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Comparative biochemistry and physiology. B, Comparative biochemistry1984; 78(3); 549-552; doi: 10.1016/0305-0491(84)90095-6

Structures of the dienoic lactones of horse sebum.

Abstract: The C34, C36, and C38 dienoic omega-lactones were isolated from sebum of the horse (Equus caballus) and the double bond positions were determined by stepwise chemical dissection and analysis of the fragments. The structures found could be formed by delta 9-desaturation at the C18-stage of fatty acid biosynthesis followed by a second delta 9-desaturation when the chains reached C24, C26, C28, C30, or C32 and then addition of one to seven 2-carbon units. These findings provide insight into the dimensions and organization of the endoplasmic reticulum in cells of the sebaceous glands.
Publication Date: 1984-01-01 PubMed ID: 6478788DOI: 10.1016/0305-0491(84)90095-6Google Scholar: Lookup
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  • Journal Article
  • Research Support
  • U.S. Gov't
  • P.H.S.

Summary

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The research article is about the identification and analysis of the structures of dienoic omega-lactones found in horse sebum. The study contributes to our understanding of the biosynthesis of these compounds and the structure of the endoplasmic reticulum in sebaceous gland cells.

Identification of Dienoic Lactones

The researchers isolated the dienoic omega-lactones from the sebum of horses. These particular lactones contained 34, 36 and 38 carbon atoms, hence labelled as C34, C36 and C38. The isolation process allowed the researchers to study the structures and bonding patterns of these compounds.

  • The process of identifying the exact structures of these lactones employed a procedure referred to as stepwise chemical dissection. This involved gradual deconstruction of the molecule and careful analysis of resulting fragments.
  • Through this meticulous process, they were able to determine the positions of the double bonds within each compound.

Biosynthesis of Dienoic Lactones

The study disclosed a putative pathway for the creation of these compounds based on their structure.

  • The pathway presupposes an initial delta 9-desaturation at the C18-stage of fatty acid biosynthesis. Desaturation refers to the process that removes hydrogen atoms from a fatty acid, resulting in a double bond.
  • After the initial desaturation, the structures suggest a second similar process when the chain lengths reach C24, C26, C28, C30, or C32.
  • The final step in the proposed biosynthetic route involves the addition of one to seven 2-carbon units to the molecules.

Implications for Understanding of Sebaceous Gland Cells

Through this study, the researchers were able to gain insights into the cellular components and processes of sebaceous gland cells.

  • The results of their findings have implications in understanding the dimensions and organization of the endoplasmic reticulum within these cells.
  • The endoplasmic reticulum is a cellular organelle instrumental in the synthesis and packaging of proteins. The knowledge of its structure contributes to a deeper understanding of its functionalities and its role in the context of sebaceous gland cells.

Cite This Article

APA
Frost ML, Colton SW, Wertz PW, Downing DT. (1984). Structures of the dienoic lactones of horse sebum. Comp Biochem Physiol B, 78(3), 549-552. https://doi.org/10.1016/0305-0491(84)90095-6

Publication

ISSN: 0305-0491
NlmUniqueID: 2984730R
Country: England
Language: English
Volume: 78
Issue: 3
Pages: 549-552

Researcher Affiliations

Frost, M L
    Colton, S W
      Wertz, P W
        Downing, D T

          MeSH Terms

          • Animals
          • Fatty Acids, Unsaturated / analysis
          • Horses / metabolism
          • Isomerism
          • Lactones / analysis
          • Molecular Conformation
          • Sebum / analysis
          • Skin / analysis

          Grant Funding

          • AM22083 / NIADDK NIH HHS
          • AM32374 / NIADDK NIH HHS

          Citations

          This article has been cited 1 times.
          1. Kolattukudy PE, Rogers LM, Nicolaides N. Biosynthesis of lipids by bovine meibomian glands.. Lipids 1985 Jul;20(7):468-74.
            doi: 10.1007/BF02534238pubmed: 4033366google scholar: lookup