Preparation and characterization of liprotides prepared from protein extracts of mung beans (Vigna radiata (L.))

Authors

  • Ericsson David Department of Chemistry, De La Salle University
  • Joshua William Tamayo Department of Chemistry, De La Salle University
  • Rafael Espiritu Department of Chemistry, De La Salle University https://orcid.org/0000-0001-9993-4310

DOI:

https://doi.org/10.26534/kimika.v35i1.24-35

Keywords:

albumin, globulin, liprotide, mung beans, oleic acid

Abstract

Liprotides are protein-fatty acid complexes that have been shown to exhibit promising drug carrier and anti-cancer activities. Most published studies have focused thus far on animal serum albumin proteins, and there is scarce data on liprotides prepared from other protein molecules, particularly those derived from plants. Therefore, to explore new liprotide preparations, mung bean albumins and globulins were extracted, and their complexation with oleic acid at 40 °C and 80 °C was investigated. The prepared complexes were then subjected to ATR-FTIR spectroscopy, particle size, and zeta potential analyses. The FTIR spectra of the liprotides showed that the proteins' characteristic amide I and II bands shifted to higher wavenumbers, indicating changes in secondary structure in the presence of oleic acid. This was also accompanied by changes in the characteristic bands for C=O and C-H stretching of oleic acid in the presence of the protein. Particle size analysis showed that the prepared liprotides were highly polydispersed (PdI > 0.4), ranging from 658.7 nm and 1946 nm in diameter, that was also larger than those reported previously. Finally, zeta-potential measurement revealed that the liprotides had values ranging from -24.19 mV and -34.88 mV, which generally suggested an incipient to moderate stability of the colloidal suspension against aggregation. These data suggest that the preparation temperature employed in the study resulted in liprotides prepared from the crude albumin and globulin extracts having comparable characteristics.

References

Anwar F, Latif S, Przybylski, R, Sultana B, Ashraf M. Chemical composition and antioxidant activity of seeds of different cultivars of Mungbean. J Food Sci. 2007 Aug; 72(7):S503-S510. https://doi.org/10.1111/j.1750-3841.2007.00462.x

Bagchi S, Sharma K, Chakrabortty A, Lahiri SC. Spectrophotometric, FTIR and theoretical studies of the charge-transfer complexes between isoniazid (pyridine-4-carboxylic acid hydrazide) and the acceptors (p-chloranil, chloranilic acid and tetracyanoethylene) in acetonitrile, their association constants, thermodynamic properties and other related properties. Spectrochim Acta A Mol Biomol Spectrosc. 2012 Sep; 95:637–647. https://doi.org/10.1016/j.saa.2012.04.069

Brinkmann CR, Thiel S, Larsen MK, Petersen TE, Jensenius JC, Heegaard CW. Preparation and comparison of cytotoxic complexes formed between oleic acid and either bovine or human alpha lactalbumin. J Dairy Sci. 2011 May; 94(5):2159-2170. https://doi.org/10.3168/jds.2010-3622

Brishti FH, Zarei M, Muhammad SKS, Ismail-Fitry MR, Shukri R, Saari N. Evaluation of the functional properties of mung bean protein isolate for development of textured vegetable protein. Int Food Res J. 2017 Aug; 24(4):1595-1605. ifrj.upm.edu.my/24 (04) 2017/(34).pdf

Brishti FH, Chay SY, Muhammad K, Ismail-Fitry MR, Zarei M, Karthikeyan S, et al. Structural and rheological changes of texturized mung bean protein induced by feed moisture during extrusion. Food Chem. 2021 May; 344:128643. https://doi.org/10.1016/j.foodchem.2020.128643

Costa RO, Coutinho JP, Santos RLSR. Use of mixture design to optimize nanofabrication of dithiocarbazate–loaded polylactic acid nanoparticles. J Appl Polym Sci. 2021 Aug; 139(3):51504. https://doi.org/10.1002/app.51504

De Meutter J, Goormaghtigh E. Evaluation of protein secondary structure from FTIR spectra improved after partial deuteration. Eur Biophys J 2021 Feb; 50:613–628. https://doi.org/10.1007/s00249-021-01502-y

