グルコース1-リン酸
WordNet
- a salt of phosphoric acid (同)orthophosphate, inorganic_phosphate
- carbonated drink with fruit syrup and a little phosphoric acid
- a monosaccharide sugar that has several forms; an important source of physiological energy
PrepTutorEJDIC
- 〈U〉リン酸塩 / 《複数形で》リン酸肥料
- ブドウ糖
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2012/12/27 18:10:34」(JST)
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Glucose 1-phosphate |
Anionic form of α-D-glucose 1-phosphate
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Neutral form of α-D-glucose 1-phosphate
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Identifiers |
CAS number |
59-56-3 Y |
PubChem |
65533 |
ChemSpider |
388311 Y |
MeSH |
glucose-1-phosphate |
ChEBI |
CHEBI:16077 Y |
Jmol-3D images |
Image 1 |
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O=P(O)(OC1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)O
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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 Y
Key: HXXFSFRBOHSIMQ-GASJEMHNSA-N Y
InChI=1/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
Key: HXXFSFRBOHSIMQ-GASJEMHNBR
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Properties |
Molecular formula |
C6H13O9P |
Molar mass |
260.14 g mol−1 |
Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
Infobox references |
Glucose 1-phosphate (also called cori ester) is a glucose molecule with a phosphate group on the 1'-carbon. It can exist in either the α- or β-anomeric form.
Contents
- 1 Reactions of α-glucose 1-phosphate
- 1.1 Catabolic
- 1.2 Anabolic
- 2 β-Glucose 1-phosphate
- 3 See also
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Reactions of α-glucose 1-phosphate
Catabolic
In glycogenolysis, it is the direct product of the reaction in which glycogen phosphorylase cleaves off a molecule of glucose from a greater glycogen structure.
To be utilized in cellular catabolism it must first be converted to glucose 6-phosphate by the enzyme phosphoglucomutase. One reason that cells form glucose 1-phosphate instead of glucose during glycogen breakdown is that the very polar phosphorylated glucose cannot leave the cell membrane and so is marked for intracellular catabolism.
Anabolic
In glycogenesis, free glucose 1-phosphate can also react with UTP to form UDP-glucose, by using the enzyme UDP-glucose pyrophosphorylase. It can then return to the greater glycogen structure via glycogen synthase.
β-Glucose 1-phosphate
β-Glucose 1-phosphate is found in some microbes. It is produced by inverting α-glucan phosphorylases including maltose phosphorylase, kojibiose phosphorylase and trehalose phosphorylase and is then converted into glucose 6-phosphate by β-phosphoglucomutase.
See also
- Pentose phosphate pathway
Glycogenesis and glycogenolysis metabolic intermediates
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Glucose |
- Glucose 6-phosphate
- Glucose 1-phosphate
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Uridine |
- Uridine diphosphate glucose
- Uridine triphosphate
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Other |
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mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m
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k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon
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m (A16/C10), i (k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)
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Fructose and galactose metabolic intermediates
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Fructose |
Fructose-1-phosphate → DHAP/Glyceraldehyde → Glyceraldehyde 3-phosphate
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Galactose |
Galactose-1-phosphate → Glucose 1-phosphate → Glucose 6-phosphate → Fructose 6-phosphate
Uridine diphosphate galactose · Uridine diphosphate glucose
Galactitol · Iditol
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Mannose |
Mannose-6-phosphate → Fructose 6-phosphate
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mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m
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k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon
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m (A16/C10), i (k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)
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UpToDate Contents
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English Journal
- 2-Oxo-1,2-dihydropyridinyl-3-yl amide-based GPa inhibitors: Design, synthesis and structure-activity relationship study.
- Loughlin WA1, Jenkins ID2, Karis ND2, Schweiker SS2, Healy PC3.
- European journal of medicinal chemistry.Eur J Med Chem.2016 Mar 23;111:1-14. doi: 10.1016/j.ejmech.2016.01.031. Epub 2016 Jan 23.
- Glycogen phosphorylase (GP), which plays a crucial role in the conversion of glycogen to glucose-1-phosphate, is a target for therapeutic intervention in diabetes. In this study, we report the design and synthesis of 29 new derivatives of 2-oxo-1,2-dihydro pyridin-3-yl amides, as potential inhibitor
- PMID 26851835
- Induced structural disorder as a molecular mechanism for enzyme dysfunction in phosphoglucomutase 1 deficiency.
- Stiers KM1, Kain BN1, Graham AC1, Beamer LJ2.
