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Lycopene: Metabolism and Functional Aspects

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Bioactive Molecules in Food

Part of the book series: Reference Series in Phytochemistry ((RSP))

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Abstract

Lycopene is the most abundant carotenoid found in human serum and has been recognized as the most effective antioxidant among all the carotenoids. Lycopene has 11 conjugated double bonds in its structure. However, lycopene occurs naturally in the all trans form in the dietary sources, found in as many as 18 different isometric forms in human serum and prostate cells mostly in cis form. However, the absolute concentrations of individual carotenoids within specific lipoprotein classes have not been reported; relative distribution of β-carotene, α-carotene, and lycopene among the very low-density lipoprotein (VLDL), low-density lipoprotein (LDL), and high-density lipoprotein (HDL) was similar, with 58–73% in LDL, 17–26% in HDL, and 10–16% in VLDL when separated by conventional sequential flotation ultracentrifugation and quantified by high-performance liquid chromatography. Lycopene has also been found helpful in elimination of xenobiotics through stool or urine. Lycopene alters hormone and growth factor signalling including IFG-1 (31.5% decrease in serum IFG-1 levels) which is associated with cell proliferation. However its stability is a critical factor for its functional aspects. Physical and chemical factors like elevated temperature, exposure to oxygen and light, metallic ions (e.g., Cu2+ and Fe3+), extreme in pH, and active surfaces affect its stability.

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Abbreviations

BV:

Biological value

CDP-ME:

Methylerythritol cytidyl diphosphate

CDP-MEP:

4-Diphosphocytidyl-2-C-methyl-D-erythritol-2-phosphate

CTP:

Cytidine 5′-triphosphate

DMAPP:

Dimethylallyl pyrophosphate

DXR/IspC:

DXP reductoisomerase

HDL:

High-density lipoprotein

HMBPP:

4-Hydroxy-3-methyl-butenyl 1-diphosphate

IFG-1:

Growth factor-1

IPP:

Isopentenyl pyrophosphate

IspD:

CDP-ME synthetase

LDL:

Low-density lipoprotein

LOOHs:

Hydroperoxides

MEcPP:

2-C-Methyl-D-erythritol-2,4-cyclodiphosphate

MEP:

2C-methyl-D-erythritol 4-phosphate

MVA:

Mevalonic acid

PUFAs:

Polyunsaturated fatty acids

VLDL:

Very low-density lipoprotein

References

  1. Gopalkrishnan TR (2007) Horticultural science series-vegetable crops, vol 4. New India Publishing Agency, New Delhi, pp 1–45, 87–100

    Google Scholar 

  2. Khachik F, Goli MB, Beecher GR, Holden J, Lusby WR, Tenorio MD, Barrera MR (1992) Effect of food preparation on qualitative and quantitative distribution of major carotenoid constituents of tomatoes and several green vegetables. J Agric Food Chem 40:390–398

    Article  CAS  Google Scholar 

  3. Stahl W, Sies H (1996) Perspectives in biochemistry and biophysics. Lycopene: a biologically important carotenoid for humans. Arch Biochem Biophys 336:1–9

    Article  CAS  PubMed  Google Scholar 

  4. Vogele AC (1937) Effect of environmental factors upon the color of the tomato and the watermelon. Plant Physiol 12:929–955

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  5. Rodriguez-Amaya DB (1993) Nature and distribution of carotenoids in foods. In: Charalambous G (ed) Shelf-life studies of foods and beverages; chemical, biological, physical and nutritional aspects. Elsevier Science Publishers, Amsterdam

    Google Scholar 

  6. Rodriguez-Amaya DB (1997) Carotenoids and food preparation: the retention of provitamin carotenoids in prepared, processed and stored foods. USAID, OMNI project. John Snow, Arlington, 88 p

    Google Scholar 

  7. Rogers LJ, Shah SPJ, Goodwin TW (1966) Intracellular localization of mevalonate activating enzymes in plant cells. J Biochem 99:381–388

    Article  CAS  Google Scholar 

  8. Rohmer M, Knani M, Simonin P, Sutter B, Sahm H (1993) Isoprenoid biosynthesis in bacteria: a novel pathway for the early steps leading to isopentenyl diphosphate. Biochem J 295(Pt 2):517–524

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  9. Lishan Z, Chang W, Xiao Y, Liu H, Liu P (2013) Methylerythritol phosphate pathway of isoprenoid biosynthesis. Annu Rev Biochem 82:497–530

    Article  Google Scholar 

  10. Fraser PD, Bramley PM (2004) The biosynthesis and nutritional uses of carotenoids. Prog Lipid Res 43:228–265

    Article  CAS  PubMed  Google Scholar 

  11. Obiol-Pardo C, Rubio-Martinez J, Imperial S (2011) The methylerythritol phosphate (MEP) pathway for isoprenoid biosynthesis as a target for the development of new drugs against tuberculosis. Curr Med Chem 18(9):1325–1338

    Article  CAS  PubMed  Google Scholar 

  12. Wiemer AJ, Hsiao CH, Wiemer DF (2010) Isoprenoid metabolism as a therapeutic target in gram-negative pathogens. Curr Top Med Chem 10:1858–1871

    Article  CAS  PubMed  Google Scholar 

  13. Boileau AC, Merchen NR, Wasson K, Atkinson CA, Erdman JW (1999) cis-lycopene is more bioavailable than trans-lycopene in vitro and in vivo in lymph-cannulated ferrets. J Nutr 129:1176–1181

