2-Deoxy-D-glucose (BioDeep_00000004153)
Secondary id: BioDeep_00000055101, BioDeep_00000593346, BioDeep_00001869119
natural product PANOMIX_OTCML-2023
代谢物信息卡片
6-(hydroxymethyl)oxane-2,4,5-triol
化学式: C6H12O5 (164.06847019999998)
中文名称: 2-脱氧-D-葡萄糖, D-2-脱氧葡萄糖
谱图信息:
最多检出来源 Macaca mulatta(otcml) 3.07%
分子结构信息
SMILES: C(C=O)C(C(C(CO)O)O)O
InChI: InChI=1S/C6H12O5/c7-2-1-4(9)6(11)5(10)3-8/h2,4-6,8-11H,1,3H2
描述信息
D000890 - Anti-Infective Agents > D000998 - Antiviral Agents
D009676 - Noxae > D000963 - Antimetabolites
同义名列表
数据库引用编号
18 个数据库交叉引用编号
- ChEBI: CHEBI:84755
- KEGG: C00586
- PubChem: 225612
- PubChem: 439268
- ChEMBL: CHEMBL1377788
- MeSH: Deoxyglucose
- CAS: 154-17-6
- MoNA: CCMSLIB00005464246
- MoNA: EMBL-MCF_spec36412
- MoNA: CCMSLIB00000578172
- MoNA: PS053107
- PMhub: MS000015924
- ChEBI: CHEBI:15866
- PubChem: 3865
- PDB-CCD: RR7
- PDB-CCD: Z61
- 3DMET: B04704
- NIKKAJI: J59.831C
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
- Yang Yang, Hai-Ling Wang, Rui-Tong Cheng, Pei-Rong Zheng, Hui-Peng Sun, Zhi-Wen Liu, Heng Yuan, Xue-Yi Liu, Wen-Yun Gao, Heng Li. Determination of α-Dicarbonyl compounds in traditional Chinese herbal medicines.
Fitoterapia.
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Journal of reproductive immunology.
2023 Jul; 159(?):104123. doi:
10.1016/j.jri.2023.104123. [PMID: 37487312] - Lili Tian, Majid Mufaqam Syed-Abdul, Priska Stahel, Gary F Lewis. Enteral glucose, absorbed and metabolized, potently enhances mesenteric lymph flow in chow- and high-fat-fed rats.
American journal of physiology. Gastrointestinal and liver physiology.
2022 Oct; 323(4):G331-G340. doi:
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Cells.
2022 09; 11(19):. doi:
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Oxidative medicine and cellular longevity.
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Journal of veterinary science.
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Molecules (Basel, Switzerland).
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Molecules (Basel, Switzerland).
2019 Jul; 24(14):. doi:
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Archives of physiology and biochemistry.
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Breast cancer research and treatment.
2018 Oct; 171(3):581-591. doi:
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Phytochemistry.
2018 Jun; 150(?):12-22. doi:
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Food & function.
2018 May; 9(5):2809-2819. doi:
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Journal of ethnopharmacology.
2018 Apr; 216(?):8-17. doi:
10.1016/j.jep.2018.01.014. [PMID: 29339110] - Yilin Hao, Toshihiro Tsuruda, Yoko Sekita-Hatakeyama, Sumiharu Sakamoto, Kazuo Kitamura. A high-fat diet is deleterious to mice under glycolysis restriction.
Applied physiology, nutrition, and metabolism = Physiologie appliquee, nutrition et metabolisme.
2018 Apr; 43(4):419-422. doi:
10.1139/apnm-2017-0506. [PMID: 29206484] - Pierre Le Pogam, Mickael Doué, Yann Le Page, Denis Habauzit, Maxim Zhadobov, Ronan Sauleau, Yves Le Dréan, David Rondeau. Untargeted Metabolomics Reveal Lipid Alterations upon 2-Deoxyglucose Treatment in Human HaCaT Keratinocytes.
Journal of proteome research.
2018 03; 17(3):1146-1157. doi:
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Life sciences.
2018 Mar; 196(?):156-161. doi:
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Cell communication and signaling : CCS.
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The Journal of endocrinology.
2017 Dec; 235(3):207-222. doi:
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2017 06; 488(2):340-347. doi:
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Molecular and cellular endocrinology.
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Chemistry & biodiversity.
2017 Jun; 14(6):. doi:
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Diabetes.
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Food chemistry.
