; FEMA No. 2563; (Z)-3-HEXENOL; 3-(Z)-Hexenol; cis-3-hexenol; Leaf alcohol; LMFA05000059; 3-hexen-1-ol; beta-Hexenol; WLN: Q3U3 -C; ZINC04658605; Z-3-Hexenol; BRN 1719712; 53056_FLUKA; CHEBI:28857; HEXEN-30L-1; 3Z-hexenol; 95123-47-0; AI3-34793; SBB007739; 3-Hexenol; NSC 74451; NSC74451; 928-96-1; C08492; (Z)-3-Hexen-1-ol



数据库引用编号

10 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(2)

BioCyc(1)

PlantCyc(1)

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)

70 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

  • Yasuhiro Tanaka, Kenya Fujita, Minori Date, Bunta Watanabe, Kenji Matsui. Structure-activity relationship of volatile compounds that induce defense-related genes in maize seedlings. Plant signaling & behavior. 2023 Jul; ?(?):2234115. doi: 10.1080/15592324.2023.2234115. [PMID: 37454374]
  • Er-Tao Li, Han-Jia Wu, Jian-Hui Qin, Jing Luo, Ke-Bin Li, Ya-Zhong Cao, Shuai Zhang, Yu Peng, Jiao Yin. Involvement of Holotrichia parallela odorant-binding protein 3 in the localization of oviposition sites. International journal of biological macromolecules. 2023 May; ?(?):124744. doi: 10.1016/j.ijbiomac.2023.124744. [PMID: 37148950]
  • Gaia Stringari, Joan Villanueva, Antoni Rosell-Melé, Nuria Moraleda-Cibrián, Francesco Orsini, Gara Villalba, Xavier Gabarrell. Assessment of greenhouse emissions of the green bean through the static enclosure technique. The Science of the total environment. 2023 Feb; ?(?):162319. doi: 10.1016/j.scitotenv.2023.162319. [PMID: 36801412]
  • Yinyin Liao, Haibo Tan, Guotai Jian, Xiaochen Zhou, Luqiong Huo, Yongxia Jia, Lanting Zeng, Ziyin Yang. Herbivore-Induced (Z)-3-Hexen-1-ol is an Airborne Signal That Promotes Direct and Indirect Defenses in Tea (Camellia sinensis) under Light. Journal of agricultural and food chemistry. 2021 Nov; 69(43):12608-12620. doi: 10.1021/acs.jafc.1c04290. [PMID: 34677960]
  • Yunzhe Song, Changming Liu, Pumo Cai, Weibin Chen, Yaqing Guo, Jia Lin, Shufang Zhang. Host-Seeking Behavior of Aphidius gifuensis (Hymenoptera: Braconidae) Modulated by Chemical Cues Within a Tritrophic Context. Journal of insect science (Online). 2021 May; 21(3):. doi: 10.1093/jisesa/ieab036. [PMID: 34047335]
  • Qi Su, Fengbo Yang, Qinghe Zhang, Hong Tong, Yuan Hu, Xinyi Zhang, Wen Xie, Shaoli Wang, Qingjun Wu, Youjun Zhang. Defence priming in tomato by the green leaf volatile (Z)-3-hexenol reduces whitefly transmission of a plant virus. Plant, cell & environment. 2020 11; 43(11):2797-2811. doi: 10.1111/pce.13885. [PMID: 32955131]
  • Shuangling Hu, Qinghua Chen, Fei Guo, Mingle Wang, Hua Zhao, Yu Wang, Dejiang Ni, Pu Wang. (Z)-3-Hexen-1-ol accumulation enhances hyperosmotic stress tolerance in Camellia sinensis. Plant molecular biology. 2020 Jun; 103(3):287-302. doi: 10.1007/s11103-020-00992-2. [PMID: 32240472]
  • Aldo Tava, Elisa Biazzi, Domenico Ronga, Pinarosa Avato. Identification of the Volatile Components of Galium verum L. and Cruciata leavipes Opiz from the Western Italian Alps. Molecules (Basel, Switzerland). 2020 May; 25(10):. doi: 10.3390/molecules25102333. [PMID: 32429453]
  • Tingting Jing, Na Zhang, Ting Gao, Mingyue Zhao, Jieyang Jin, Yongxian Chen, Miaojing Xu, Xiaochun Wan, Wilfried Schwab, Chuankui Song. Glucosylation of (Z)-3-hexenol informs intraspecies interactions in plants: A case study in Camellia sinensis. Plant, cell & environment. 2019 04; 42(4):1352-1367. doi: 10.1111/pce.13479. [PMID: 30421786]
