WordNet

the 4th letter of the Roman alphabet (同)d
a monosaccharide that contains six carbon atoms per molecule

PrepTutorEJDIC

deuteriumの化学記号
(おもに人称代名詞・固有名詞(人名),thereの後で)had, wouldの短縮形 / (疑問文でwhere,what,whenの後で)didの短縮形;Where'd he go?=Where did he go?

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2012/08/23 14:01:36」(JST)

wiki en

2-Deoxy-D-glucose is a glucose molecule which has the 2-hydroxyl group replaced by hydrogen, so that it cannot undergo further glycolysis. Glucose hexokinase traps this substance in most cells (with exception of liver and kidney)^{[citation needed]} so that it makes a good marker for tissue glucose use and hexokinase activity. Many cancers have elevated glucose uptake and hexokinase levels. 2-Deoxyglucose labeled with tritium or carbon-14 has been a popular ligand for laboratory research in animal models, where distribution is assessed by tissue-slicing followed by autoradiography, sometimes in tandem with either conventional or electron microscopy.

2-DG is uptaken by the glucose transporters of the cell. Therefore, cells with higher glucose uptake, for example tumor cells, have also a higher uptake of 2-DG. Since 2-DG hampers cell growth, its use as a tumor therapeutic has been suggested, and in fact, 2-DG is in clinical trials ^[2] However, it is not completely clear how 2-DG inhibits cell growth. The fact that glycolysis is inhibited by 2-DG, seems not to be sufficient to explain why 2-DG treated cells stop growing ^[3]

Work on the ketogenic diet as a treatment for epilepsy have investigated the role of glycolysis in the disease. 2-Deoxyglucose has been proposed by Garriga-Canut et al. as a mimic for the ketogenic diet, and shows great promise as a new anti-epileptic drug.^[4] The authors suggest that 2-DG works, in part, by decreasing the expression of Brain-derived neurotrophic factor (BDNF). Such uses are complicated by the fact that 2-deoxyglucose does have some toxicity.

2-DG has been used as a targeted optical imaging agent for fluorescent in vivo imaging.^[5]^[6] In clinical medical imaging (PET scanning), fluorodeoxyglucose is used, where one of the 2-hydrogens of 2-deoxy-D-glucose is replaced with the positron-emitting isotope fluorine-18, which emits paired gamma rays, allowing distribution of the tracer to be imaged by external gamma camera(s). This is increasingly done in tandem with a CT function which is part of the same PET/CT machine, to allow better localization of small-volume tissue glucose-uptake differences.

References

^ Merck Index, 11th Edition, 2886.
^ Pelicano, H; Martin, DS; Xu, RH; Huang, P (2006). "Glycolysis inhibition for anticancer treatment". Oncogene 25 (34): 4633–4646. doi:10.1038/sj.onc.1209597. PMID 16892078.
^ M Ralser, MM Wamelink, EA Struys, C Joppich, S Krobitsch, C Jakobs, H Lehrach Proc Natl Acad Sci U S A, 2008, doi:10.1073/pnas.0803090105
^ Mireia Garriga-Canut, Barry Schoenike, Romena Qazi, Karen Bergendahl, Timothy J Daley, Rebecca M Pfender, John F Morrison, Jeffrey Ockuly, Carl Stafstrom, Thomas Sutula & Avtar Roopra, "2-Deoxy-D-glucose reduces epilepsy progression by NRSF-CtBP–dependent metabolic regulation of chromatin structure", Nat Neurosci, 9, 1382 - 1387 (2006). doi:10.1038/nn1791 Garriga-Canut, M.; Schoenike, B.; Qazi, R.; Bergendahl, K.; Daley, T. J.; Pfender, R. M.; Morrison, J. F.; Ockuly, J. et al. (2006). "2-Deoxy-D-glucose reduces epilepsy progression by NRSF-CtBP–dependent metabolic regulation of chromatin structure". Nature Neuroscience 9 (11): 1382–1387. doi:10.1038/nn1791. PMID 17041593. edit
^ Kovar, J., Volcheck, W., Sevick-Muraca, E., Simpson, M.A., and Olive, D.M., Analytical Biochemistry, Vol. 384 (2009) 254-262 Download PDF
^ Cheng, Z., Levi, J., Xiong, Z., Gheysens, O., Keren, S., Chen, X., and Gambhir, S., Bioconjugate Chemistry, 17(3), (2006), 662-669

UpToDate Contents

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1. ヘキソースリン酸側路およびグルタチオン代謝疾患（グルコース-6-リン酸脱水素酵素欠損症を除く） disorders of the hexose monophosphate shunt and glutathione metabolism other than glucose 6 phosphate dehydrogenase deficiency
2. グルコース-6-リン酸脱水素酵素欠損症の遺伝学および病態生理 genetics and pathophysiology of glucose 6 phosphate dehydrogenase deficiency
3. 副腎ステロイドの代謝 metabolism of adrenal steroids
4. 薬物および毒素による外因性非自己免疫性溶血性貧血 extrinsic nonautoimmune hemolytic anemia due to drugs and toxins
5. 先天性副腎過形成の稀な原因 uncommon causes of congenital adrenal hyperplasia

English Journal

Identification of Bacillus selenitireducens MLS10 maltose phosphorylase possessing synthetic ability for branched α-D-glucosyl trisaccharides.

Nihira T, Saito Y, Kitaoka M, Otsubo K, Nakai H.SourceFaculty of Agriculture, Niigata University, Niigata 950-2181, Japan.
Carbohydrate research.Carbohydr Res.2012 Oct 1;360:25-30. doi: 10.1016/j.carres.2012.07.014. Epub 2012 Jul 25.
We discovered an inverting maltose phosphorylase (Bsel2056) belonging to glycoside hydrolase family 65 from Bacillus selenitireducens MLS10, which possesses synthetic ability for α-D-glucosyl disaccharides and trisaccharides through the reverse phosphorolysis with β-D-glucose 1-phosphate as the do
PMID 22940176

Phenylboronic acid esters of the common 2-deoxy-aldoses.

Hess D, Klüfers P.SourceLudwig-Maximilians-Universität, Department Chemie, Butenandtstraße 5-13, München, Germany.
Carbohydrate research.Carbohydr Res.2011 Sep 27;346(13):1752-9. doi: 10.1016/j.carres.2011.05.031. Epub 2011 Jul 21.
Phenylboronic acid esters are formed by the three common 2-deoxy aldoses: 2-deoxy-d-erythro-pentose ('2-deoxy-d-ribose'), 2-deoxy-d-lyxo-hexose ('2-deoxy-d-galactose'), and 2-deoxy-d-arabino-hexose ('2-deoxy-d-glucose'). The major species that was formed from equimolar quantities of boronic acid and
PMID 21816393

Hydroxyl distribution in sugar structure and its contributory role in the inhibition of Stachybotrys microspora β-glucosidase (bglG).

Saibi W, Gargouri A.SourceCentre de Biotechnologie de Sfax, University of Sfax, Sfax, Tunisia. saibiwalid@gmail.com
Carbohydrate research.Carbohydr Res.2011 Sep 27;346(13):1848-54. doi: 10.1016/j.carres.2011.06.016. Epub 2011 Jul 19.
Stachybotrys microspora is a filamentous fungus that produces various β-glucosidases, of which two have already been characterized. The present study reports on the production of a third one, named bglG, in the presence of d-glucose used as a sole carbon source, and on its subsequent purification a
PMID 21764044

Japanese Journal

マルトースホスホリラーゼを用いた分岐グルコ3糖の生産

仁平高則,斉藤由華,中井博之 [他],Kitaoka Motomitsu,Otsubo Ken'ichi,仁平高則,斉藤由華,中井博之,北岡本光,大坪研一
新潟大学農学部研究報告 65(1), 67-75, 2012-09
… We discovered an inverting maltose phosphorylase (Bsel2056) belonging to glycoside hydrolase family 65 from Bacillus selenitireducens MLS10, which possesses synthetic ability for α-D-glucosyl disaccharides and trisaccharides through the reverse phosphorolysis with β-D-glucose 1-phosphate as the donor. …
NAID 120005285480