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2017 Feb; 22(2):229-238. doi:
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Journal of cellular biochemistry.
2017 02; 118(2):252-262. doi:
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Experimental and clinical endocrinology & diabetes : official journal, German Society of Endocrinology [and] German Diabetes Association.
2017 Jan; 125(1):4-11. doi:
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Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
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Journal of immunology (Baltimore, Md. : 1950).
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Carbohydrate research.
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American journal of physiology. Endocrinology and metabolism.
2016 08; 311(2):E471-9. doi:
10.1152/ajpendo.00134.2016. [PMID: 27354236] - Monica Sala-Rabanal, Bruce A Hirayama, Chiara Ghezzi, Jie Liu, Sung-Cheng Huang, Vladimir Kepe, Hermann Koepsell, Amy Yu, David R Powell, Bernard Thorens, Ernest M Wright, Jorge R Barrio. Revisiting the physiological roles of SGLTs and GLUTs using positron emission tomography in mice.
The Journal of physiology.
2016 08; 594(15):4425-38. doi:
10.1113/jp271904. [PMID: 27018980] - Naqi Lian, Huanhuan Jin, Feng Zhang, Li Wu, Jiangjuan Shao, Yin Lu, Shizhong Zheng. Curcumin inhibits aerobic glycolysis in hepatic stellate cells associated with activation of adenosine monophosphate-activated protein kinase.
IUBMB life.
2016 07; 68(7):589-96. doi:
10.1002/iub.1518. [PMID: 27278959] - Hyejin Lee, Hua Li, Ji Hye Jeong, Minsoo Noh, Jae-Ha Ryu. Kazinol B from Broussonetia kazinoki improves insulin sensitivity via Akt and AMPK activation in 3T3-L1 adipocytes.
Fitoterapia.
2016 Jul; 112(?):90-6. doi:
10.1016/j.fitote.2016.05.006. [PMID: 27223849] - Tonja R Nansel, Leah M Lipsky, Aiyi Liu. Greater diet quality is associated with more optimal glycemic control in a longitudinal study of youth with type 1 diabetes.
The American journal of clinical nutrition.
2016 Jul; 104(1):81-7. doi:
10.3945/ajcn.115.126136. [PMID: 27194309] - G Liang, X Song, H Xu, F Wang, L Zhang, L Zhou, G Jiang. 3-Deoxyglucosone Induced Acute Glucose Intolerance in Sprague-Dawley Rats: Involvement of Insulin Resistance and Impaired β-cell Function.
Experimental and clinical endocrinology & diabetes : official journal, German Society of Endocrinology [and] German Diabetes Association.
2016 Jul; 124(7):431-6. doi:
10.1055/s-0035-1565193. [PMID: 26824285] - Hang Ma, Weixi Liu, Leslie Frost, Louis J Kirschenbaum, Joel A Dain, Navindra P Seeram. Glucitol-core containing gallotannins inhibit the formation of advanced glycation end-products mediated by their antioxidant potential.
Food & function.
2016 May; 7(5):2213-22. doi:
10.1039/c6fo00169f. [PMID: 27101975] - Guoqiang Liang, Fei Wang, Xiudao Song, Lurong Zhang, Zhen Qian, Guorong Jiang. 3-Deoxyglucosone induces insulin resistance by impairing insulin signaling in HepG2 cells.
Molecular medicine reports.
2016 May; 13(5):4506-12. doi:
10.3892/mmr.2016.5081. [PMID: 27052187] - Ran Li, Jin-Ze Tian, Cui-Heng Zhuang, Yi-Chen Zhang, Xu-Yun Geng, Li-Na Zhu, Jin-Sheng Sun. CHHBP: a newly identified receptor of crustacean hyperglycemic hormone.
The Journal of experimental biology.
2016 04; 219(Pt 8):1259-68. doi:
10.1242/jeb.133181. [PMID: 26896539] - Kazuya Toda, Shogo Takeda, Shoketsu Hitoe, Seikou Nakamura, Hisashi Matsuda, Hiroshi Shimoda. Enhancement of energy production by black ginger extract containing polymethoxy flavonoids in myocytes through improving glucose, lactic acid and lipid metabolism.
Journal of natural medicines.
2016 Apr; 70(2):163-72. doi:
10.1007/s11418-015-0948-y. [PMID: 26581843] - Daniel D McClosky, Bo Wang, Gong Chen, Charles T Anderson. The click-compatible sugar 6-deoxy-alkynyl glucose metabolically incorporates into Arabidopsis root hair tips and arrests their growth.