Frislev HKS, Pedersen JN, Pedersen JS, Otzen D. Liprotides: Nano-sized cytotoxic protein-fatty Acid complexes with a core-shell or multi-layer structure. Biophys J. 2016 Feb; 110(3):577a https://doi.org/10.1016/j.bpj.2015.11.3087

Frislev HS, Boye TL, Nylandsted J, Otzen D. Liprotides kill cancer cells by disrupting the plasma membrane. Sci Rep. 2017 Nov; 7(1):15129. https://doi.org/10.1038/s41598-017-15003-6

Guillén MD, Cabo N. Infrared spectroscopy in the study of edible oils and fats. J Sci Food Agric. 1999 Mar; 75(1): 1–11. https://doi.org/10.1002/(SICI)1097-0010(199709)75:1%3C1::AID-JSFA842%3E3.0.CO;2-R

Håkansson A, Zhivotovsky B, Orrenius S, Sabharwa H, Svanborg C. Apoptosis induced by a human milk protein. PNAS. 1995 Aug; 92(17):8064–8068. https://doi.org/10.1073/pnas.92.17.8064 Svensson

Kachel M, Matwijczuk A, Przywara A, Kraszkiewicz A, Koszel M. Profile of fatty acids and spectroscopic characteristics of selected vegetable oils extracted by cold maceration. Agricultural Engineering. 2018 Apr; 22(1):61–71. https://doi.org/10.1515/agriceng-2018-0006

Nie B, Stutzman J, Xie A. A vibrational spectral maker for probing the Hydrogen-Bonding status of protonated ASP and GLU residues. Biophys J. 2005 Apr; 88(4):2833–2847. https://doi.org/10.1529/biophysj.104.047639

Nishikawa Y, Fujiwara K, Osawa M, Takamura K. Trace analysis of human skin secretions by surface-enhanced infrared spectroscopy: Detection of lactate. Anal Sci. 1993 Dec; 9(6):811–815. https://doi.org/10.2116/analsci.9.811

Pedersen JN, Pedersen JS, Otzen DE. The use of liprotides to stabilize and transport hydrophobic molecules. Biochemistry. 2015 Aug; 54(31):4815–4823. https://doi.org/10.1021/acs.biochem.5b00547

Pedersen JN, Frislev HKS, Pedersen JS, Otzen D. Structures and mechanisms of formation of liprotides. Biochim Biophys Acta Proteins Proteom. 2020 Nov; 1868(11):140505. https://doi.org/10.1016/j.bbapap.2020.140505

Sadat A, Joye IJ. Peak fitting applied to Fourier Transform Infrared and Raman spectroscopic analysis of proteins. Appl Sci. 2020 Aug; 10(17):5918. https://doi.org/10.3390/app10175918

Sharma S, Lahiri SC. Absorption spectroscopic and FTIR studies on EDA complexes between TNT (2,4,6-trinitrotoluene) with amines in DMSO and determination of the vertical electron affinity of TNT. Spectrochim Acta A Mol Biomol Spectrosc. 2008 Jun; 70(1):144–153. https://doi.org/10.1016/j.saa.2007.07.025

Shevkani K, Singh N, Kaur A, Rana JC. Structural and functional characterization of kidney bean and field pea protein isolates: A comparative study. Food Hydrocoll. 2015 Jan; 43:679–689. https://doi.org/10.1016/j.foodhyd.2014.07.024

Sørensen HV, Pedersen JN, Pedersen JS, Otzen DE. Tailoring thermal treatment to form liprotide complexes between oleic acid and different proteins. Biochim Biophys Acta Proteins Proteom. 2017 Jun; 1865:682-693. https://doi.org/10.1016/j.bbapap.2017.03.011

Svensson M, Sabharwal H, Hakansson A, Mossberg AK, Lipniunas P, Leffler H, et al. Molecular characterization of alpha-lactalbumin folding variants that induce apoptosis in tumor cells. J Biol Chem. 1999 Mar; 274(10):6388-6396. https://doi.org/10.1074/jbc.274.10.6388

Downloads

Published

2024-12-02

Issue

Section

Research Articles

How to Cite

Preparation and characterization of liprotides prepared from protein extracts of mung beans (Vigna radiata (L.)). (2024). KIMIKA, 35(1), 36-44. https://doi.org/10.26534/kimika.v35i1.24-35