Macular Pigment Carotenoids and Bisretinoid A2E

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Retinal Degenerative Diseases XIX

Part of the book series: Advances in Experimental Medicine and Biology ((AEMB,volume 1415))

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Abstract

Lutein (L), zeaxanthin (Z), and meso-zeaxanthin (MZ) are the three macular pigments (MP) carotenoids that uniquely accumulate in the macula lutea region of the human retina. L and Z are obtained by humans through dietary intake. The third MP, MZ, is rarely present in diet, and its abundance in the human fovea is due to the metabolic conversion of dietary L by the retinal pigment epithelium’s RPE65 enzyme. The major functions of MP in ocular health are to filter high-intensity, phototoxic blue light and to act as effective antioxidants for scavenging free radicals. The pyridinium bisretinoid, N-retinylidene-N-retinylethanolamine (A2E), contributes to drusen formation in dry age-related macular degeneration (AMD) and to the autofluorescent flecks in autosomal recessive Stargardt disease (STGD1). Retinal carotenoids attenuate A2E formation and can directly and indirectly alleviate A2E-mediated oxidative damage. In this chapter, we review these more recently recognized interconnections between MP carotenoids and A2E bisretinoids.

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References

  1. Arunkumar R, Gorusupudi A, Bernstein PS. The macular carotenoids: a biochemical overview. Biochim Biophys Acta (BBA) Mol Cell Biol Lipids. 2020;1865(11):158617.

    CAS  Google Scholar 

  2. Krinsky NI, Landrum JT, Bone RA. Biologic mechanisms of the protective role of lutein and zeaxanthin in the eye. Annu Rev Nutr. 2003;23(1):171–201.

    Article  CAS  PubMed  Google Scholar 

  3. Bone RA, Landrum JT, Friedes LM, Gomez CM, Kilburn MD, Menendez E, Vidal I, Wang W. Distribution of lutein and zeaxanthin stereoisomers in the human retina. Exp Eye Res. 1997;64(2):211–8.

    Article  CAS  PubMed  Google Scholar 

  4. Li B, George EW, Rognon GT, Gorusupudi A, Ranganathan A, Chang FY, Shi L, Frederick JM, Bernstein PS. Imaging lutein and zeaxanthin in the human retina with confocal resonance Raman microscopy. Proc Natl Acad Sci. 2020;117(22):12352–8.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  5. Bernstein PS, Ranganathan A. The emerging roles of the macular pigment carotenoids throughout the lifespan and in prenatal supplementation. J Lipid Res. 2021;62:100038.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  6. Kim HJ, Montenegro D, Zhao J, Sparrow JR. Bisretinoids of the retina: photo-oxidation, iron-catalyzed oxidation, and disease consequences. Antioxidants. 2021;10(9):1382.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  7. Ueda K, Zhao J, Kim HJ, Sparrow JR. Photodegradation of retinal bisretinoids in mouse models and implications for macular degeneration. Proc Natl Acad Sci. 2016;113(25):6904–9.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  8. Arunkumar R, Calvo CM, Conrady CD, Bernstein PS. What do we know about the macular pigment in AMD: the past, the present, and the future. Eye. 2018;32(5):992–1004.

    Article  PubMed  PubMed Central  Google Scholar 

  9. Li B, Ahmed F, Bernstein PS. Studies on the singlet oxygen scavenging mechanism of human macular pigment. Arch Biochem Biophys. 2010;504(1):56–60.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  10. Boehm F, Edge R, Truscott TG. Anti-and pro-oxidative mechanisms comparing the macular carotenoids zeaxanthin and lutein with other dietary carotenoids–a singlet oxygen, free-radical in vitro and ex vivo study. Photochem Photobiol Sci. 2020;19(8):1001–8.

    Article  CAS  PubMed  Google Scholar 

  11. Widomska J, Gruszecki WI, Subczynski WK. Factors differentiating the antioxidant activity of macular xanthophylls in the human eye retina. Antioxidants. 2021;10(4):601.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  12. Kim HJ, Sparrow JR. Bisretinoid phospholipid and vitamin A aldehyde: shining a light. J Lipid Res. 2021;62:100042.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  13. Arunkumar R, Gorusupudi A, Li B, Blount JD, Nwagbo U, Kim HJ, Sparrow JR, Bernstein PS. Lutein and zeaxanthin reduce A2E and iso-A2E levels and improve visual performance in Abca4−/−/bco2−/− double knockout mice. Exp Eye Res. 2021;209:108680.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  14. Kim SR, Nakanishi K, Itagaki Y, Sparrow JR. Photooxidation of A2-PE, a photoreceptor outer segment fluorophore, and protection by lutein and zeaxanthin. Exp Eye Res. 2006;82(5):828–39.

    Article  CAS  PubMed  Google Scholar 

  15. Bian Q, Gao S, Zhou J, Qin J, Taylor A, Johnson EJ, Tang G, Sparrow JR, Gierhart D, Shang F. Lutein and zeaxanthin supplementation reduces photooxidative damage and modulates the expression of inflammation-related genes in retinal pigment epithelial cells. Free Radic Biol Med. 2012;53(6):1298–307.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  16. Bhosale P, Serban B, Bernstein PS. Retinal carotenoids can attenuate formation of A2E in the retinal pigment epithelium. Arch Biochem Biophys. 2009;483(2):175–81.

    Article  CAS  PubMed  Google Scholar 

  17. Adler L, Boyer NP, Anderson DM, Spraggins JM, Schey KL, Hanneken A, Ablonczy Z, Crouch RK, Koutalos Y. Determination of N-retinylidene-N-retinylethanolamine (A2E) levels in central and peripheral areas of human retinal pigment epithelium. Photochem Photobiol Sci. 2015;14(11):1983–90.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

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EY-11600 and EY-14800; Research to Prevent Blindness.

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Correspondence to Paul S. Bernstein .

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Arunkumar, R., Bernstein, P.S. (2023). Macular Pigment Carotenoids and Bisretinoid A2E. In: Ash, J.D., Pierce, E., Anderson, R.E., Bowes Rickman, C., Hollyfield, J.G., Grimm, C. (eds) Retinal Degenerative Diseases XIX. Advances in Experimental Medicine and Biology, vol 1415. Springer, Cham. https://doi.org/10.1007/978-3-031-27681-1_3

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