The 3-Deoxyanthocyanidins and their glycosides (3-deoxyanthocyanins or 3-DA) are molecules with an anthocyanidins backbone lacking an hydroxyl group at position 3 on the C-ring. This nomenclature is the inverse of that which is commonly used in flavonoids, where the hydroxy-group is assumed absent if it is not specified, e. g. flavan-3-ol, flavan-4-ol, flavan-3,4-ol and flavonol.
Anthocyanins chemical structure, carbon 3 is represented as the R3 group
Luteolinidin chemical structure
3-Deoxyanthocyanidins are yellow anthocyanidins that can be found primarily in ferns and mosses (Timberlake and Bridle, 1975, 1980),[1] in Sorghum bicolor[1][2] and in purple corn (Nakatani et al., 1979)[1] (maíz morado).
3-Deoxyanthocyanidins are reported to be stable to color loss due to change in pH.[3] Synthetic 3-deoxyanthocyanidins with a carboxylate group at carbon 4 show unusually stable colorant properties at pH 7.[1]
^ abcdSweeny, James G.; Iacobucci, Guillermo A. (May 1, 1983). "Effect of substitution on the stability of 3-deoxyanthocyanidins in aqueous solutions". Journal of Agricultural and Food Chemistry. 31 (3): 531–533. doi:10.1021/jf00117a017.
^"Inclusions of flavonoid 3-deoxyanthocyanidins in Sorghum bicolor self-organize into spherical structures". Physiological and Molecular Plant Pathology. 65 (4). from the original on March 3, 2016. Retrieved June 25, 2017.
^Awika, Joseph M. (January 1, 2008). "Behavior of 3-deoxyanthocyanidins in the presence of phenolic copigments". Food Research International. 41 (5): 532–538. doi:10.1016/j.foodres.2008.03.002.
^Shih, Chun-Hat; Chu, Ivan K.; Yip, Wing Kin; Lo, Clive (October 1, 2006). "Differential Expression of Two Flavonoid 3′-Hydroxylase cDNAs Involved in Biosynthesis of Anthocyanin Pigments and 3-Deoxyanthocyanidin Phytoalexins in Sorghum". Plant and Cell Physiology. 47 (10): 1412–1419. doi:10.1093/pcp/pcl003. PMID 16943219.
^. aspb.org. Archived from the original on July 25, 2011. Retrieved June 25, 2017.
March 09, 2023
deoxyanthocyanidin, their, glycosides, deoxyanthocyanins, molecules, with, anthocyanidins, backbone, lacking, hydroxyl, group, position, ring, this, nomenclature, inverse, that, which, commonly, used, flavonoids, where, hydroxy, group, assumed, absent, specifi. The 3 Deoxyanthocyanidins and their glycosides 3 deoxyanthocyanins or 3 DA are molecules with an anthocyanidins backbone lacking an hydroxyl group at position 3 on the C ring This nomenclature is the inverse of that which is commonly used in flavonoids where the hydroxy group is assumed absent if it is not specified e g flavan 3 ol flavan 4 ol flavan 3 4 ol and flavonol Anthocyanins chemical structure carbon 3 is represented as the R3 group Luteolinidin chemical structure 3 Deoxyanthocyanidins are yellow anthocyanidins that can be found primarily in ferns and mosses Timberlake and Bridle 1975 1980 1 in Sorghum bicolor 1 2 and in purple corn Nakatani et al 1979 1 maiz morado 3 Deoxyanthocyanidins are reported to be stable to color loss due to change in pH 3 Synthetic 3 deoxyanthocyanidins with a carboxylate group at carbon 4 show unusually stable colorant properties at pH 7 1 In Sorghum the SbF3 H2 gene encoding a flavonoid 3 hydroxylase seems to be expressed in pathogen specific 3 deoxyanthocyanidin phytoalexins synthesis 4 for example in Sorghum Colletotrichum interactions 5 This category include Apigeninidin Columnidin Diosmetinidin Luteolinidin TricetinidinReferences Edit a b c d Sweeny James G Iacobucci Guillermo A May 1 1983 Effect of substitution on the stability of 3 deoxyanthocyanidins in aqueous solutions Journal of Agricultural and Food Chemistry 31 3 531 533 doi 10 1021 jf00117a017 Inclusions of flavonoid 3 deoxyanthocyanidins in Sorghum bicolor self organize into spherical structures Physiological and Molecular Plant Pathology 65 4 Archived from the original on March 3 2016 Retrieved June 25 2017 Awika Joseph M January 1 2008 Behavior of 3 deoxyanthocyanidins in the presence of phenolic copigments Food Research International 41 5 532 538 doi 10 1016 j foodres 2008 03 002 Shih Chun Hat Chu Ivan K Yip Wing Kin Lo Clive October 1 2006 Differential Expression of Two Flavonoid 3 Hydroxylase cDNAs Involved in Biosynthesis of Anthocyanin Pigments and 3 Deoxyanthocyanidin Phytoalexins in Sorghum Plant and Cell Physiology 47 10 1412 1419 doi 10 1093 pcp pcl003 PMID 16943219 Biosynthesis and regulation of 3 deoxyanthocyanidin phytoalexins induced during Sorghum Colletotrichum interaction Heterologous expression in maize Chopra Surinder Gaffoor Iffa Ibraheem Farag aspb org Archived from the original on July 25 2011 Retrieved June 25 2017 Retrieved from https en wikipedia org w index php title 3 Deoxyanthocyanidin amp oldid 1000014196, wikipedia, wiki, book, books, library,
