Skip to main content

Long and Very Long Polyunsaturated Fatty Acids of Retina and Spermatozoa: The Whole Complement of Polyenoic Fatty Acid Series

  • Chapter
Neurobiology of Essential Fatty Acids

Part of the book series: Advances in Experimental Medicine and Biology ((AEMB,volume 318))

Abstract

Photoreceptor cells and spermatozoa have long been known to be the richest sources of polyunsaturated fatty acids (PUFA) in vertebrates. Docosahexaenoate (22:6n-3) and docosapentaenoate (22:5n-6), according to species and in diverse proportions, are common major acyl chains of the glycerophospholipids of these highly specialized cells. Both 22:6n-3 and 22:5n-6 are the products of a reaction that involves the introduction of a double bond in theΔ4 position of the chain in 22:5n-3 and 22:4n-6 respectively. Even though this reaction has yet to be fully characterized, the most highly unsaturated fatty acids that occur in vertebrate membranes are known to result from such desaturation. The four fatty acids just mentioned and their predecessors are grouped into two“lineages,”defined by the position of the first double bond counting from the methyl end, as the n-3 and the n-6 families. However, each of the four can be elongated, thus producing four lines of descendants, each line comprising various n-3 hexaenoic, n-6 pentaenoic, n-3 pentaenoic, and n-6 tetraenoic PUFA respectively. This chapter summarizes our findings on retina, joining them with more recent ones on spermatozoa, PUFA components, and the peculiar glycerophospholipids in which they occur. It is shown that, just as the glycerophospholipids of retina contribute to extend our view of existing PUFA by disclosing a whole variety of chain lengths within each of the known PUFA“lineages,”the glycerophospholipids of spermatozoa do so by disclosing new lineages for each of the known PUFA lengths. Intricate as this may sound, this overview expands, but at the same time simplifies, our picture of PUFA structural and metabolic relationships.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

eBook
USD 16.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 54.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  • Akino T and Tsuda M (1979) Characteristics of phospholipids in microvillar membranes of octopus photoreceptor cells. Biochim Biophys Acta 556: 61.

    Article  PubMed  CAS  Google Scholar 

  • Aveldaño MI (1987) A novel group of very long chain polyenoic fatty acids in dipolyunsaturated phosphatidylcholines from vertebrate retina. J Biol Chem 262: 1172.

    PubMed  Google Scholar 

  • Aveldaño MI (1988) Phospholipid species containing long and very long chain polyenoic fatty acids remain with rhodopsin after hexane extraction of photoreceptor membranes. Biochemistry 21: 1229.

    Article  Google Scholar 

  • Aveldaño MI and Bazan NG (1977) Acyl groups, molecular species, and labeling by (14C) glycerol and (3H)arachidonic acid of vertebrate retina glycerolipids. Adv Exp Med Biol 83: 397.

    Article  Google Scholar 

  • Aveldaño MI and Bazan NG (1983) Molecular species of phosphatidyl-choline,-ethanolamine,-serine and-inositol in microsomal and photoreceptor membranes of bovine retina. J Lipid Res 24: 620.

    PubMed  Google Scholar 

  • Aveldaño MI and Sprecher H (1987) Very long chain (C24 to C26) polyenoic fatty acids of the n-3 and n-6 series in dipolyunsaturated phosphatidylcholines from bovine retina. J Biol Chem 262: 1180.

    PubMed  Google Scholar 

  • Aveldaño MI, Rotstein NP, Vermouth NT (in press/a) Occurrence of long and very long polyenoic fatty acids of the n-9 series in rat epididymal spermatozoa. Lipids.

    Google Scholar 

  • Aveldaño MI, Rotstein NP, Vermouth NT (in press/b) Lipid remodelling during epididymal maturation of rat spermatozoa. Enrichment in plasmenylcholines containing long chain polyenoic fatty acids of the n-9 series. Biochem J.

    Google Scholar 

  • Cohen SMZ, Brown FR, Martin L, Moser HW, Chen W, Kistenmacher M, Punett H, Grover W, DeLa Cruz C, Chan NR, Green WR (1984) Ocular histopathological and biochemical studies of the cerebro-hepatorenal (Zellweger) syndrome and its relation to neonatal adrenoleukodystrophy. Am J Ophthalmol 96: 488.

