Erythrose

Erythrose[1]

D-Erythrose

L-Erythrose
Names
IUPAC names
(2R,3R)-2,3,4-Trihydroxybutanal (D)
(2S,3S)-2,3,4-Trihydroxybutanal (L)
Identifiers
583-50-6 (D) YesY
533-49-3 (L) YesY
3D model (Jmol) (D): Interactive image
(L): Interactive image
ChEBI CHEBI:27904 YesY
ChemSpider 84990 (D) YesY
ECHA InfoCard 100.008.643
PubChem 94176 (D)
Properties
C4H8O4
Molar mass 120.10 g·mol−1
Appearance Light yellow syrup
Very soluble
Hazards
NFPA 704
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g., canola oil Health code 1: Exposure would cause irritation but only minor residual injury. E.g., turpentine Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
1
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

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.

Fischer projections

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

  1. ↑ Merck Index, 11th Edition, 3637
  2. ↑ Obituary of Garot (1869) Journal de pharmacie et de chimie, 4th series, 9 : 472-473.
  3. ↑ 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).)
  4. ↑ 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.
  5. ↑ 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.
  6. ↑ 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.
  7. ↑ 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.
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