Published April 30, 2020 | Version v1
Journal article Restricted

Identification of iron-chelating phenolics contributing to seed coat coloration in soybeans (Glycine max (L.) Merr.) expressing aryloxyalkanoate dioxygenase-12

  • 1. ∗ & Corteva Agriscience, Indianapolis, IN, 46268, United States

Description

Cicchillo, Robert M., Beeson, William T., McCaskill, David G., Shan, Guomin, Herman, Rod A., Walsh, Terence A. (2020): Identification of iron-chelating phenolics contributing to seed coat coloration in soybeans (Glycine max (L.) Merr.) expressing aryloxyalkanoate dioxygenase-12. Phytochemistry (112279) 172: 1-11, DOI: 10.1016/j.phytochem.2020.112279, URL: http://dx.doi.org/10.1016/j.phytochem.2020.112279

Files

Restricted

The record is publicly accessible, but files are restricted to users with access.

Linked records

Additional details

Identifiers

LSID
urn:lsid:plazi.org:pub:FFD6FFE0D203D776073AB81122012941

References

  • Ainsworth, E.A., Gillespie, K.M., 2007. Estimation of total phenolic content and other oxidation substrates in plant tissues using Folin-Ciocalteu reagent. Nat. Protoc. 2, 875-877.
  • Caffall, K.H., Mohnen, D., 2009. The structure, function, and biosynthesis of plant cell wall pectic polysaccharides. Carbohydr. Res. 344, 1879-1900.
  • Carpita, N.C., Shea, E.M., 1989. Linkage structure by gas chromatography-mass spectrometry of partially-methylated alditol acetates. In: Biermann, C.J., McGinnis, G.D. (Eds.), Analysis of Carbohydrates by GLC and MS. CRC Press, Boca Raton, FL, pp. 155-216.
  • Chien, J.T., Hsieh, H.C., Kao, T.H., Chen, B.H., 2005. Kinetic model for studying the conversion and degradation of isoflavones during heating. Food Chem. 91, 425-434.
  • Davidson, I., 2003. Hydrolysis of samples for amino acid analysis. Methods Mol. Biol. 211, 111-122.
  • Debon, S.J.J., Tester, R.F., 2001. In vitro binding of calcium, iron and zinc by non-starch polysaccharides. Food Chem. 73, 401-410.
  • Deiana, S., Gessa, C., Solinas, V., Piu, P., Seeber, R., 1989. Complexing and redox properties of the system D-galacturonic acid-iron(III). J. Inorg. Biochem. 35, 107-113.
  • Dowling, S., Regan, F., Hughes, H., 2010. The characterisation of structural and antioxidant properties of isoflavone metal chelates. J. Inorg. Biochem. 104, 1091-1098.
  • DuBois, M., Gilles, K.A., Hamilton, P.A., Rebers, F., 1956. Colorimetric method for the determination of sugars and related substances. Anal. Chem. 23, 350-356.
  • Everette, J.D., Bryant, Q.M., Green, A.M., Abbey, Y.A., Wangila, G.W., Walker, R.B., 2010a. Thorough study of reactivity of various compound classes toward the Folin-Ciocalteu reagent. J. Agric. Food Chem. 58, 8139-8144.
  • Galvez, A.F., Revilleza, M.J., de Lumen, B.O., 1997. Plant gene register #PGR97-103. Plant Physiol. 114, 1567.
  • Graham, T.L., 1991b. Flavonoid and isoflavonoid distribution in developing soybean seedling tissues and in seed and root exudates. Plant Physiol. 95, 594-603.
  • Guo, M.L., Perez, C., Wei, Y.B., Rapoza, E., Su, G., Bou-Abdallah, F., Chasteen, N.D., 2007. Iron-binding properties of plant phenolics and cranberry's bio-effects. Dalton Trans. 4951-4961.
  • Herman, R.A., Ekmay, R.D., Schafer, B.W., Song, P., Fast, B.J., Papineni, S., Shan, G., Juberg, D.R., 2018. Food and feed safety of DAS-444O6-6 herbicide-tolerant soybean. Regul. Toxicol. Pharmacol. 94, 70-74.
  • Jeong, H.J., Park, J.H., Lam, Y., De Lumen, B.O., 2003. Characterization of lunasin isolated from soybean. J. Agric. Food Chem. 51, 7901-7906.
  • Jurd, L., Geissman, T.A., 1956. Absorption spectra of metal complexes of flavonoid compounds. J. Org. Chem. 21, 1395-1401.