- Journal of molecular biology.J Mol Biol.2016 Mar 10. pii: S0022-2836(16)00162-5. doi: 10.1016/j.jmb.2016.02.032. [Epub ahead of print]
- Human phosphoglucomutase 1 (PGM1) plays a central role in cellular glucose homeostasis, mediating the switch between glycolysis and gluconeogenesis through the conversion of glucose 1-phosphate and glucose 6-phosphate. Recent clinical studies have identified mutations in this enzyme as the cause of
- PMID 26972339
- One-Pot Biosynthesis of High-Concentration α-Glucose 1-Phosphate from Starch by Sequential Addition of Three Hyperthermophilic Enzymes.
- Zhou W1, You C2, Ma H1, Ma Y1, Zhang YH1,2,3.
- Journal of agricultural and food chemistry.J Agric Food Chem.2016 Mar 2;64(8):1777-83. doi: 10.1021/acs.jafc.5b05648. Epub 2016 Feb 17.
- α-Glucose 1-phosphate (G1P) is synthesized from 5% (w/v) corn starch and 1 M phosphate mediated by α-glucan phosphorylase (αGP) from the thermophilic bacterium Thermotoga maritima at pH 7.2 and 70 °C. To increase G1P yield from corn starch containing branched amylopectin, a hyper-thermostable is
- PMID 26832825
Japanese Journal
- Production and application of a rare disaccharide using sucrose phosphorylase from Leuconostoc mesenteroides(ENZYMOLOGY, PROTEIN ENGINEERING, AND ENZYME TECHNOLOGY)
- Construction of an efficient Escherichia coli whole-cell biocatalyst for D-mannitol production(MICROBIAL PHYSIOLOGY AND BIOTECHNOLOGY)
- α-D-グルコース1-リン酸アナログ基質を用いたグルカンホスホリラーゼによる酵素的グリコシル化反応(応用糖質科学シンポジウム)
Related Links
- Search results for glucose-1-phosphate at Sigma-Aldrich ADVANCED SEARCH STRUCTURE SEARCH CERT OF ANALYSIS SDS SEARCH Sigma-Aldrich ® Products ANALYTICAL / CHROMATOGRAPHY » HPLC & UHPLC ...
- Glucose-1-phosphate | C6H13O9P | CID 65533 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more. ... ...
- Sigma-Aldrich offers Sigma-G7000, α-D-Glucose 1-phosphate disodium salt hydrate for your research needs. Find product specific information including CAS, MSDS, protocols and references. ... Packaging 1, 5, 10, 25, 100 g in poly ...
★リンクテーブル★
[★]
- 英
- glucose 6-phosphate, G6P, G-6-P
- 同
- グルコース-6-リン酸 glucose-6-phosphate
- 関
- グルコース1-リン酸、グルコース、解糖系、糖新生
グルコース6-リン酸の運命(G6P) (FB.451)
- グルコース
- グリコーゲン
- リボース5-リン酸(R5P)
- アセチルCoA
解糖
- 酵素
グリコーゲン分解
糖新生
臨床関連
[★]
- phosphoryl
- 英
- glycogen phosphorylase
- 関
- グリコーゲン
- first aid step1 2006 p.98
調節
- インスリン → ↓cAMP → ↓glycogen phosphorylase
- グルカゴン、エピネフリン → ↑cAMP → ↑glycogen phosphorylase
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- Ca2+やphosphatidylinositol bisphosphate pathway
臨床関連
USMLE
[★]
- 英
- glucose 1-phosphate glucose-1-phosphate G1P, glucose 1-phosphoric acid glucose-1-phosphoric acid
- 同
- グルコース1リン酸、グルコース-1-リン酸
- 関
- グリコーゲン、グルコース6-リン酸
代謝
グリコーゲン合成
グリコーゲン分解
グルコース合成系と解糖系とをつなぐ反応
[★]
- 英
- uridine diphosphate glucose, UDPG
- 同
- UDPグルコース UDP-グルコース UDP-glucose UDPGlc
- 関
- グリコーゲン
グリコーゲン合成
[★]
- pyrophosphorylase
- 英
- UDP-glucose pyrophosphorylase, UDPGluc pyrophosphorylase, uridine diphosphate glucose pyrophosphorylase
- 同
- UDP-グルコースピロホスホリラーゼ
- 関
- グリコーゲン
- グリコーゲンの材料となる高エネルギー中間代謝物を合成
[★]
UTPグルコース-1-リン酸ウリジリルトランスフェラーゼ
- 関
- UDP-glucose pyrophosphorylase
[★]
グルコース-1-リン酸アデニリルトランスフェラーゼ
- 関
- ADP-glucose pyrophosphorylase
[★]
- 関
- inorganic phosphate、orthophosphate、orthophosphoric acid、phospho、phosphoester、phosphoric、phosphoric acid、phosphoric acid ester、phosphorus