Skip to main content

Binding of Styrene Oxide to Amino Acids, Human Serum Proteins and Hemoglobin

  • Conference paper
Toxic Interfaces of Neurones, Smoke and Genes

Part of the book series: Archives of Toxicology ((TOXICOLOGY,volume 9))

Abstract

The covalent binding of 3H-styrene oxide to amino acids, and whole human blood was investigated in vitro. After reaction, serum, and red cells were separated, and proteins were digested into amino acids; styrene oxide derivatives were isolated by HPLC. The order of binding to free amino acids was cysteine ≫ histidine > lysine > serine. In serum proteins and hemoglobin cysteine-derivatives predominated. When styrene oxide was reacted with free cysteine and with proteins two isomers were observed. These were likely to present binding through the α and β carbon of styrene oxide, and their abundance was about 2:1.

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

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 84.99
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 109.99
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.

Similar content being viewed by others

References

  • Hemminki K (1983) Reactions of methylnitrosourea, epichlorohydrin, styrene oxide and acetoxyacetylaminofluorene with polyamino acids. