Galactose 1-phosphate (BioDeep_00000014363)

Main id: BioDeep_00000015731

Secondary id: BioDeep_00000400483

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite BioNovoGene_Lab2019


代谢物信息卡片


{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid

化学式: C6H13O9P (260.0297)
中文名称: 半乳糖 1-磷酸, 半乳糖-1-磷酸
谱图信息: 最多检出来源 Homo sapiens(blood) 71.69%

分子结构信息

SMILES: C(C1C(C(C(C(O1)OP(=O)(O)O)O)O)O)O
InChI: InChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3+,4+,5-,6-/m1/s1

描述信息

Galactose 1-phosphate, also known as D-Galactose-1-phosphate or alpha-D-gal-1-P, belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphate group linked to the carbohydrate unit. Galactose-1-phosphate is an intermediate in the interconversion of glucose and uridine diphosphate galactose. Galactose 1-phosphate exists in all living species, ranging from bacteria to plants to humans. Within humans, galactose 1-phosphate participates in a number of enzymatic reactions. In particular, uridine diphosphate glucose and galactose 1-phosphate can be biosynthesized from uridine diphosphategalactose and glucose 1-phosphate; which is mediated by the enzyme galactose-1-phosphate uridylyltransferase (GALT). In addition, galactose 1-phosphate can be biosynthesized from D-galactose through the action of the enzyme galactokinase. The improper metabolism of galactose-1-phosphate is a characteristic of a condition known as galactosemia (PMID: 7671964). Type I galactosemia is a genetic disorder that is caused by the impairment of galactose-1-phosphate uridylyltransferase (EC 2.7.7.12). Evidence suggests that misfolding of the galactose 1-phosphate uridylyltransferase enzyme is the underlying cause of type I galactosemia (PMID: 23583749). Outside of the human body, galactose 1-phosphate has been detected, but not quantified in, several different foods, such as gooseberries, anises, turmerics, caraway, and cumins.
COVID info from COVID-19 Disease Map
Occurs in liver, milk, and yeasts
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
Acquisition and generation of the data is financially supported in part by CREST/JST.

同义名列表

69 个代谢物同义名

{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid; Galactose-1-phosphate, disilver (+1) salt, (D-gal)-isomer; alpha-D-Galactopyranose, 1-(dihydrogen phosphoric acid); Α-D-galactopyranose, 1-(dihydrogen phosphoric acid); a-D-Galactopyranose, 1-(dihydrogen phosphoric acid); alpha-D-Galactopyranose, 1-(dihydrogen phosphate); alpha-D-1-(Dihydrogen phosphate) galactopyranose; alpha-D-Galactopyranose 1-dihydrogen phosphate; a-D-Galactopyranose, 1-(dihydrogen phosphate); Α-D-galactopyranose, 1-(dihydrogen phosphate); a-D-1-(Dihydrogen phosphate) galactopyranose; Galactose-1-phosphate, (beta-L-gal)-isomer; Galactose-1-phosphate, (beta-D-gal)-isomer; alpha-D-Galactopyranose 1-phosphoric acid; alpha-D-Galactopyranosyl phosphoric acid; Α-D-galactopyranose 1-phosphoric acid; a-D-Galactopyranose 1-phosphoric acid; 1-O-Phosphono-alpha-D-galactopyranose; Α-D-galactopyranosyl phosphoric acid; a-D-Galactopyranosyl phosphoric acid; alpha-D-Galactopyranose 1-phosphate; alpha-D-Galactose-1-phosphoric acid; D-Galactopyranose 1-phosphoric acid; 1-(Dihydrogen phosphate) galactitol; alpha-D-Galactopyranosyl phosphate; Galactose-1-phosphate, sodium salt; Galactose-1-phosphate, 14C-labeled; alpha-D-Galactosyl phosphoric acid; 1-O-Phosphono-α-D-galactopyranose; 1-O-Phosphono-a-D-galactopyranose; 1-Phosphate a-D-galactopyranose; a-D-Galactopyranose 1-phosphate; Α-D-galactopyranose 1-phosphate; a-D-Galactose-1-phosphoric acid; Α-D-galactose-1-phosphoric acid; a-D-Galactopyranosyl phosphate; Α-D-galactosyl phosphoric acid; Α-D-galactopyranosyl phosphate; a-D-Galactosyl phosphoric acid; alpha-D-Galactose 1-phosphate; D-Galactopyranose 1-phosphate; D-Galactose 1-phosphoric acid; alpha-D-Galactosyl phosphate; Galactopyranose 1-phosphate; Galactose-1-phosphoric acid; Galactose 1-phosphoric acid; Α-D-galactose-1-phosphate; a-D-Galactose-1-phosphate; a-D-Galactose 1-phosphate; Α-D-galactosyl phosphate; a-D-Galactosyl phosphate; D-Galactose 1-phosphate; galactose 1 phosphate; Galactose-1-phosphate; Galactose 1-phosphate; alpha-D-Gal-1-p; Α-D-gal-1-p; a-D-Gal-1-p; [(3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] dihydrogen phosphate; alpha-D-Galactose-1-phosphate dipotassium salt pentahydrate; α-D-1-(dihydrogen phosphate) Galactopyranose; alpha-D-Galactose-1-phosphate Dipotassium Salt; α-D-Galactopyranosyl phosphate; α-D-Galactose 1-phosphate; α-D-Galactosyl phosphate; alpha-D-Galactose-1-phosphate; Galactose 1-phosphic acid; Galactose 1-phosphate; alpha-D-Galactose 1-phosphate