  • Adriano Lima, José Alberto Pereira, Ilton Baraldi, Ricardo Malheiro. Cooking impact in color, pigments and volatile composition of grapevine leaves (Vitis vinifera L. var. Malvasia Fina and Touriga Franca). Food chemistry. 2017 Apr; 221(?):1197-1205. doi: 10.1016/j.foodchem.2016.11.039. [PMID: 27979078]
  • Z-J Xin, X-W Li, L Bian, X-L Sun. Tea green leafhopper, Empoasca vitis, chooses suitable host plants by detecting the emission level of (3Z)-hexenyl acetate. Bulletin of entomological research. 2017 Feb; 107(1):77-84. doi: 10.1017/s000748531600064x. [PMID: 27444230]
  • Yuqian Zhang, Xiumin Fu, Feiyan Wang, Ziyin Yang. Spatial differences in (Z)-3-hexen-1-ol production preferentially reduces Spodoptera litura larva attack on the young leaves of Nicotiana benthamiana. Plant science : an international journal of experimental plant biology. 2016 Nov; 252(?):367-373. doi: 10.1016/j.plantsci.2016.08.016. [PMID: 27717473]
  • Ricardo Malheiro, Susana Casal, Sara C Cunha, Paula Baptista, José Alberto Pereira. Identification of leaf volatiles from olive (Olea europaea) and their possible role in the ovipositional preferences of olive fly, Bactrocera oleae (Rossi) (Diptera: Tephritidae). Phytochemistry. 2016 Jan; 121(?):11-9. doi: 10.1016/j.phytochem.2015.10.005. [PMID: 26603276]
  • Jia Fan, Yong Zhang, Frédéric Francis, Dengfa Cheng, Jingrun Sun, Julian Chen. Orco mediates olfactory behaviors and winged morph differentiation induced by alarm pheromone in the grain aphid, Sitobion avenae. Insect biochemistry and molecular biology. 2015 Sep; 64(?):16-24. doi: 10.1016/j.ibmb.2015.07.006. [PMID: 26187252]
  • Krista L Ryall, Peter J Silk, Jeff Fidgen, Peter Mayo, Robert Lavallée, Claude Guertin, Taylor Scarr. Effects of Pheromone Release Rate and Trap Placement on Trapping of Agrilus planipennis (Coleoptera: Buprestidae) in Canada. Environmental entomology. 2015 Jun; 44(3):734-45. doi: 10.1093/ee/nvv048. [PMID: 26313980]
  • Pasquale Cascone, Luigi Iodice, Massimo E Maffei, Simone Bossi, Gen-Ichiro Arimura, Emilio Guerrieri. Tobacco overexpressing β-ocimene induces direct and indirect responses against aphids in receiver tomato plants. Journal of plant physiology. 2015 Jan; 173(?):28-32. doi: 10.1016/j.jplph.2014.08.011. [PMID: 25462075]
  • Nicole K Richards-Henderson, Andrew T Pham, Benjamin B Kirk, Cort Anastasio. Secondary organic aerosol from aqueous reactions of green leaf volatiles with organic triplet excited states and singlet molecular oxygen. Environmental science & technology. 2015 Jan; 49(1):268-76. doi: 10.1021/es503656m. [PMID: 25426693]
  • L Bian, X L Sun, X M Cai, Z M Chen. Slow Release of Plant Volatiles Using Sol-Gel Dispensers. Journal of economic entomology. 2014 12; 107(6):2023-9. doi: 10.1603/ec14054. [PMID: 26470065]
  • Damon J Crook, Joseph A Francese, Michael L Rietz, David R Lance, Helen M Hull-Sanders, Victor C Mastro, Peter J Silk, Krista L Ryall. Improving detection tools for emerald ash borer (Coleoptera: Buprestidae): comparison of multifunnel traps, prism traps, and lure types at varying population densities. Journal of economic entomology. 2014 Aug; 107(4):1496-501. doi: 10.1603/ec14041. [PMID: 25195441]
  • József Vuts, Lorenzo Furlan, Éva Bálintné Csonka, Christine M Woodcock, John C Caulfield, Patrick Mayon, John A Pickett, Michael A Birkett, Miklós Tóth. Development of a female attractant for the click beetle pest Agriotes brevis. Pest management science. 2014 Apr; 70(4):610-4. doi: 10.1002/ps.3589. [PMID: 23749439]
