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United States Department of Agriculture

Agricultural Research Service

Research Project: Value-Added Products from Cottonseed

Location: Commodity Utilization Research

2013 Annual Report

1a. Objectives (from AD-416):
The principal goal of the project is to improve the postharvest utilization of cottonseed thereby increasing value of U.S. cotton crop. This will be achieved by developing an improved understanding of cottonseed’s oil, protein, and gossypol components. The objectives of the project are: (1) To survey available accessions from the Genetic Resources Information Network (GRIN) cotton database for genotypes modified fatty acid profiles. (2) To prepare a series of gossypol derivatives and study their bioactivity. (3) To develop improved chromatographic methods for measuring low levels of gossypol. (4) To study the potential use of cottonseed protein in adhesive formulations. (5) Ro modify cottonseed oil hydrogenation processes to reduce levels of trans fatty acids. (6) Use model plant systems to identify and refine transgenic expression conditions for critical industrial oil biosynthetic genes. (7) Identify substrate specificity-determining sequences in pertinent genes from tung tree related species. (8) Tansfer knowledge of minimal necessary gene sets from current research (on tung tree genes) to other novel oilseed whose oil represents greater market size or strategic value; i.e., epoxy (from Crepis, Vernonia, and Euphorbia species) or acetylenic fatty acids (also from Crepis).

1b. Approach (from AD-416):
A number of analytical, chemical, microbial, and cell culture techniques will be employed to achieve the project goals. For fatty acid analysis, gas chromatography coupled with chemical derivatization will be used to profile the fatty acids from extracted cottonseed oil and hydrogenated oil samples. Laboratory synthesis methods will be used to generate gossypol derivatives and liquid chromatography methods will be used to separate and purify the resulting compounds. Microbial and cell culture assays will be used to study the bioactivity of the new compounds. Protein isolation methods will be used to recover cottonseed protein as concentrates and isolates, and these preparations will be used to formulate adhesive systems. Hot-plate pressing of plywood squares will be used to make samples to test for protein adhesive strength and durability. Modification of proteins will be achieved by chemical and physical methods.

3. Progress Report:
On project Objective 1, work on the effort to survey the cotton germplasm collection for seed oil fatty acid profile was ended because of the loss of temporary employee associated with the effort. Four Gossypium barbadense accessions were identified with high oleic acid content and the most productive accession has been increased at the winter nursery to produce seed for oil isolation. On Objective 2, several additional gossypol Schiff’s base derivatives were synthesized. Single crystals of four of these compounds were prepared, and their structures have been determined by X-ray diffraction. However, a good candidate for a charge density study has not been found. This has been sought to help explain why our attempts to form stable secondary amines from the Schiff’s base derivatives have to date failed. We continue to make cottonseed protein isolate (>90% protein) from cottonseed meals for adhesive studies (Objective 4). In addition, isolates were prepared from both glanded and glandless cotton varieties and characterized for their compositional and functional properties. The glandless isolates were very high in protein, exhibited high solubility in acid conditions, and had foaming and emulsion stabilization properties that would be useful in food processing. Studies on the use of cottonseed and soy protein isolates as protein-based adhesives continued. Cottonseed protein isolate, either by itself or modified with sodium dodecylsulfate, was found have greater adhesive strength than soy isolate when used to glue maple veneer strips. Additionally, cottonseed meal was extracted with water and salt solutions to prepare protein concentrates (with about 70% protein) and these meal fractions were also found to exhibit adhesive properties comparable to the properties obtained with cottonseed isolates. In general, cottonseed protein adhesive were found to exhibit better resistance to water than similar soy protein-based adhesives. Hydrogenation of soybean and cottonseed oils (Objective 5) was studied at two elevated pressures with three commercial catalysts. Higher hydrogen pressures produced lower levels of trans-fatty acids. The platinum catalyst gave the least amount of trans-fatty acids, followed by the nickel and palladium catalysts. Partially hydrogenated cottonseed oil contained noticeably less trans-fat than did the partially hydrogenated soybean oil when the oils were hydrogenated to the same degree of unsaturation. The experimental results were modeled kinetically. Initial trials that included sonication during hydrogenation were not effective at reducing trans-oriented fatty acids, and research in this direction has been curtailed. The ginning of cotton produces 15–42% of foreign materials, called cotton gin trash, which includes cotton burrs, stems, leaf fragments, and dirt. With collaborators at the National Center for Crops Utilization Research, the mechanical properties of plastic composites formed with cotton gin burr and low density polyethylene were studied. The results suggested that burr can be used to lower the cost of some plastic formulations.

4. Accomplishments

Review Publications
He, Z., Waldrip, H.M., Yun, W. 2012. Application of capillary electrophoresis in agricultural and soil chemistry research. In: He, Z., editor. Capillary Electrophoresis: Fundamentals, Techniques and Applications. New York, NY:Nova Science. p. 131-151.

He, Z., Mingxin, G., Lovanh, N., Spokas, K.A. 2012. Applied manure research—looking forward to the benign roles of animal manure in agriculture and the environment. In: He, Z., editor. Applied Research of Animal Manure: Challenges and Opportunities beyond the Adverse Environmental Concerns. New York, NY:Nova Science. p. 299-309.

Wang, Y., He, Z., Waldrip, H.M. 2012. Capillary electrophoresis application in metal speciation and complexation characterization. In: He, Z., editor. Capillary Electrophoresis: Fundamentals, Techniques and Applications. New York, NY:Nova Science. p. 117-130.

He, Z., Zhong, J., Cheng, H.N. 2013. Conformational change of metal phytates: solid state 1D 13C and 2D 1H-13C NMR spectroscopic investigations. Journal of Food Agriculture and Environment. 11(1):965-970.

He, Z., Shankle, M., Zhang, H., Way, T.R., Tewolde, H., Uchimiya, M. 2013. Mineral composition of cottonseed is affected by fertilization management practices. Agronomy Journal. 105(2):341-350.

Cheng, H.N., Dowd, M.K., He, Z. 2013. Investigation of modified cottonseed protein adhesives for wood composites. Industrial Crops and Products. 46:399-403.

Zelaya, C.A., Stevens, E.D., Dowd, M.K. 2013. Di(phenylpropylamino)gossypol: a derivative of the dimeric natural product gossypol. Acta Crystallographica Section C: Crystal Structure Communications. 69(4):439-443.

Cheng, H.N. 2012. An overview of degradable polymers. In: Khemani, K., et al., editors. Degradable Polymers and Materials: Principles and Practice. 2nd. edition. Washington,DC:American Chemical Society Symposium Series. p. xiii-xiv.

Last Modified: 10/17/2017
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