数据库引用编号

32 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(6)

BioCyc(2)

PlantCyc(0)

代谢反应

324 个相关的代谢反应过程信息。

Reactome(42)

BioCyc(4)

WikiPathways(1)

Plant Reactome(231)

INOH(2)

PlantCyc(0)

COVID-19 Disease Map(1)

PathBank(43)

PharmGKB(0)

17 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

  • Athanasios Koukounaras, Ifigeneia Mellidou, Efstathia Patelou, Stefanos Kostas, Vijaya Shukla, Cawas Engineer, Dimitra Papaefthimiou, Foued Amari, Dimitris Chatzopoulos, Autar K Mattoo, Angelos K Kanellis. Over-expression of GGP1 and GPP genes enhances ascorbate content and nutritional quality of tomato. Plant physiology and biochemistry : PPB. 2022 Dec; 193(?):124-138. doi: 10.1016/j.plaphy.2022.10.023. [PMID: 36356544]
  • Mazen Al-Essa, Gursev Dhaunsi. Receptor-mediated attenuation of insulin-like growth factor-1 activity by galactose-1-phosphate in neonate skin fibroblast cultures: Galactosemia pathogenesis. Advances in clinical and experimental medicine : official organ Wroclaw Medical University. 2020 Apr; 29(4):499-504. doi: 10.17219/acem/111807. [PMID: 32356415]
  • Bijina Balakrishnan, Ding An, Vi Nguyen, Christine DeAntonis, Paolo G V Martini, Kent Lai. Novel mRNA-Based Therapy Reduces Toxic Galactose Metabolites and Overcomes Galactose Sensitivity in a Mouse Model of Classic Galactosemia. Molecular therapy : the journal of the American Society of Gene Therapy. 2020 01; 28(1):304-312. doi: 10.1016/j.ymthe.2019.09.018. [PMID: 31604675]
  • David Schuler, Christina Höll, Nathalie Grün, Jonas Ulrich, Bastian Dillner, Franz Klebl, Alexandra Ammon, Lars M Voll, Jörg Kämper. Galactose metabolism and toxicity in Ustilago maydis. Fungal genetics and biology : FG & B. 2018 05; 114(?):42-52. doi: 10.1016/j.fgb.2018.03.005. [PMID: 29580862]
  • Stefano Benini, Mirco Toccafondi, Martin Rejzek, Francesco Musiani, Ben A Wagstaff, Jochen Wuerges, Michele Cianci, Robert A Field. Glucose-1-phosphate uridylyltransferase from Erwinia amylovora: Activity, structure and substrate specificity. Biochimica et biophysica acta. Proteins and proteomics. 2017 Nov; 1865(11 Pt A):1348-1357. doi: 10.1016/j.bbapap.2017.08.015. [PMID: 28844747]
  • Mili Thakur, Faten Shaeib, Sana N Khan, Hamid-Reza Kohan-Ghadr, Roohi Jeelani, Sarah R Aldhaheri, Bernard Gonik, Husam M Abu-Soud. Galactose and its Metabolites Deteriorate Metaphase II Mouse Oocyte Quality and Subsequent Embryo Development by Disrupting the Spindle Structure. Scientific reports. 2017 03; 7(1):231. doi: 10.1038/s41598-017-00159-y. [PMID: 28331195]
  • Xiaoqiang Qi, Ming Ma, Lan Wang, Yang Zhang, Rong Jiang, Liping Bai, Yuan Li. Biochemical characterization of a novel bifunctional glycosyl-1-phosphate transferase involved in the exopolysaccharide biosynthesis. Biochemical and biophysical research communications. 2015 Sep; 465(1):113-8. doi: 10.1016/j.bbrc.2015.07.140. [PMID: 26235876]