    Article  CAS  PubMed  Google Scholar 

  14. Britton G (1995) Structure and properties of carotenoids in relation to function. FASEB J 9:1551–1558

    Article  CAS  PubMed  Google Scholar 

  15. Boileau TWM, Clinton SK, Erdman JW Jr (2000) Tissue lycopene concentrations and isomer patterns are affected by androgen status and dietary lycopene concentration in male F344 rats. J Nutr 130:1613–1618

    Article  CAS  PubMed  Google Scholar 

  16. Hernell O, Staggers JE, Carey MC (1999) Physical-chemical behavior of dietary and biliary lipids during intestinal digestion and absorption. 2. Phase analysis and aggregation states of luminal lipids during duodenal fat digestion in healthy adult human beings. Biochemist 29:2041–2056

    Article  Google Scholar 

  17. Stahl W, Sies H (1992) Uptake of lycopene and its geometrical isomers is greater from heat-processed than from unprocessed tomato juice in humans. J Nutr 122:2161–2166

    Article  CAS  PubMed  Google Scholar 

  18. White WS, Stacewicz-Sapuntzakis M, Erdman JW Jr, Bowen PF (1994) Pharmacokinetics of β-carotene and canthaxanthin after ingestion of individual and combined doses by human subjects. J Am Coll Nutr 13:665–671

    Article  CAS  PubMed  Google Scholar 

  19. Reddy PP, Clevidence BA, Berlin E, Taylor PR, Biery JG, Smith JC (1989) Plasma carotenoid and vitamin E profile of lipoprotein fractions of men fed a controlled typical US diet. FASEB J 3(4):A955p

    Google Scholar 

  20. Aust SD, Swingen BA (1982) In: Pryor WA (ed) Free radicals in biology, vol 5. Academic, New York, pp 1–28

    Google Scholar 

  21. Halliwell B (1999) Antioxidant defence mechanisms: from the beginning to the end (of the beginning). Free Radic Res 31:261–272

    Article  CAS  PubMed  Google Scholar 

  22. Di Mascio P, Kaiser S, Sies H (1989) Lycopene as the most efficient biological carotenoid singlet oxygen quencher. Arch Biochem Biophys 274:532–538

    Article  PubMed  Google Scholar 

  23. Miller NJ, Sampson J, Candeias LP, Bramley PM, Rice-Evans CA (1996) Antioxidant activities of carotenes and xanthophylls. FEBS Lett 484(3):240–242

    Article  Google Scholar 

  24. Gerster H (2013) The potential role of lycopene for human health. J Am Coll Nutr 16(2):109–126

    Article  Google Scholar 

  25. Scita G (1992) Stability of beta-carotene under different laboratory conditions. Methods Enzymol 213:175–185

    Article  CAS  PubMed  Google Scholar 

  26. Henry LK, Catignani GL, Schwartz SJ (1998) Oxidative degradation kinetics of lycopene, lutein, and 9-cis and all-trans β-carotene. J Am Oil Chem Soc 75(7):823–829

    Article  CAS  Google Scholar 

  27. Hackett MM, Lee JH, Francis D, Schwartz SJ (2004) Thermal stability and isomerization of lycopene in tomato oleoresins from different varieties. J Food Sci 69:536–541

    Article  Google Scholar 

  28. Mayer-Meibach E, Schuchmann HP, Regier M, Behsnilian D (2005) Thermal processing of carrots: lycopene stability and isomerization with regard to antioxidant potential. Food Res Int 38:1103–1108

    Article  Google Scholar 

  29. Lee MT, Chen BH (2002) Stability of lycopene during heating and illumination in a model system. Food Chem 78:425–432

    Article  CAS  Google Scholar 

  30. Shi J, Wu Y, Bryan M, Maguer LM (2002) Oxidation and isomerization of lycopene under thermal treatment and light irradiation in food processing. Nutraceut Food 7:179–183

    CAS  Google Scholar 

  31. Shi J, Dai Y, Kakuda Y, Mittal G, Xue SJ (2008) Effect of heating and exposure to light on the stability of lycopene in tomato puree. Food Control 19(5):514–520

    Article  CAS  Google Scholar 

  32. Sharma SK, Le Maguer M (1996) Kinetics of lycopene degradation in tomato pulp solids under different processing and storage conditions. Food Res Int 29:309–315

    Article  CAS  Google Scholar 

  33. Cole ER, Kapur NS (1957) The stability of lycopene. I.- degradation by oxygen. J Sci Food Agric 8:360–365

    Article  CAS  Google Scholar 

  34. Diplock AT, Aggett PJ, Ashwell M, Bornett F, Fern EB, Robetfroid MB (1999) Scientific concepts of functional foods in Europe: consensus document. Br J Nutr 81(4):S1–S27

    Article  CAS  Google Scholar 

  35. Marttila-Sandholm T, Maria S (2003) Functional dairy products. In: CRC Woodhead publishing house. New York, Washington, DC

    Google Scholar 

  36. Stahl W, Sies H (1992) Uptake of lycopene and its geometrical isomers is greater from heat-processed than from unprocessed tomato juice in humans. J Nutr 122:2161–2166

    Article  CAS  PubMed  Google Scholar 

  37. Shi J, Mazza G, Le Maguer M (2002) Functional foods: biochemical and processing aspects, vol 2. CRC Press, Hoboken

    Google Scholar 

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Correspondence to Soma Srivastava .

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Srivastava, S. (2019). Lycopene: Metabolism and Functional Aspects. In: Mérillon, JM., Ramawat, K.G. (eds) Bioactive Molecules in Food. Reference Series in Phytochemistry. Springer, Cham. https://doi.org/10.1007/978-3-319-78030-6_92

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