  • Kasprzak, M.M., Erxleben, A., Ochocki, J., 2015. Properties and applications of flavonoid metal complexes. RSC Adv. 5, 45853-45877.
  • Laszlo, J.A., 1988. Content and stability of ferrous iron in soybean hulls. Cereal Chem. 65, 20-23.
  • Lepping, M.D., Herman, R.A., Potts, B.L., 2013. Compositional equivalence of DAS-
  • Li, D., Roh, S.-A., Shim, J.-H., Mikami, B., Baik, M.-Y., Park, C.-S., Park, K.-H., 2005. Glycosylation of genistin into soluble inclusion complex form of cyclic glucans by enzymatic modification. J. Agric. Food Chem. 53, 6516-6524.
  • K.R., 2002. Interactions of flavonoids with iron and copper Ions: a mechanism for their antioxidant activity. Free Radic. Res. 36, 1199-1208.
  • Moraghan, J.T., Helms, T.C., 2005. Seed iron in diverse soybean genotypes. J. Plant Nutr.
  • 28, 1453-1463.
  • Nakamura, A., Furuta, H., Maeda, H., Takao, T., Nagamatsu, Y., 2002. Structural studies by stepwise enzymatic degradation of the main backbone of soybean soluble polysaccharides consisting of galacturonan and rhamnogalacturonan. Biosci. Biotechnol. Biochem. 66, 1301-1313.
  • Ng, L.T., Pascaud, A., Pascaud, M., 1987. Hydrochloric acid hydrolysis of proteins and determination of tryptophan by reversed-phase high-performance liquid chromatography. Anal. Biochem. 167, 47-52.
  • Owen, F., 1928. Inheritance studies in soybeans. III. Seed-coat color and summary of all other mendelian characters thus far reported. Genetics 13, 50.
  • Palaniswamy, S.M., 2017. Determination of Amino Acid Composition of Cell Culture
  • Perez-Jimenez, J., Torres, J.L., 2011. Analysis of nonextractable phenolic compounds in foods: the current state of the art. J. Agric. Food Chem. 59, 12713-12724.
  • Perron, N.R., Brumaghim, J.L., 2009. A review of the antioxidant mechanisms of polyphenol compounds related to iron binding. Cell Biochem. Biophys. 53, 75-100.
  • Singleton, V.L., Orthofer, R., Lamuela-Raventos, R.M., 1999. Analysis of total phenols and other oxidation substrates and antioxidants by means of Folin-Ciocalteu reagent. In: In: Packer, L. (Ed.), Methods in Enzymology, vol. 299. Academic Press, San Diego, CA, pp. 152-178.
  • Todd, J.J., Vodkin, L.O., 1993. Pigmented soybean (Glycine max) seed coats accumulate proanthocyanidins during development. Plant Physiol. 102, 663-670.
  • Tuteja, J.H., Zabala, G., Varala, K., Hudson, M., Vodkin, L.O., 2009. Endogenous, tissuespecific short interfering RNAs silence the chalcone synthase gene family in glycine max seed coats. Plant Cell 21, 3063-3077.
  • Wright, T.R., Shan, G., Walsh, T.A., Lira, J.M., Cui, C., Song, P., Zhuang, M., Arnold, N.L., Lin, G., Yau, K., Russell, S.M., Cicchillo, R.M., Peterson, M.A., Simpson, D.M., Zhou, N., Ponsamuel, J., Zhang, Z., 2010. Robust crop resistance to broadleaf and grass herbicides provided by aryloxyalkanoate dioxygenase transgenes. Proc. Natl. Acad. Sci. Unit. States Am. 107, 20240-20245.
  • Yang, K., Jeong, N., Moon, J.K., Lee, Y.H., Lee, S.H., Kim, H.M., Hwang, C.H., Back, K., Palmer, R.G., Jeong, S.C., 2010. Genetic analysis of genes controlling natural variation of seed coat and flower colors in soybean. J. Hered. 101, 757-768.
  • Yu, O., Shi, J., Hession, A.O., Maxwell, C.A., McGonigle, B., Odell, J.T., 2003. Metabolic engineering to increase isoflavone biosynthesis in soybean seed. Phytochemistry 63, 753-763.
  • Yue, X.H., Abdallah, A.M., Xu, Z.M., 2010. Distribution of isoflavones and antioxidant activities of soybean cotyledon, coat and germ. J. Food Process. Preserv. 34, 795-806.