エリトロース、エリスロース
- 関
- threose
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2017/03/12 19:55:35」(JST)
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Erythrose[1]
D-Erythrose
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L-Erythrose
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Names |
IUPAC names
(2R,3R)-2,3,4-Trihydroxybutanal (D)
(2S,3S)-2,3,4-Trihydroxybutanal (L)
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Identifiers |
CAS Number
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583-50-6 (D) Y
533-49-3 (L) Y |
3D model (Jmol) |
(D): Interactive image
(L): Interactive image |
ChEBI |
CHEBI:27904 Y |
ChemSpider |
84990 (D) Y |
ECHA InfoCard |
100.008.643 |
PubChem |
94176 (D) |
InChI
-
InChI=1S/C4H8O4/c5-1-3(7)4(8)2-6/h1,3-4,6-8H,2H2/t3-,4+/m0/s1 Y
Key: YTBSYETUWUMLBZ-IUYQGCFVSA-N Y
-
InChI=1/C4H8O4/c5-1-3(7)4(8)2-6/h1,3-4,6-8H,2H2/t3-,4+/m0/s1
Key: YTBSYETUWUMLBZ-IUYQGCFVBI
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SMILES
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(D): OC[C@@H](O)[C@@H](O)C=O
-
(L): OC[C@H](O)[C@H](O)C=O
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Properties |
Chemical formula
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C4H8O4 |
Molar mass |
120.10 g·mol−1 |
Appearance |
Light yellow syrup |
Solubility in water
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Very soluble |
Hazards |
NFPA 704 |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Y verify (what is YN ?) |
Infobox references |
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Erythrose is a tetrose carbohydrate with the chemical formula C4H8O4. It has one aldehyde group, and so is part of the aldose family. The natural isomer is D-erythrose.
Erythrose was first isolated in 1849 from rhubarb by the French pharmacist Louis Feux Joseph Garot (1798-1869),[2] and was named as such because of its red hue in the presence of alkali metals (ἐρυθρός, "red").[3][4]
Erythrose 4-phosphate is an intermediate in the pentose phosphate pathway[5] and the Calvin cycle.[6]
Oxidative bacteria can be made to use erythrose as its sole energy source.[7]
See also
Erythritol
References
- ^ Merck Index, 11th Edition, 3637
- ^ Obituary of Garot (1869) Journal de pharmacie et de chimie, 4th series, 9 : 472-473.
- ^ Garot (1850) "De la matière colorante rouge des rhubarbes exotiques et indigènes et de son application (comme matière colorante) aux arts et à la pharmacie" (On the red coloring material of exotic and indigenous rhubarb and on its application (as a coloring material) in the arts and in pharmacy), Journal de Pharmacie et de Chimie, 3rd series, 17 : 5-19. Erythrose is named on p. 10: "Celui que je propose, sans y attacher toutefois la moindre importance, est celui d'érythrose, du verbe grec 'ερυθραινω, rougir (1)." (The one [i.e., name] that I propose, without attaching any importance to it, is that of erythrose, from the Greek verb ερυθραινω, to redden (1).)
- ^ Wells, David Ames; Cross, Charles Robert; Bliss, George; Trowbridge, John; Nichols, William Ripley; Kneeland, Samuel (1851). Annual of Scientific Discovery. Boston: Gould, Kendall, and Lincoln. p. 211. Retrieved 11 December 2014.
- ^ Kruger, Nicholas J; von Schaewen, Antje (June 2003). "The oxidative pentose phosphate pathway: structure and organisation". Current Opinion in Plant Biology. 6 (3): 236–246. doi:10.1016/S1369-5266(03)00039-6. Retrieved 11 December 2014.
- ^ Schwender, Jörg; Goffman, Fernando; Ohlrogge, John B.; Shachar-Hill, Yair (9 December 2004). "Rubisco without the Calvin cycle improves the carbon efficiency of developing green seeds". Nature. 432 (7018): 779–782. doi:10.1038/nature03145. Retrieved 11 December 2014.
- ^ Hiatt, Howard H; Horecker, B L (13 October 1955). "D-erythrose metabolism in a strain of Alcaligenes faecalis". Journal of Bacteriology. 71 (6): 649–654. Retrieved 11 December 2014.