    Google Scholar 

  • Giusto NM, de Boschero MI, Sprecher H, Aveldaño MI (1986) Active labeling of phosphatidylcholines by (1-14C)docosahexaenoate in isolated photoreceptor membranes. Biochim Biophys Acta 860: 137.

    Article  CAS  Google Scholar 

  • Grogan WM (1984) Metabolism of arachidonate in rat testes: characterization of 26-30 carbon polyenoic fatty acids. Lipids 19: 341.

    Article  PubMed  CAS  Google Scholar 

  • Lazarow PB and Moser HW (1989) Disorders of peroxisomal biogenesis. In: The metabolic basis of inherited disorders, 6th ed (Scriver CR, Beaudet AL, Sly WS, Valle D, eds) Vol 2, p 1479. New York: McGraw-Hill.

    Google Scholar 

  • Martinez M (1989) Polyunsaturated fatty acid changes suggesting a new enzymatic defect in Zellweger syndrome. Lipids 24: 261.

    Article  PubMed  CAS  Google Scholar 

  • Martinez M (1990) Severe deficiency of docosahexaenoic acid in peroxisomal disorders: A defect ofΔ4 desaturation? Neurology 40: 1292.

    Article  PubMed  CAS  Google Scholar 

  • Miljanich GP, Sklar LA, White DL, Dratz EA (1979) Disaturated and dipolyunsaturated phospholipids in the bovine retinal rod outer segment membrane. Biochim Biophys Acta 552: 294.

    Article  PubMed  CAS  Google Scholar 

  • Poulos A, Johnson DW, Beckman K, White IG, Easton C (1987) Occurrence of unusual molecular species of sphingomyelin containing 28-34 carbon polyenoic fatty acids in ram spermatozoa. Biochem J 248: 961.

    PubMed  CAS  Google Scholar 

  • Poulos A, Sharp P, Johnson D, White I, Fellenberg AJ (1986a) The occurrence of polyenoic fatty acids with greater than 22 carbons in mammalian spermatozoa. Biochem J 246: 891.

    Google Scholar 

  • Poulos A, Sharp P, Singh J, Johnson D, Fellenberg AJ, Pollard A (1986b) Detection of a homologous series of C26-C38 fatty acids in the brain of patients without peroxisomes (Zellweger syndrome). Biochem J 235: 607.

    PubMed  CAS  Google Scholar 

  • Rotstein NP and Aveldaño MI (1987a) Labeling of lipids of retina subcellular fractions by [1-14C]eicosatetraenoate (20: 4n-6), docosapentaenoate (22: 5n-3), and docosahexaenoate (22: 6n-3). Biochim Biophys Acta 921: 221.

    Article  PubMed  CAS  Google Scholar 

  • Rotstein NP and Aveldaño MI (1987b) Labeling of phosphatidylcholines of retina subcellular fractions by [l-14C]eicosatetraenoate (20: 4n-6), docosapentaenoate (22: 5n-3), and docosahexaenoate (22: 6n-3). Biochim Biophys Acta 921: 235.

    Article  PubMed  CAS  Google Scholar 

  • Rotstein NP and Aveldaño MI (1988) Synthesis of very long chain (up to 36 carbon) tetra, penta, and hexaenoic fatty acids in retina. Biochem J 249: 191.

    PubMed  CAS  Google Scholar 

  • Rotstein NP, de Boschero MI, Giusto NM, Aveldaño MI (1987) Effects of aging on the composition and metabolism of docosahexaenoate-containing lipids of retina. Lipids 22: 253.

    Article  PubMed  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 1992 Springer Science+Business Media New York

About this chapter

Cite this chapter

Aveldaño, M.I. (1992). Long and Very Long Polyunsaturated Fatty Acids of Retina and Spermatozoa: The Whole Complement of Polyenoic Fatty Acid Series. In: Bazan, N.G., Murphy, M.G., Toffano, G. (eds) Neurobiology of Essential Fatty Acids. Advances in Experimental Medicine and Biology, vol 318. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-3426-6_19

Download citation

  • DOI: https://doi.org/10.1007/978-1-4615-3426-6_19

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4613-6515-0

  • Online ISBN: 978-1-4615-3426-6

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics