3-Hydroxypropionate (BioDeep_00000897562)

   


代谢物信息卡片


3-Hydroxypropionate

化学式: C3H5O3- (89.0239)
中文名称: 3-羟丙酸
谱图信息: 最多检出来源 Homo sapiens(blood) 100%

分子结构信息

SMILES: C(CO)C(=O)[O-]
InChI: InChI=1S/C3H6O3/c4-2-1-3(5)6/h4H,1-2H2,(H,5,6)/p-1

描述信息

A hydroxy monocarboxylic acid anion that is the conjugate base of 3-hydroxypropionic acid.

同义名列表

1 个代谢物同义名

3-Hydroxypropionate



数据库引用编号

3 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

2 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

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。

亚细胞结构定位 关联基因列表


文献列表

  • Nailing Qi, Wentao Ding, Genlai Dong, Zhihui Wang, Shuobo Shi. De novo bio-production of odd-chain fatty acids in Saccharomyces cerevisiae through a synthetic pathway via 3-hydroxypropionic acid. Biotechnology and bioengineering. 2023 03; 120(3):852-858. doi: 10.1002/bit.28297. [PMID: 36464776]
  • Juefeng Lu, Yuying Wang, Mingcheng Xu, Qiang Fei, Yang Gu, Yuanchan Luo, Hui Wu. Efficient biosynthesis of 3-hydroxypropionic acid from ethanol in metabolically engineered Escherichia coli. Bioresource technology. 2022 Nov; 363(?):127907. doi: 10.1016/j.biortech.2022.127907. [PMID: 36087655]
  • Shengfang Zhou, Suman Lama, Jihong Jiang, Mugesh Sankaranarayanan, Sunghoon Park. Use of acetate for the production of 3-hydroxypropionic acid by metabolically-engineered Pseudomonas denitrificans. Bioresource technology. 2020 Jul; 307(?):123194. doi: 10.1016/j.biortech.2020.123194. [PMID: 32234590]
  • Ying Xu, Zhe Zhao, Wenhua Tong, Yamei Ding, Bin Liu, Yixin Shi, Jichao Wang, Shenmei Sun, Min Liu, Yuhui Wang, Qingsheng Qi, Mo Xian, Guang Zhao. An acid-tolerance response system protecting exponentially growing Escherichia coli. Nature communications. 2020 03; 11(1):1496. doi: 10.1038/s41467-020-15350-5. [PMID: 32198415]
  • Nam Hoai Nguyen, Satish Kumar Ainala, Shengfang Zhou, Sunghoon Park. A novel 3-hydroxypropionic acid-inducible promoter regulated by the LysR-type transcriptional activator protein MmsR of Pseudomonas denitrificans. Scientific reports. 2019 03; 9(1):5333. doi: 10.1038/s41598-019-41785-y. [PMID: 30926872]
  • Lakshmi Venkata Naga Satya Khandavalli, Tushar Lodha, Maaged Abdullah, Lalitha Guruprasad, Sasikala Chintalapati, Venkata Ramana Chintalapati. Insights into the carbonic anhydrases and autotrophic carbon dioxide fixation pathways of high CO2 tolerant Rhodovulum viride JA756. Microbiological research. 2018 Oct; 215(?):130-140. doi: 10.1016/j.micres.2018.07.006. [PMID: 30172299]
  • Hafsa Majid, Lena Jafri, Aysha Habib Khan, Zeba Zulfiqar Ali, Azeema Jamil, Nasir Yusufzai, Midhat Fatimah, Bushra Afroze. Diagnostic dilemma of patients with methylmalonic aciduria: Experience from a tertiary care centre in Pakistan. JPMA. The Journal of the Pakistan Medical Association. 2018 Apr; 68(4):510-514. doi: NULL. [PMID: 29808036]
  • Nicola Longo, Leisa B Price, Eduard Gappmaier, Nancy L Cantor, Sharon L Ernst, Carrie Bailey, Marzia Pasquali. Anaplerotic therapy in propionic acidemia. Molecular genetics and metabolism. 2017 09; 122(1-2):51-59. doi: 10.1016/j.ymgme.2017.07.003. [PMID: 28712602]
  • Albin Alfreider, Andreas Baumer, Teresa Bogensperger, Thomas Posch, Michaela M Salcher, Monika Summerer. CO2 assimilation strategies in stratified lakes: Diversity and distribution patterns of chemolithoautotrophs. Environmental microbiology. 2017 07; 19(7):2754-2768. doi: 10.1111/1462-2920.13786. [PMID: 28474482]
  • Jana Konkoľová, Ján Chandoga, Juraj Kováčik, Marcel Repiský, Veronika Kramarová, Ivana Paučinová, Daniel Böhmer. Severe child form of primary hyperoxaluria type 2 - a case report revealing consequence of GRHPR deficiency on metabolism. BMC medical genetics. 2017 05; 18(1):59. doi: 10.1186/s12881-017-0421-8. [PMID: 28569194]
  • Laura A Hug, Brian C Thomas, Itai Sharon, Christopher T Brown, Ritin Sharma, Robert L Hettich, Michael J Wilkins, Kenneth H Williams, Andrea Singh, Jillian F Banfield. Critical biogeochemical functions in the subsurface are associated with bacteria from new phyla and little studied lineages. Environmental microbiology. 2016 Jan; 18(1):159-73. doi: 10.1111/1462-2920.12930. [PMID: 26033198]
  • Masroor Qadri, Ramesh Deshidi, Bhawal Ali Shah, Kushal Bindu, Ram A Vishwakarma, Syed Riyaz-Ul-Hassan. An endophyte of Picrorhiza kurroa Royle ex. Benth, producing menthol, phenylethyl alcohol and 3-hydroxypropionic acid, and other volatile organic compounds. World journal of microbiology & biotechnology. 2015 Oct; 31(10):1647-54. doi: 10.1007/s11274-015-1910-6. [PMID: 26220851]
  • Yeounjoo Ko, Somasundar Ashok, Satish Kumar Ainala, Mugesh Sankaranarayanan, Ah Yeong Chun, Gyoo Yeol Jung, Sunghoon Park. Coenzyme B12 can be produced by engineered Escherichia coli under both anaerobic and aerobic conditions. Biotechnology journal. 2014 Dec; 9(12):1526-35. doi: 10.1002/biot.201400221. [PMID: 25146562]
  • Mitsuharu Matsumoto, Toshiya Ebata, Junko Hirooka, Ritsuko Hosoya, Natsuhiko Inoue, Satomi Itami, Kazuo Tsuji, Taketoshi Yaginuma, Koji Muramatsu, Atsuo Nakamura, Ayako Fujita, Toshikazu Nagakura. Antipruritic effects of the probiotic strain LKM512 in adults with atopic dermatitis. Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology. 2014 Aug; 113(2):209-216.e7. doi: 10.1016/j.anai.2014.05.002. [PMID: 24893766]
  • Mathilde Nizon, Chris Ottolenghi, Vassili Valayannopoulos, Jean-Baptiste Arnoux, Valérie Barbier, Florence Habarou, Isabelle Desguerre, Nathalie Boddaert, Jean-Paul Bonnefont, Cécile Acquaviva, Jean-François Benoist, Daniel Rabier, Guy Touati, Pascale de Lonlay. Long-term neurological outcome of a cohort of 80 patients with classical organic acidurias. Orphanet journal of rare diseases. 2013 Sep; 8(?):148. doi: 10.1186/1750-1172-8-148. [PMID: 24059531]
  • Matthew W Keller, Gerrit J Schut, Gina L Lipscomb, Angeli L Menon, Ifeyinwa J Iwuchukwu, Therese T Leuko, Michael P Thorgersen, William J Nixon, Aaron S Hawkins, Robert M Kelly, Michael W W Adams. Exploiting microbial hyperthermophilicity to produce an industrial chemical, using hydrogen and carbon dioxide. Proceedings of the National Academy of Sciences of the United States of America. 2013 Apr; 110(15):5840-5. doi: 10.1073/pnas.1222607110. [PMID: 23530213]
  • Yosuke Shigematsu, Ikue Hata, Go Tajima. Useful second-tier tests in expanded newborn screening of isovaleric acidemia and methylmalonic aciduria. Journal of inherited metabolic disease. 2010 Oct; 33(Suppl 2):S283-8. doi: 10.1007/s10545-010-9111-9. [PMID: 20440648]
  • Hye-Ran Yoon. Two step derivatization for the analyses of organic, amino acids and glycines on filter paper plasma by GC-MS/SIM. Archives of pharmacal research. 2007 Mar; 30(3):387-95. doi: 10.1007/bf02977623. [PMID: 17424948]
  • Steven J Hallam, Tracy J Mincer, Christa Schleper, Christina M Preston, Katie Roberts, Paul M Richardson, Edward F DeLong. Pathways of carbon assimilation and ammonia oxidation suggested by environmental genomic analyses of marine Crenarchaeota. PLoS biology. 2006 Apr; 4(4):e95. doi: 10.1371/journal.pbio.0040095. [PMID: 16533068]
  • G Touati, V Valayannopoulos, K Mention, P de Lonlay, P Jouvet, E Depondt, M Assoun, J C Souberbielle, D Rabier, H Ogier de Baulny, J-M Saudubray. Methylmalonic and propionic acidurias: management without or with a few supplements of specific amino acid mixture. Journal of inherited metabolic disease. 2006 Apr; 29(2-3):288-98. doi: 10.1007/s10545-006-0351-7. [PMID: 16763890]
  • Michael Schwarz, Bärbel Köpcke, Roland W S Weber, Olov Sterner, Heidrun Anke. 3-hydroxypropionic acid as a nematicidal principle in endophytic fungi. Phytochemistry. 2004 Aug; 65(15):2239-45. doi: 10.1016/j.phytochem.2004.06.035. [PMID: 15587708]
  • Donald M Mock, Cindy L Henrich-Shell, Nadine Carnell, Phyllis Stumbo, Nell I Mock. 3-Hydroxypropionic acid and methylcitric acid are not reliable indicators of marginal biotin deficiency in humans. The Journal of nutrition. 2004 Feb; 134(2):317-20. doi: 10.1093/jn/134.2.317. [PMID: 14747666]
  • Tracy M Carole, Joan Pellegrino, Mark D Paster. Opportunities in the industrial biobased products industry. Applied biochemistry and biotechnology. 2004; 113-116(?):871-85. doi: 10.1385/abab:115:1-3:0871. [PMID: 15054239]
  • Joel A Klappenbach, Beverly K Pierson. Phylogenetic and physiological characterization of a filamentous anoxygenic photoautotrophic bacterium ' Candidatus Chlorothrix halophila' gen. nov., sp. nov., recovered from hypersaline microbial mats. Archives of microbiology. 2004 Jan; 181(1):17-25. doi: 10.1007/s00203-003-0615-7. [PMID: 14655000]
  • Andrew W Nicholls, Russell J Mortishire-Smith, Jeremy K Nicholson. NMR spectroscopic-based metabonomic studies of urinary metabolite variation in acclimatizing germ-free rats. Chemical research in toxicology. 2003 Nov; 16(11):1395-404. doi: 10.1021/tx0340293. [PMID: 14615964]
  • James E Oliver, Robert P Doss, Brian Marquez, E David DeVilbiss. Bruchins, plant mitogens from weevils: structural requirements for activity. Journal of chemical ecology. 2002 Dec; 28(12):2503-13. doi: 10.1023/a:1021436119421. [PMID: 12564796]
  • Donald M Mock, Nell I Mock. Lymphocyte propionyl-CoA carboxylase is an early and sensitive indicator of biotin deficiency in rats, but urinary excretion of 3-hydroxypropionic acid is not. The Journal of nutrition. 2002 Jul; 132(7):1945-50. doi: 10.1093/jn/132.7.1945. [PMID: 12097674]
  • Rebecca Mardach, Janos Zempleni, Barry Wolf, Martin J Cannon, Michael L Jennings, Sally Cress, Jane Boylan, Susan Roth, Stephen Cederbaum, Donald M Mock. Biotin dependency due to a defect in biotin transport. The Journal of clinical investigation. 2002 Jun; 109(12):1617-23. doi: 10.1172/jci13138. [PMID: 12070309]
  • V Andrisano, R Gotti, M Recanatini, A Cavalli, L Varoli, C Bertucci. Stereoselective binding of 2-(4-biphenylyl)-3-substituted-3-hydroxypropionic acids on an immobilised human serum albumin chiral stationary phase. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2002 Feb; 768(1):137-45. doi: 10.1016/s0378-4347(01)00493-5. [PMID: 11939547]
  • V Andrisano, C Bertucci, V Cavrini, M Recanatini, A Cavalli, L Varoli, G Felix, I W Wainer. Stereoselective binding of 2,3-substituted 3-hydroxypropionic acids on an immobilised human serum albumin chiral stationary phase: stereochemical characterisation and quantitative structure-retention relationship study. Journal of chromatography. A. 2000 Apr; 876(1-2):75-86. doi: 10.1016/s0021-9673(00)00195-3. [PMID: 10823503]
  • I Linhart, R Hrabal, J Smejkal, J Mitera. Metabolic pathways of 1-butyl [3-13C]acrylate. Identification of urinary metabolites in rat using nuclear magnetic resonance and mass spectroscopy. Chemical research in toxicology. 1994 Jan; 7(1):1-8. doi: 10.1021/tx00037a001. [PMID: 8155818]
  • C Bachmann, O Boulat, B J Meyrat, J P Colombo, P Pilloud. Pitfalls in aminoacid and organic acid analysis: 3-hydroxypropionic aciduria. European journal of pediatrics. 1994; 153(7 Suppl 1):S23-6. doi: 10.1007/bf02138773. [PMID: 7957382]
  • S C Van Calcar, C O Harding, S R Davidson, L A Barness, J A Wolff. Case reports of successful pregnancy in women with maple syrup urine disease and propionic acidemia. American journal of medical genetics. 1992 Nov; 44(5):641-6. doi: 10.1002/ajmg.1320440523. [PMID: 1481826]
  • S E Davies, R A Iles, T E Stacey, R A Chalmers. Creatine metabolism during metabolic perturbations in patients with organic acidurias. Clinica chimica acta; international journal of clinical chemistry. 1990 Dec; 194(2-3):203-17. doi: 10.1016/0009-8981(90)90135-f. [PMID: 1709598]
  • R Guo, W Chai, J M Rideout, A M Lawson, C K Lim. Isolation and characterization of beta-hydroxypropionic acid- and hydroxyacetic acid-uroporphyrin I in the urine of a patient with congenital erythropoietic porphyria by high performance liquid chromatography and liquid secondary ion mass spectrometry. Biomedical chromatography : BMC. 1990 Jul; 4(4):141-3. doi: 10.1002/bmc.1130040404. [PMID: 2207373]
  • M A Kay, W O'Brien, B Kessler, R McVie, S Ursin, K Dietrich, E R McCabe. Transient organic aciduria and methemoglobinemia with acute gastroenteritis. Pediatrics. 1990 Apr; 85(4):589-92. doi: NULL. [PMID: 2314971]
  • G N Thompson, R A Chalmers. Increased urinary metabolite excretion during fasting in disorders of propionate metabolism. Pediatric research. 1990 Apr; 27(4 Pt 1):413-6. doi: 10.1203/00006450-199004000-00021. [PMID: 2342832]
  • M Haas-Jobelius, F Korte, F Coulston. Disposition and metabolism of 1-nitropropane in rats and chimpanzees. Biomedical and environmental sciences : BES. 1989 Sep; 2(3):249-64. doi: NULL. [PMID: 2610944]
  • R J Pollitt, B Fowler, I B Sardharwalla, M A Edwards, R G Gray. Increased excretion of propan-1,3-diol and 3-hydroxypropionic acid apparently caused by abnormal bacterial metabolism in the gut. Clinica chimica acta; international journal of clinical chemistry. 1987 Nov; 169(2-3):151-7. doi: 10.1016/0009-8981(87)90314-7. [PMID: 3427776]
  • R A Iles, R A Chalmers, A J Hind. Methylmalonic aciduria and propionic acidaemia studied by proton nuclear magnetic resonance spectroscopy. Clinica chimica acta; international journal of clinical chemistry. 1986 Dec; 161(2):173-89. doi: 10.1016/0009-8981(86)90211-1. [PMID: 3802528]
  • E Haan, G Brown, A Bankier, D Mitchell, S Hunt, J Blakey, G Barnes. Severe illness caused by the products of bacterial metabolism in a child with a short gut. European journal of pediatrics. 1985 May; 144(1):63-5. doi: 10.1007/bf00491929. [PMID: 4018104]
  • D M Mock, D L Baswell, H Baker, R T Holman, L Sweetman. Biotin deficiency complicating parenteral alimentation: diagnosis, metabolic repercussions, and treatment. The Journal of pediatrics. 1985 May; 106(5):762-9. doi: 10.1016/s0022-3476(85)80350-4. [PMID: 3923177]
  • R J Pollitt, A Green, R Smith. Excessive excretion of beta-alanine and of 3-hydroxypropionic, R- and S-3-aminoisobutyric, R- and S-3-hydroxyisobutyric and S-2-(hydroxymethyl)butyric acids probably due to a defect in the metabolism of the corresponding malonic semialdehydes. Journal of inherited metabolic disease. 1985; 8(2):75-9. doi: 10.1007/bf01801669. [PMID: 3939535]
  • E R McCabe, S I Goodman, P V Fennessey, B S Miles, M Wall, A Silverman. Glutaric, 3-hydroxypropionic, and lactic aciduria with metabolic acidemia, following extensive small bowel resection. Biochemical medicine. 1982 Oct; 28(2):229-36. doi: 10.1016/0006-2944(82)90074-6. [PMID: 7181872]
  • J A DelValle, B Merinero, A Jiménez, M J García, M Ugarte, F Omeñaca, G Neustadt, J Quero. Dietary treatment and biochemical studies on a neonatal case of propionyl-CoA carboxylase deficiency. Journal of inherited metabolic disease. 1982; 5(2):121-4. doi: 10.1007/bf01800005. [PMID: 6820422]
  • P J Congdon, D Haigh, R Smith, A Green, R J Pollitt. Hypermethioninaemia and 3-hydroxyisobutyric aciduria in an apparently healthy baby. Journal of inherited metabolic disease. 1981; 4(2):79-80. doi: 10.1007/bf02263600. [PMID: 6790857]
  • L Sweetman. Two forms of biotin-responsive multiple carboxylase deficiency. Journal of inherited metabolic disease. 1981; 4(2):53-4. doi: 10.1007/bf02263587. [PMID: 6790844]
  • M D ARMSTRONG, K N SHAW. The occurrence of (-)-beta-m-hydroxyphenyl-hydracrylic acid in human urine. The Journal of biological chemistry. 1957 Mar; 225(1):269-78. doi: 10.1016/s0021-9258(18)64928-2. [PMID: 13416236]