  • Ariaki Murata, Ulrich H Engelhardt, Peter Fleischmann, Keita Yamada, Naohiro Yoshida, Dieter Juchelka, Andreas Hilkert, Toshiyuki Ohnishi, Naoharu Watanabe, Peter Winterhalter. Purification and gas chromatography-combustion-isotope ratio mass spectrometry of aroma compounds from green tea products and comparison to bulk analysis. Journal of agricultural and food chemistry. 2013 Nov; 61(47):11321-5. doi: 10.1021/jf403605a. [PMID: 24206364]
  • Rika Ozawa, Kaori Shiojiri, Kenji Matsui, Junji Takabayashi. Intermittent exposure to traces of green leaf volatiles triggers the production of (Z)-3-hexen-1-yl acetate and (Z)-3-hexen-1-ol in exposed plants. Plant signaling & behavior. 2013 Nov; 8(11):e27013. doi: 10.4161/psb.27013. [PMID: 24301200]
  • Daihua Hu, Juntao Feng, Zhihui Wang, Hua Wu, Xing Zhang. Effect of nine plant volatiles in the field on the sex pheromones of Leguminivora glycinivorella. Natural product communications. 2013 Mar; 8(3):393-6. doi: ". [PMID: 23678819]
  • Jurgen Engelberth, Claudia Fabiola Contreras, Chinmay Dalvi, Ting Li, Marie Engelberth. Early transcriptome analyses of Z-3-Hexenol-treated zea mays revealed distinct transcriptional networks and anti-herbivore defense potential of green leaf volatiles. PloS one. 2013; 8(10):e77465. doi: 10.1371/journal.pone.0077465. [PMID: 24155960]
  • Joseph Braasch, Gina M Wimp, Ian Kaplan. Testing for phytochemical synergism: arthropod community responses to induced plant volatile blends across crops. Journal of chemical ecology. 2012 Oct; 38(10):1264-75. doi: 10.1007/s10886-012-0202-y. [PMID: 23090849]
  • Jeremy F McRae, Joel D Mainland, Sara R Jaeger, Kaylin A Adipietro, Hiroaki Matsunami, Richard D Newcomb. Genetic variation in the odorant receptor OR2J3 is associated with the ability to detect the "grassy" smelling odor, cis-3-hexen-1-ol. Chemical senses. 2012 Sep; 37(7):585-93. doi: 10.1093/chemse/bjs049. [PMID: 22714804]
  • Andre F Cruz, Chantal Hamel, Chao Yang, Tomoko Matsubara, Yantai Gan, Asheesh K Singh, Kousaku Kuwada, Takaaki Ishii. Phytochemicals to suppress Fusarium head blight in wheat-chickpea rotation. Phytochemistry. 2012 Jun; 78(?):72-80. doi: 10.1016/j.phytochem.2012.03.003. [PMID: 22520499]
  • Damon J Crook, Ashot Khrimian, Allard Cossé, Ivich Fraser, Victor C Mastro. Influence of trap color and host volatiles on capture of the emerald ash borer (Coleoptera: Buprestidae). Journal of economic entomology. 2012 Apr; 105(2):429-37. doi: 10.1603/ec11204. [PMID: 22606813]
  • Sufang Zhang, Jianing Wei, Le Kang. Transcriptional analysis of Arabidopsis thaliana response to lima bean volatiles. PloS one. 2012; 7(4):e35867. doi: 10.1371/journal.pone.0035867. [PMID: 22558246]
  • Y Nikaido, S Miyata, T Nakashima. Mixture of cis-3-hexenol and trans-2-hexenal attenuates behavioral and stress responses induced by 2,5-dihydro-2,4,5-trimethylthiazoline and electric footshock stress in rats. Physiology & behavior. 2011 Jul; 103(5):547-56. doi: 10.1016/j.physbeh.2011.04.011. [PMID: 21515296]
  • Sung-Jae Lee, Hyung-In Moon. Immunotoxicity activity of the major essential oil of Filipendula glaberrima against Aedes aegypti L. Immunopharmacology and immunotoxicology. 2010 Dec; 32(4):617-9. doi: 10.3109/08923971003652983. [PMID: 20175741]
  • Sayaka Fujita, Shiori Ueki, Michio Miyoshi, Tatsuo Watanabe. "Green odor" inhalation by stressed rat dams reduces behavioral and neuroendocrine signs of prenatal stress in the offspring. Hormones and behavior. 2010 Jul; 58(2):264-72. doi: 10.1016/j.yhbeh.2010.03.007. [PMID: 20298694]
  • Si-Xiang Liu, Bu-Ming Liu, Kai-Jia He, Xiao Lin, Wen-Jie Lu. [Analysis of essential oil from Mahonia duclouxiana]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2010 Jul; 33(7):1099-102. doi: ". [PMID: 21137367]
