Threose


Threose
Threose[1]

D-Threose

L-Threose
Identifiers
CAS number 95-43-2 (D) YesY, 95-44-3 (L) YesY
PubChem 439665 (D)
ChemSpider 388736 YesY
ChEBI CHEBI:28587 YesY
Jmol-3D images Image 1
Image 2
Properties
Molecular formula C4H8O4
Molar mass 120.1 g mol−1
Appearance Syrup
Solubility in water Very soluble
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Threose is a four-carbon monosaccharide or carbohydrate with molecular formula C4H8O4. It has a terminal aldehyde group rather than a ketone in its linear chain, and so is considered part of the aldose family of monosaccharides. The threose name can be used to refer to both the D- and L-stereoisomers, and more generally to the racemic mixture (D/L-, equal parts D- and L-) as well as to the more generic threose structure (absolute stereochemistry unspecified).

The prefix "threo" which derives from threose (and "erythro" from a corresponding diastereomer erythrose) offer a useful way to describe general organic structures with adjacent chiral centers, where "the prefixes... designate the relative configuration of the centers".[2] As is depicted in a Fischer projection of D-threose, the adjacent substituents will have a syn orientation in the isomer referred to as "threo", and are anti in the isomer referred to as "erythro".[3]

Fischer projections depicting of the two enantiomers of threose

References

  1. ^ Merck Index, 11th Edition, 9317
  2. ^ Formulas Using Other Configurational Notations, W. Rausch, accessed 1 March 2011
  3. ^ ibid. Prof. Rausch helpfully notes that the prefixes "may be applied to racemic compounds, as well as pure enantiomers and meso compounds", and that when depicted in the common "zig-zag" representation, adjacent "substituents may lie on the same side of the carbon chain... [syn] or on opposite sides... [anti]", which is opposite of their depiction in a Fischer projection.

See also



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Look at other dictionaries:

  • Threose — Thréose thréose[1] Général Nom IUPAC (2S,3R) 2,3,4 …   Wikipédia en Français

  • Thréose — thréose[1] Général Nom IUPAC (2S,3R) 2,3,4 Trihydroxybutanal …   Wikipédia en Français

  • thréose — ⇒THRÉOSE, subst. masc. CHIM. Ose renfermant une fonction aldéhyde, isomère de l érythrose, dont l oxydation énergique fournit l acide tartrique racémique (d apr. GDEL). Voir Encyclop. Sc. Techn. t. 6, p. 399b, s.v. glucides. Prononc.:[ ]. Étymol …   Encyclopédie Universelle

  • Threose — Strukturformel Fischer Projektion, offenkettige Darstellung Allgemeines Name …   Deutsch Wikipedia

  • Threose — Thre|o|se [anagrammatisch aus ↑ Erythrose], die; , n; Syn.: threo Tetrose: optisch aktives, seltenes Monosaccharid, das diastereoisomer mit ↑ Erythrose ist. * * * Threose   [Kurzwort] die, , Monosaccharid aus der Gruppe der Tetrosen, das zwei… …   Universal-Lexikon

  • threose — treozė statusas T sritis chemija apibrėžtis Aldotetrozė. formulė CHO(CHOH)₂CH₂OH atitikmenys: angl. threose rus. треоза …   Chemijos terminų aiškinamasis žodynas

  • threose — A four carbon sugar in which the two central hydroxyl groups are in trans orientation ( cis in erythrose) …   Dictionary of molecular biology

  • threose — noun The aldotetrose (2S,3R) 2,3,4 trihydroxybutanal …   Wiktionary

  • threose — An aldotetrose; one of the two aldoses (the other is erythrose) containing four carbon atoms. * * * thre·ose thrē .ōs n a syrupy synthetic sugar C4H8O4 that is the epimer of erythrose and that occurs as two optical isomers * * * thre·ose… …   Medical dictionary

  • threose — thre·ose …   English syllables


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