Related Pictures

Deoxy-D-glucose DEOXY-D-[1-3H]GLUCOSE;2-DEOXY-D Deoxy - D - galactose Deoxy- D -glucose [ 1 ] -26-3 (D-arabino-Hexose-1-14C,2-deoxy arabino-Hexose,2-deoxy-, 6-(dihydrogen Deoxy-D-arabino-hexose, D-Arabino-2 Deoxy - D - glucose

★リンクテーブル★

リンク元	「2-デオキシグルコース」
関連記事	「D」「hexose」

「2-デオキシグルコース」

2-Deoxy-D-glucose
	IUPAC name (4R,5S,6R)-6-(hydroxymethyl)oxane-2,4,5-triol
	Other names 2-Deoxyglucose; 2-Deoxy-D-mannose; 2-Deoxy-D-arabino-hexose; 2-DG
Identifiers
CAS number	154-17-6
ChemSpider	388402
UNII	9G2MP84A8W
Jmol-3D images	Image 1
	SMILES O[C@H](C(CO)O[C@H](O)C1)[C@H]1O ;
	InChI InChI=1S/C6H12O5/c7-2-4-6(10)3(8)1-5(9)11-4/h3-10H,1-2H2/t3-,4-,5?,6+/m1/s1 ; Key: PMMURAAUARKVCB-CERMHHMHSA-N ;
Properties
Molecular formula	C6H12O5
Molar mass	164.16 g/mol
Melting point	142–144 °C
	(verify) (what is: /?); Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
	Infobox references

　　[★]

英: 2-deoxyglucose 2-DG
同: 2-deoxy-D-arabino-hexose
関: グルコース、FDG、PET

グルコースの類似物質で、グルコースと同様に細胞内に取り込まれる。

「D」

　　[★]

アスパラギン酸
ジヒドロウリジン
遠位の distal,
うつ病 depression
下行結腸 descending colon(大腸内視鏡検査の結果を記載するときに用いる)

「hexose」

　　[★]

六炭糖、ヘキソース

[0] Merck Index, 11th Edition, 2886.

[1] Pelicano, H; Martin, DS; Xu, RH; Huang, P (2006). "Glycolysis inhibition for anticancer treatment". Oncogene 25 (34): 4633–4646. doi:10.1038/sj.onc.1209597. PMID 16892078.

[2] M Ralser, MM Wamelink, EA Struys, C Joppich, S Krobitsch, C Jakobs, H Lehrach Proc Natl Acad Sci U S A, 2008, doi:10.1073/pnas.0803090105

[3] Mireia Garriga-Canut, Barry Schoenike, Romena Qazi, Karen Bergendahl, Timothy J Daley, Rebecca M Pfender, John F Morrison, Jeffrey Ockuly, Carl Stafstrom, Thomas Sutula & Avtar Roopra, "2-Deoxy-D-glucose reduces epilepsy progression by NRSF-CtBP–dependent metabolic regulation of chromatin structure", Nat Neurosci, 9, 1382 - 1387 (2006). doi:10.1038/nn1791 Garriga-Canut, M.; Schoenike, B.; Qazi, R.; Bergendahl, K.; Daley, T. J.; Pfender, R. M.; Morrison, J. F.; Ockuly, J. et al. (2006). "2-Deoxy-D-glucose reduces epilepsy progression by NRSF-CtBP–dependent metabolic regulation of chromatin structure". Nature Neuroscience 9 (11): 1382–1387. doi:10.1038/nn1791. PMID 17041593. edit

[4] Kovar, J., Volcheck, W., Sevick-Muraca, E., Simpson, M.A., and Olive, D.M., Analytical Biochemistry, Vol. 384 (2009) 254-262 Download PDF

[5] Cheng, Z., Levi, J., Xiong, Z., Gheysens, O., Keren, S., Chen, X., and Gambhir, S., Bioconjugate Chemistry, 17(3), (2006), 662-669

匿名

検索

案内

案内

2-deoxy-D-arabino-hexose