Phytochemistry.
2016 Mar; 123(?):16-24. doi:
10.1016/j.phytochem.2016.01.007. [PMID: 26833385] - Ji-Sun Hwang, Song-Yi Kim, Eun-Hye Jung, Mi-Youn Kwon, Kyoung-Hong Kim, Hyeongjin Cho, Inn-Oc Han. Exogenous Sodium Pyruvate Stimulates Adipogenesis of 3T3-L1 Cells.
Journal of cellular biochemistry.
2016 Jan; 117(1):39-48. doi:
10.1002/jcb.25244. [PMID: 26053972] - Arun Mukherjee, Chandana Haldar. Effect of 2-deoxy-D-glucose induced metabolic stress on testicular steroidogenesis and antioxidant status in golden hamster, Mesocricetus auratus: Role of photoperiod.
Journal of photochemistry and photobiology. B, Biology.
2015 Dec; 153(?):40-50. doi:
10.1016/j.jphotobiol.2015.09.004. [PMID: 26386642] - Lili Zhang, Jing Su, Qi Xie, Linchuan Zeng, Yan Wang, Dan Yi, Yang Yu, Shibing Liu, Songyan Li, Ye Xu. 2-Deoxy-d-Glucose Sensitizes Human Ovarian Cancer Cells to Cisplatin by Increasing ER Stress and Decreasing ATP Stores in Acidic Vesicles.
Journal of biochemical and molecular toxicology.
2015 Dec; 29(12):572-8. doi:
10.1002/jbt.21730. [PMID: 26241884] - Hiroki Kobayashi, Haruna Nishimura, Ken Matsumoto, Minoru Yoshida. Identification of the determinants of 2-deoxyglucose sensitivity in cancer cells by shRNA library screening.
Biochemical and biophysical research communications.
2015 Nov; 467(1):121-7. doi:
10.1016/j.bbrc.2015.09.106. [PMID: 26403972] - W Alison Forster, Mark O Kimberley. The contribution of spray formulation component variables to foliar uptake of agrichemicals.
Pest management science.
2015 Sep; 71(9):1324-34. doi:
10.1002/ps.3934. [PMID: 25354847] - Simona Kavaliauskiene, Tore Skotland, Tuulia Sylvänne, Helena Simolin, Tove Irene Klokk, Maria Lyngaas Torgersen, Anne Berit Dyve Lingelem, Roger Simm, Kim Ekroos, Kirsten Sandvig. Novel actions of 2-deoxy-D-glucose: protection against Shiga toxins and changes in cellular lipids.
The Biochemical journal.
2015 Aug; 470(1):23-37. doi:
10.1042/bj20141562. [PMID: 26251444] - Toshimasa Osaka. 2-Deoxy-D-glucose-induced hypothermia in anesthetized rats: Lack of forebrain contribution and critical involvement of the rostral raphe/parapyramidal regions of the medulla oblongata.
Brain research bulletin.
2015 Jul; 116(?):73-80. doi:
10.1016/j.brainresbull.2015.06.008. [PMID: 26146232] - Phi-Hung Nguyen, Da-Jung Ji, Yu-Ran Han, Jae-Sue Choi, Dong-Young Rhyu, Byung-Sun Min, Mi-Hee Woo. Selaginellin and biflavonoids as protein tyrosine phosphatase 1B inhibitors from Selaginella tamariscina and their glucose uptake stimulatory effects.
Bioorganic & medicinal chemistry.
2015 Jul; 23(13):3730-7. doi:
10.1016/j.bmc.2015.04.007. [PMID: 25907369] - Niels Guldbrandsen, Sarantos Kostidis, Hartmut Schäfer, Maria De Mieri, Manfred Spraul, Alexios-Leandros Skaltsounis, Emmanuel Mikros, Matthias Hamburger. NMR-Based Metabolomic Study on Isatis tinctoria: Comparison of Different Accessions, Harvesting Dates, and the Effect of Repeated Harvesting.
Journal of natural products.
2015 May; 78(5):977-86. doi:
10.1021/np5008763. [PMID: 25946005] - Carmen Ranftler, Claudia Meisslitzer-Ruppitsch, Herbert Stangl, Clemens Röhrl, Stefanie Fruhwürth, Josef Neumüller, Margit Pavelka, Adolf Ellinger. 2-Deoxy-D-glucose treatment changes the Golgi apparatus architecture without blocking synthesis of complex lipids.
Histochemistry and cell biology.
2015 Apr; 143(4):369-80. doi:
10.1007/s00418-014-1297-8. [PMID: 25422148] - Su Jin Kim, Hong Min Kim, Eun Soo Lee, Nami Kim, Jung Ok Lee, Hye Jeong Lee, Na Yeon Park, Joo Yeon Jo, Bo Young Ham, Si Hyun Han, Sun Hwa Park, Choon Hee Chung, Hyeon Soo Kim. Dehydrozingerone exerts beneficial metabolic effects in high-fat diet-induced obese mice via AMPK activation in skeletal muscle.
Journal of cellular and molecular medicine.
2015 Mar; 19(3):620-9. doi:
10.1111/jcmm.12455. [PMID: 25582026] - Xiaojing Ma, Xiang Hu, Jian Zhou, Yaping Hao, Yuqi Luo, Zhigang Lu, Yuqian Bao, Weiping Jia. Glycated albumin is more closely correlated with coronary artery disease than 1,5-anhydroglucitol and glycated hemoglobin A1c.
Cardiovascular diabetology.
2015 Feb; 14(?):16. doi:
10.1186/s12933-014-0166-z. [PMID: 25851542] - Feng Gao, Wen Du, Mohammad Ishraq Zafar, Raja Adeel Shafqat, Liumeng Jian, Qin Cai, Furong Lu. 4-Hydroxyisoleucine ameliorates an insulin resistant-like state in 3T3-L1 adipocytes by regulating TACE/TIMP3 expression.
Drug design, development and therapy.
2015; 9(?):5727-36. doi:
10.2147/dddt.s92355. [PMID: 26527864] - Yasushi Hasegawa, Yukiya Kadota, Chihiro Hasegawa, Satoshi Kawaminami. Lignosulfonic Acid-Induced Inhibition of Intestinal Glucose Absorption.
Journal of nutritional science and vitaminology.
2015; 61(6):449-54. doi:
10.3177/jnsv.61.449. [PMID: 26875485] - Ebtihal H Mustafa, Huda T Mahmoud, Mariam Y Al-Hudhud, Maher Y Abdalla, Iman M Ahmad, Salem R Yasin, Ali Z Elkarmi, Lubna H Tahtamouni. 2-deoxy-D-Glucose Synergizes with Doxorubicin or L-Buthionine Sulfoximine to Reduce Adhesion and Migration of Breast Cancer Cells.
Asian Pacific journal of cancer prevention : APJCP.
2015; 16(8):3213-22. doi:
10.7314/apjcp.2015.16.8.3213. [PMID: 25921122] - Xiao-Bo Yu, Guang-Lu Liu, Bin Zhu, Kai Hao, Fei Ling, Gao-Xue Wang. In vitro immunocompetence of two compounds isolated from Polygala tenuifolia and development of resistance against grass carp reovirus (GCRV) and Dactylogyrus intermedius in respective host.
Fish & shellfish immunology.
2014 Dec; 41(2):541-8. doi:
10.1016/j.fsi.2014.10.004. [PMID: 25450998] - Lili Guo, Penghua Fang, Mei Yu, Mingyi Shi, Ping Bo, Zhenwen Zhang. Central alarin ameliorated insulin resistance of adipocytes in type 2 diabetic rats.
The Journal of endocrinology.
2014 Dec; 223(3):217-25. doi:
10.1530/joe-14-0102. [PMID: 25240061] - Jinyoung Park, Young-Sil Yoon, Hye-Sook Han, Yong-Hoon Kim, Yoshihiro Ogawa, Keun-Gyu Park, Chul-Ho Lee, Seong-Tae Kim, Seung-Hoi Koo. SIK2 is critical in the regulation of lipid homeostasis and adipogenesis in vivo.
Diabetes.
2014 Nov; 63(11):3659-73. doi:
10.2337/db13-1423. [PMID: 24898145] - Bogdan Beirowski, Elisabetta Babetto, Judith P Golden, Ying-Jr Chen, Kui Yang, Richard W Gross, Gary J Patti, Jeffrey Milbrandt. Metabolic regulator LKB1 is crucial for Schwann cell-mediated axon maintenance.
Nature neuroscience.