  • Daniela Schmidt-Büsser, Martin von Arx, Patrick M Guerin. Host plant volatiles serve to increase the response of male European grape berry moths, Eupoecilia ambiguella, to their sex pheromone. Journal of comparative physiology. A, Neuroethology, sensory, neural, and behavioral physiology. 2009 Sep; 195(9):853-64. doi: 10.1007/s00359-009-0464-1. [PMID: 19662422]
  • Y Nikaido, T Nakashima. Effects of environmental novelty on fear-related behavior and stress responses of rats to emotionally relevant odors. Behavioural brain research. 2009 May; 199(2):241-6. doi: 10.1016/j.bbr.2008.11.043. [PMID: 19103229]
  • Elena Jiménez, Beatriz Lanza, María Antiñolo, José Albaladejo. Photooxidation of leaf-wound oxygenated compounds, 1-penten-3-ol, (Z)-3-hexen-1-ol, and 1-penten-3-one, initiated by OH radicals and sunlight. Environmental science & technology. 2009 Mar; 43(6):1831-7. doi: 10.1021/es8027814. [PMID: 19368179]
  • Hyong Woo Choi, Byung Gil Lee, Nak Hyun Kim, Yong Park, Chae Woo Lim, Hyun Kyu Song, Byung Kook Hwang. A role for a menthone reductase in resistance against microbial pathogens in plants. Plant physiology. 2008 Sep; 148(1):383-401. doi: 10.1104/pp.108.119461. [PMID: 18599651]
  • Peter de Groot, Gary G Grant, Therese M Poland, Roger Scharbach, Linda Buchan, Reginald W Nott, Linda Macdonald, Doug Pitt. Electrophysiological response and attraction of emerald ash borer to green leaf volatiles (GLVs) emitted by host foliage. Journal of chemical ecology. 2008 Sep; 34(9):1170-9. doi: 10.1007/s10886-008-9514-3. [PMID: 18600378]
  • Shigehiro Namiki, Satoshi Iwabuchi, Ryohei Kanzaki. Representation of a mixture of pheromone and host plant odor by antennal lobe projection neurons of the silkmoth Bombyx mori. Journal of comparative physiology. A, Neuroethology, sensory, neural, and behavioral physiology. 2008 May; 194(5):501-15. doi: 10.1007/s00359-008-0325-3. [PMID: 18389256]
  • S Ulland, E Ian, R Mozuraitis, A-K Borg-Karlson, R Meadow, H Mustaparta. Methyl salicylate, identified as primary odorant of a specific receptor neuron type, inhibits oviposition by the moth Mamestra brassicae L. (Lepidoptera, noctuidae). Chemical senses. 2008 Jan; 33(1):35-46. doi: 10.1093/chemse/bjm061. [PMID: 17846100]
  • L Chen, H Y Fadamiro. Differential electroantennogram response of females and males of two parasitoid species to host-related green leaf volatiles and inducible compounds. Bulletin of entomological research. 2007 Oct; 97(5):515-22. doi: 10.1017/s0007485307005172. [PMID: 17916269]
  • Francisco T Arroyo, Javier Moreno, Paula Daza, Lidiya Boianova, Fernando Romero. Antifungal activity of strawberry fruit volatile compounds against Colletotrichum acutatum. Journal of agricultural and food chemistry. 2007 Jul; 55(14):5701-7. doi: 10.1021/jf0703957. [PMID: 17567029]
  • John C D'Auria, Eran Pichersky, Andrea Schaub, Armin Hansel, Jonathan Gershenzon. Characterization of a BAHD acyltransferase responsible for producing the green leaf volatile (Z)-3-hexen-1-yl acetate in Arabidopsis thaliana. The Plant journal : for cell and molecular biology. 2007 Jan; 49(2):194-207. doi: 10.1111/j.1365-313x.2006.02946.x. [PMID: 17163881]
  • Zheng-Zhu Zhang, Ying-Bo Li, Li Qi, Xiao-Chun Wan. Antifungal activities of major tea leaf volatile constituents toward Colletorichum camelliae Massea. Journal of agricultural and food chemistry. 2006 May; 54(11):3936-40. doi: 10.1021/jf060017m. [PMID: 16719518]