  • Mazen Al-Essa, Gursev S Dhaunsi, Wafa'a Al-Qabandi, Islam Khan. Impaired NADPH oxidase activity in peripheral blood lymphocytes of galactosemia patients. Experimental biology and medicine (Maywood, N.J.). 2013 Jul; 238(7):779-86. doi: 10.1177/1535370213480692. [PMID: 23828587]
  • Daniel Decker, Meng Meng, Agnieszka Gornicka, Anders Hofer, Malgorzata Wilczynska, Leszek A Kleczkowski. Substrate kinetics and substrate effects on the quaternary structure of barley UDP-glucose pyrophosphorylase. Phytochemistry. 2012 Jul; 79(?):39-45. doi: 10.1016/j.phytochem.2012.04.002. [PMID: 22552276]
  • Shingo Sakamoto, Yukichi Fujikawa, Nobukazu Tanaka, Muneharu Esaka. Molecular cloning and characterization of L-galactose-1-phosphate phosphatase from tobacco (Nicotiana tabacum). Bioscience, biotechnology, and biochemistry. 2012; 76(6):1155-62. doi: 10.1271/bbb.110995. [PMID: 22790939]
  • Imene Braham, Bassem Charfeddine, Leila Ben Othmene, Souhir Neffati, Aida Mtar, Jihene Ben Abdallah, Med Ali Smach, Hedi Dridi, Khalifa Limem. [Biological assay for galactose-1 phosphate measurement application in subjects with galactosemia]. Annales de biologie clinique. 2012 Jan; 70(1):85-8. doi: 10.1684/abc.2011.0653. [PMID: 22294140]
  • Can Ficicioglu, Christie Hussa, Paul R Gallagher, Nina Thomas, Claire Yager. Monitoring of biochemical status in children with Duarte galactosemia: utility of galactose, galactitol, galactonate, and galactose 1-phosphate. Clinical chemistry. 2010 Jul; 56(7):1177-82. doi: 10.1373/clinchem.2010.144097. [PMID: 20489133]
  • Sebastian Damerow, Anne-Christin Lamerz, Thomas Haselhorst, Jana Führing, Patricia Zarnovican, Mark von Itzstein, Françoise H Routier. Leishmania UDP-sugar pyrophosphorylase: the missing link in galactose salvage?. The Journal of biological chemistry. 2010 Jan; 285(2):878-87. doi: 10.1074/jbc.m109.067223. [PMID: 19906649]
  • Joanne Hughes, Stephanie Ryan, Deborah Lambert, Olivia Geoghegan, Anne Clark, Yvonne Rogers, Una Hendroff, Ahmad Monavari, Eilish Twomey, Eileen P Treacy. Outcomes of siblings with classical galactosemia. The Journal of pediatrics. 2009 May; 154(5):721-6. doi: 10.1016/j.jpeds.2008.11.052. [PMID: 19181333]
  • Carole L Linster, Lital N Adler, Kristofor Webb, Kathryn C Christensen, Charles Brenner, Steven G Clarke. A second GDP-L-galactose phosphorylase in arabidopsis en route to vitamin C. Covalent intermediate and substrate requirements for the conserved reaction. The Journal of biological chemistry. 2008 Jul; 283(27):18483-92. doi: 10.1074/jbc.m802594200. [PMID: 18463094]
  • Layla F Martins, Monica Montero-Lomelí, Claudio A Masuda, Fabio S A Fortes, Jose O Previato, Lucia Mendonça-Previato. Lithium-mediated suppression of morphogenesis and growth in Candida albicans. FEMS yeast research. 2008 Jun; 8(4):615-21. doi: 10.1111/j.1567-1364.2008.00376.x. [PMID: 18373681]
  • A Ohlsson, J Nasiell, U von Döbeln. Pregnancy and lactation in a woman with classical galactosaemia heterozygous for p.Q188R and p.R333W. Journal of inherited metabolic disease. 2007 Feb; 30(1):105. doi: 10.1007/s10545-006-0383-z. [PMID: 17143577]