2014 Oct; 17(10):1351-61. doi:
10.1038/nn.3809. [PMID: 25195104] - Marzena Dworacka, Ewa Krzyżagórska, Saule Iskakova, Yerbol Bekmukhambetov, Olzhas Urazayev, Grzegorz Dworacki. Increased circulating RANTES in type 2 diabetes.
European cytokine network.
2014 Jul; 25(3):46-51. doi:
10.1684/ecn.2014.0355. [PMID: 25373852] - Keiichi Torimoto, Yosuke Okada, Hiroko Mori, Yoshiya Tanaka. Low levels of 1,5-anhydro-D-glucitol are associated with vascular endothelial dysfunction in type 2 diabetes.
Cardiovascular diabetology.
2014 Jun; 13(?):99. doi:
10.1186/1475-2840-13-99. [PMID: 24924149] - Jichuang Wang, Zhou Jiang, Liping Xiang, Yuanfang Li, Minrui Ou, Xiang Yang, Jingwei Shao, Yusheng Lu, Lifeng Lin, Jianzhong Chen, Yun Dai, Lee Jia. Synergism of ursolic acid derivative US597 with 2-deoxy-D-glucose to preferentially induce tumor cell death by dual-targeting of apoptosis and glycolysis.
Scientific reports.
2014 May; 4(?):5006. doi:
10.1038/srep05006. [PMID: 25833312] - Antje Blümke, Christian Falter, Cornelia Herrfurth, Björn Sode, Rainer Bode, Wilhelm Schäfer, Ivo Feussner, Christian A Voigt. Secreted fungal effector lipase releases free fatty acids to inhibit innate immunity-related callose formation during wheat head infection.
Plant physiology.
2014 May; 165(1):346-58. doi:
10.1104/pp.114.236737. [PMID: 24686113] - Takao Sato, Tomoki Kameyama, Hiroshi Inoue. Association of reduced levels of serum 1,5-Anhydro-d-glucitol with carotid atherosclerosis in patients with type 2 diabetes.
Journal of diabetes and its complications.
2014 May; 28(3):348-52. doi:
10.1016/j.jdiacomp.2014.01.004. [PMID: 24560424] - Jin-Dan Zhang, Lida Han, Shijuan Yan, Chun-Ming Liu. The non-metabolizable glucose analog D-glucal inhibits aflatoxin biosynthesis and promotes kojic acid production in Aspergillus flavus.
BMC microbiology.
2014 Apr; 14(?):95. doi:
10.1186/1471-2180-14-95. [PMID: 24742119] - M Dworacka, A Wesołowska, E Wysocka, H Winiarska, S Iskakova, G Dworacki. Circulating CD3+56+ cell subset in pre-diabetes.
Experimental and clinical endocrinology & diabetes : official journal, German Society of Endocrinology [and] German Diabetes Association.
2014 Feb; 122(2):65-70. doi:
10.1055/s-0033-1363233. [PMID: 24554505] - Allan Green, Jean Krause, John M Rumberger. Curcumin is a direct inhibitor of glucose transport in adipocytes.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2014 Jan; 21(2):118-22. doi:
10.1016/j.phymed.2013.08.014. [PMID: 24060216] - Itadaki Yamaguchi, Hisashi Matsuda, Hailong Zhang, Makoto Hamao, Chihiro Yamashita, Yuichiro Kogami, Haruka Kon'I, Megumi Murata, Seikou Nakamura, Masayuki Yoshikawa. Adipogenic effects of piperlonguminine in 3T3-L1 cells and plasma concentrations of several amide constituents from Piper chaba extracts after treatment of mice.
Journal of natural medicines.
2014 Jan; 68(1):74-82. doi:
10.1007/s11418-013-0770-3. [PMID: 23584920] - Marzena Dworacka, Ewa Krzyżagórska, Anna Wesołowska, Magdalena Borowska, Saule Iskakova, Grzegorz Dworacki. Statins in low doses reduce VEGF and bFGF serum levels in patients with type 2 diabetes mellitus.
Pharmacology.
2014; 93(1-2):32-8. doi:
10.1159/000357476. [PMID: 24434301] - Mo Xu, Eun-Young Choi, Young-Ki Paik. Mutation of the lbp-5 gene alters metabolic output in Caenorhabditis elegans.
BMB reports.
2014 Jan; 47(1):15-20. doi:
10.5483/bmbrep.2014.47.1.086. [PMID: 24195791]