  • Najla Ben Akacha, Olfa Boubaker, Mohamed Gargouri. Production of hexenol in a two-enzyme system: kinetic study and modelling. Biotechnology letters. 2005 Dec; 27(23-24):1875-8. doi: 10.1007/s10529-005-3896-x. [PMID: 16328983]
  • Xianru Guo, Guohui Yuan, Jinwei Jiang, Meihao Luo, Jisheng Ma. [Chemical components of volatiles form withered black poplar leaves with different physiological age]. Ying yong sheng tai xue bao = The journal of applied ecology. 2005 Oct; 16(10):1822-5. doi: ". [PMID: 16422497]
  • Joachim Ruther, Sven Kleier. Plant-plant signaling: ethylene synergizes volatile emission in Zea mays induced by exposure to (Z)-3-hexen-1-ol. Journal of chemical ecology. 2005 Sep; 31(9):2217-22. doi: 10.1007/s10886-005-6413-8. [PMID: 16132223]
  • Takeshi Shimoda, Rika Ozawa, Kota Sano, Eizi Yano, Junji Takabayashi. The involvement of volatile infochemicals from spider mites and from food-plants in prey location of the generalist predatory mite Neoseiulus californicus. Journal of chemical ecology. 2005 Sep; 31(9):2019-32. doi: 10.1007/s10886-005-6075-6. [PMID: 16132210]
  • Zhi Na. [Study on the chemical constituents of the volatile oil from aerial parts of Isodon eriocalyx var. laxiflora]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2005 Aug; 30(16):1268-70. doi: ". [PMID: 16245907]
  • Mohamed A Farag, Mohamed Fokar, Haggag Abd, Huiming Zhang, Randy D Allen, Paul W Paré. (Z)-3-Hexenol induces defense genes and downstream metabolites in maize. Planta. 2005 Apr; 220(6):900-9. doi: 10.1007/s00425-004-1404-5. [PMID: 15599762]
  • Elspeth Bartlet, Margaret M Blight, John A Pickett, Lesley E Smart, Grenville Turner, Christine M Woodcock. Orientation and feeding responses of the pollen beetle, Meligethes aeneus, to candytuft, Iberis amara. Journal of chemical ecology. 2004 May; 30(5):913-25. doi: 10.1023/b:joec.0000028458.66738.e1. [PMID: 15274439]
  • Zhihua Yang, Marie Bengtsson, Peter Witzgall. Host plant volatiles synergize response to sex pheromone in codling moth, Cydia pomonella. Journal of chemical ecology. 2004 Mar; 30(3):619-29. doi: 10.1023/b:joec.0000018633.94002.af. [PMID: 15139312]
  • Yong-Suk Kim, Dong-Hwa Shin. Volatile constituents from the leaves of Callicarpa japonica Thunb. and their antibacterial activities. Journal of agricultural and food chemistry. 2004 Feb; 52(4):781-7. doi: 10.1021/jf034936d. [PMID: 14969531]
  • Xiaolan Zhu, Chunwei Lü, Yun Gao. [Analysis of volatile fragrant components in hawthorn tincture by gas chromatography-mass spectrometry]. Wei sheng yan jiu = Journal of hygiene research. 2004 Jan; 33(1):108-10. doi: ". [PMID: 15098493]
  • A Kessler, I T Baldwin. Defensive function of herbivore-induced plant volatile emissions in nature. Science (New York, N.Y.). 2001 Mar; 291(5511):2141-4. doi: 10.1126/science.291.5511.2141. [PMID: 11251117]
  • G V Reddy, A Guerrero. Behavioral responses of the diamondback moth, Plutella xylostella, to green leaf volatiles of Brassica oleracea subsp. capitata. Journal of agricultural and food chemistry. 2000 Dec; 48(12):6025-9. doi: 10.1021/jf0008689. [PMID: 11312775]
  • L Feng, G D Prestwich. Expression and characterization of a lepidopteran general odorant binding protein. Insect biochemistry and molecular biology. 1997 May; 27(5):405-12. doi: 10.1016/s0965-1748(97)00012-x. [PMID: 9219366]
  • T Hishinuma, K Shimomura, M Nishikawa, Y Ohyama, M Ishibashi, M Mizugaki. Separation and concentration of delta 17-6-keto-PGF1 alpha using monoclonal antibody to omega 3-olefin structure of trienoic prostanoids. Prostaglandins. 1992 Oct; 44(4):329-38. doi: 10.1016/0090-6980(92)90006-f. [PMID: 1279746]