Misplaced Pages

Leucoanthocyanidin

Article snapshot taken from[REDACTED] with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.

This is an old revision of this page, as edited by CheMoBot (talk | contribs) at 07:22, 10 July 2011 (Updating {{chembox}} (changes to watched fields - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation (report [[Wikipe). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Revision as of 07:22, 10 July 2011 by CheMoBot (talk | contribs) (Updating {{chembox}} (changes to watched fields - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation (report [[Wikipe)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff)
Leucoanthocyanidin
Names
IUPAC name 2-phenyl-3,4-dihydro-2H-chromene-3,4-diol
Other names Flavan-3,4-diol
Identifiers
3D model (JSmol)
PubChem CID
SMILES
  • C1=CC=C(C=C1)C2C(C(C3=CC=CC=C3O2)O)O
Properties
Chemical formula C15H14O3
Molar mass 242.26 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Leucoanthocyanidin (flavan-3,4-diols) are colorless chemical compounds related to anthocyanidins and anthocyanins. Leucoanthocyanins can be found in Anadenanthera peregrina and in several species of Nepenthes including Nepenthes rajah, Nepenthes burbidgeae, Nepenthes tentaculata, Nepenthes × alisaputrana and Nepenthes muluensis.

Such compounds are :

Leucoanthocyanidins have been demonstrated to be intermediates in anthocyanidin biosynthesis in flowers of Matthiola incana.

Bate-smith recommended in 1954 the use of the Forestal solvent for the isolation of leuco-anthocyanins.

Metabolism

Leucoanthocyanidin dioxygenase uses flavan-3,4-diols to produce 3-hydroxyanthocyanidins. The gene encoding the enzyme (PpLDOX) has been identified in peach and expression has been studied in Vitis vinifera.

References

  1. Flavan derivatives. XIX. Teracacidin and isoteracacidin from Acacia obtusifolia and Acacia maidenii heartwoods; Phenolic hydroxylation patterns of heartwood flavonoids characteristic of sections and subsections of the genus Acacia. JW Clark-Lewis and I Dainis, Australian Journal of Chemistry, 20(10), pp. 2191-2198, doi:10.1071/CH9672191
  2. Leucoanthocyanidins as intermediates in anthocyanidin biosynthesis in flowers of Matthiola incana R. Br. Werner Heller, Lothar Britsch, Gert Forkmann and Hans Grisebach, 1984
  3. Bate-Smith, E. C., Leuco-Anthocyanins, Biochem J. 1954 Sept; 58(1), pp. 122–125. (retrieved 27 sept 2010 http://www.ncbi.nlm.nih.gov/pmc/articles/PMC1269852/pdf/biochemj01081-0129.pdf )
  4. leucoanthocyanidin dioxygenase on mondofacto.com
  5. Leucoanthocyanidin dioxygenase gene (PpLDOX): a potential functional marker for cold storage browning in peach, E. A. Ogundiwin, C. P. Peace, C. M. Nicolet, V. K. Rashbrook, T. M. Gradziel, F. A. Bliss, D. Parfitt and C. H. Crisosto, 2008
  6. Regulation of the leucoanthocyanidin dioxygenase gene expression in Vitis vinifera, Gollop R; Farhi S.; Perl A. 2001
Types of flavonoids
Flavonoids
Anthoxanthins
Flavones
Flavonols
Isoflavones
Neoflavonoids
Flavans
Flavan
Flavan-3-ols
(flavanols)
Flavan-4-ols
(flavanols)
Flavan-3,4-diols
Flavanones
Flavanonols
Anthocyanidins
3-deoxyanthocyanidins
3-hydroxyanthocyanidin
Aurones
Chalcones
Chalcones
Dihydrochalcone
Miscellaneous
Flavonoid biosynthesis
Types of leucoanthocyanidins
leucoanthocyanidins:
Category:
Leucoanthocyanidin Add topic