Types of carbohydrates
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General |
- Aldose
- Ketose
- Furanose
- Pyranose
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Geometry |
- Anomer
- Cyclohexane conformation
- Mutarotation
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Monosaccharides |
Dioses |
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Trioses |
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Tetroses |
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Pentoses |
- Aldopentoses
- Arabinose
- Lyxose
- Ribose
- Xylose
- Ketopentoses
- Deoxy sugars
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Hexoses |
- Aldohexoses
- Allose
- Altrose
- Galactose
- Glucose
- Gulose
- Idose
- Mannose
- Talose
- Ketohexoses
- Fructose
- Psicose
- Sorbose
- Tagatose
- Deoxy sugars
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Heptoses |
- Ketoheptoses
- Mannoheptulose
- Sedoheptulose
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Above 7 |
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Multiple |
Disaccharides |
- Cellobiose
- Isomaltose
- Lactose
- Lactulose
- Maltose
- Sucrose
- Trehalose
- Turanose
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Trisaccharides |
- Maltotriose
- Melezitose
- Raffinose
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Tetrasaccharides |
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Other
oligosaccharides |
- Acarbose
- Fructooligosaccharide (FOS)
- Galactooligosaccharide (GOS)
- Isomaltooligosaccharide (IMO)
- Maltodextrin
- Mannan-oligosaccharides (MOS)
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Polysaccharides |
- Beta-glucan
- Oat beta-glucan
- Lentinan
- Sizofiran
- Zymosan
- Cellulose
- Chitin
- Chitosan
- Dextrin / Dextran
- Fructose / Fructan
- Galactose / Galactan
- Glucose / Glucan
- Hemicellulose
- Levan beta 2→6
- Lignin
- Mannan
- Pectin
- Starch
- Xanthan gum
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UpToDate Contents
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English Journal
- Biosynthesis of 2-deoxysugars using whole-cell catalyst expressing 2-deoxy-D-ribose 5-phosphate aldolase.
- Li J1, Yang J, Men Y, Zeng Y, Zhu Y, Dong C, Sun Y, Ma Y.
- Applied microbiology and biotechnology.Appl Microbiol Biotechnol.2015 Jun 24. [Epub ahead of print]
- 2-Deoxy-D-ribose 5-phosphate aldolase (DERA) accepts a wide variety of aldehydes and is used in de novo synthesis of 2-deoxysugars, which have important applications in drug manufacturing. However, DERA has low preference for non-phosphorylated substrates. In this study, DERA from Klebsiella pneumon
- PMID 26104867
- Inhibition of Nicotinamide Phosphoribosyltransferase (NAMPT), an Enzyme Essential for NAD+ Biosynthesis, Leads to Altered Carbohydrate Metabolism in Cancer Cells.
- Tan B1, Dong S2, Shepard RL2, Kays L2, Roth KD1, Geeganage S2, Kuo MS3, Zhao G4.
- The Journal of biological chemistry.J Biol Chem.2015 Jun 19;290(25):15812-24. doi: 10.1074/jbc.M114.632141. Epub 2015 May 5.
- Nicotinamide phosphoribosyltransferase (NAMPT) has been extensively studied due to its essential role in NAD(+) biosynthesis in cancer cells and the prospect of developing novel therapeutics. To understand how NAMPT regulates cellular metabolism, we have shown that the treatment with FK866, a specif
- PMID 25944913
- The shikimate pathway: review of amino acid sequence, function and three-dimensional structures of the enzymes.
- Mir R1, Jallu S, Singh TP.
- Critical reviews in microbiology.Crit Rev Microbiol.2015 Jun;41(2):172-89. doi: 10.3109/1040841X.2013.813901. Epub 2013 Aug 6.
- The aromatic compounds such as aromatic amino acids, vitamin K and ubiquinone are important prerequisites for the metabolism of an organism. All organisms can synthesize these aromatic metabolites through shikimate pathway, except for mammals which are dependent on their diet for these compounds. Th
- PMID 23919299
Japanese Journal
- Gene expression and function involved in polyol biosynthesis of Trichosporonoides megachiliensis under hyper-osmotic stress(MICROBIAL PHYSIOLOGY AND BIOTECHNOLOGY)
- Retro-aldol-type fragmentation of reducing sugars preferentially occurring in polyether at high temperature: Role of the ether oxygen as a base catalyst
- 2P-1122 エリスリトール生産菌Trichosporonoides megachiliensis SN-124A株におけるErythrose Reductase遺伝子の機能解析(3a発酵生理学,発酵工学,一般講演,代謝生理学・発酵生産,伝統の技と先端科学技術の融合)
Related Links
- Erythrose. From Wikipedia, the free encyclopedia. Jump to: navigation, search. Erythrose. D-Erythrose. L-Erythrose. IUPAC name. (2R,3R)-2,3,4- Trihydroxybutanal (D) (2S,3S)-2,3,4-Trihydroxybutanal (L). Identifiers. CAS number · 583-50-6 (D) ...
★リンクテーブル★
[★]
- 英
- erythrose
- 関
- トレオース、エリスロース
[★]
- 英
- erythrose
- 関
- エリトロース
[★]
トレオース
- 関
- erythrose
[★]
エリスロ、赤
- 関
- red