  • Nicola Brunetti-Pierri, Antone R Opekun, William J Craigen. Two familial cases of high blood galactose of unknown aetiology. Journal of inherited metabolic disease. 2006 Dec; 29(6):762. doi: 10.1007/s10545-006-0405-x. [PMID: 16988899]
  • C O Zlatunich, S Packman. Galactosaemia: early treatment with an elemental formula. Journal of inherited metabolic disease. 2005; 28(2):163-8. doi: 10.1007/s10545-005-5516-2. [PMID: 15877205]
  • A M Bosch, H D Bakker, L J M de B Wenniger-Prick, R J A Wanders, F A Wijburg. High tolerance for oral galactose in classical galactosaemia: dietary implications. Archives of disease in childhood. 2004 Nov; 89(11):1034-6. doi: 10.1136/adc.2003.037671. [PMID: 15499058]
  • S Bandyopadhyay, J Chakrabarti, S Banerjee, A K Pal, S K Goswami, B N Chakravarty, S N Kabir. Galactose toxicity in the rat as a model for premature ovarian failure: an experimental approach readdressed. Human reproduction (Oxford, England). 2003 Oct; 18(10):2031-8. doi: 10.1093/humrep/deg414. [PMID: 14507817]
  • Amy Leigh Webb, Rani H Singh, Mary Jane Kennedy, Louis J Elsas. Verbal dyspraxia and galactosemia. Pediatric research. 2003 Mar; 53(3):396-402. doi: 10.1203/01.pdr.0000049666.19532.1b. [PMID: 12595586]
  • Peter Schadewaldt, Loganathan Kamalanathan, Hans-Werner Hammen, Udo Wendel. Stable-isotope dilution analysis of galactose metabolites in human erythrocytes. Rapid communications in mass spectrometry : RCM. 2003; 17(24):2833-8. doi: 10.1002/rcm.1272. [PMID: 14673834]
  • U G Jensen, N J Brandt, E Christensen, F Skovby, B Nørgaard-Pedersen, H Simonsen. Neonatal screening for galactosemia by quantitative analysis of hexose monophosphates using tandem mass spectrometry: a retrospective study. Clinical chemistry. 2001 Aug; 47(8):1364-72. doi: 10.1093/clinchem/47.8.1364. [PMID: 11468223]
  • C Ning, R Reynolds, J Chen, C Yager, G T Berry, N Leslie, S Segal. Galactose metabolism in mice with galactose-1-phosphate uridyltransferase deficiency: sucklings and 7-week-old animals fed a high-galactose diet. Molecular genetics and metabolism. 2001 Apr; 72(4):306-15. doi: 10.1006/mgme.2001.3152. [PMID: 11286504]
  • H Ono, H Mawatari, N Mizoguchi, T Eguchi, N Sakura, M Hamakawa. Transient galactosemia detected by neonatal mass screening. Pediatrics international : official journal of the Japan Pediatric Society. 1999 Jun; 41(3):281-4. doi: 10.1046/j.1442-200x.1999.01070.x. [PMID: 10365579]
  • A C Hutchesson, C Murdoch-Davis, A Green, M A Preece, J Allen, J B Holton, G Rylance. Biochemical monitoring of treatment for galactosaemia: biological variability in metabolite concentrations. Journal of inherited metabolic disease. 1999 Apr; 22(2):139-48. doi: 10.1023/a:1005493701913. [PMID: 10234609]
  • J Charlwood, P Clayton, G Keir, N Mian, B Winchester. Defective galactosylation of serum transferrin in galactosemia. Glycobiology. 1998 Apr; 8(4):351-7. doi: 10.1093/glycob/8.4.351. [PMID: 9499382]
  • J B Gibson, G T Berry, A T Mazur, M J Palmieri, R A Reynolds, S Segal. Effect of glucose and galactose loading in normal subjects on red and white blood cell uridine diphosphate sugars. Biochemical and molecular medicine. 1995 Jun; 55(1):8-14. doi: 10.1006/bmme.1995.1025. [PMID: 7551832]
  • U N Wiesmann, B Rosé-Beutler, R Schlüchter. Leguminosae in the diet: the raffinose-stachyose question. European journal of pediatrics. 1995; 154(7 Suppl 2):S93-6. doi: 10.1007/bf02143812. [PMID: 7671975]
  • H E Möller, K Ullrich, P Vermathen, G Schuierer, H G Koch. In vivo study of brain metabolism in galactosemia by 1H and 31P magnetic resonance spectroscopy. European journal of pediatrics. 1995; 154(7 Suppl 2):S8-13. doi: 10.1007/bf02143796. [PMID: 7671972]
  • F A Neethling, E Koren, Y Ye, S V Richards, M Kujundzic, R Oriol, D K Cooper. Protection of pig kidney (PK15) cells from the cytotoxic effect of anti-pig antibodies by alpha-galactosyl oligosaccharides. Transplantation. 1994 Mar; 57(6):959-63. doi: 10.1097/00007890-199403270-00032. [PMID: 8154046]
  • S Schweitzer, Y Shin, C Jakobs, J Brodehl. Long-term outcome in 134 patients with galactosaemia. European journal of pediatrics. 1993 Jan; 152(1):36-43. doi: 10.1007/bf02072514. [PMID: 8444204]
  • M L Pourci, M Mangeot, T Soni, A Lemonnier. Culture of galactosaemic fibroblasts in the presence of galactose: effect of inosine. Journal of inherited metabolic disease. 1990; 13(6):819-28. doi: 10.1007/bf01800205. [PMID: 2079832]
  • S Shak, M A Davitz, M L Wolinsky, V Nussenzweig, M J Turner, A Gurnett. Partial characterization of the cross-reacting determinant, a carbohydrate epitope shared by decay accelerating factor and the variant surface glycoprotein of the African Trypanosoma brucei. Journal of immunology (Baltimore, Md. : 1950). 1988 Mar; 140(6):2046-50. doi: . [PMID: 2450138]
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  • C A Barth, N Kopra. Oral intake of glucose plus galactose and erythrocyte galactose-1-phosphate. A nutritional evaluation of hydrolyzed lactose. Zeitschrift fur Ernahrungswissenschaft. 1986 Sep; 25(3):171-9. doi: 10.1007/bf02021249. [PMID: 3776241]
  • Y T Chen, D R Mattison, B B Bercu, J D Schulman. Resistance of the male gonad to a high galactose diet. Pediatric research. 1984 Apr; 18(4):345-8. doi: 10.1203/00006450-198404000-00008. [PMID: 6718090]
  • M A Pesce, S H Bodourian. Clinical significance of plasma galactose and erythrocyte galactose-1-phosphate measurements in transferase-deficient galactosemia and in individuals with below-normal transferase activity. Clinical chemistry. 1982 Feb; 28(2):301-5. doi: NULL. [PMID: 6276048]
  • K Bozkowa, E Zbieg-Sendecka, Z Grodzka, B Cabalska. [Clinical and biochemical diagnosis of galactosemia among our cases]. Problemy medycyny wieku rozwojowego. 1979; 8(?):63-9. doi: NULL. [PMID: 263527]
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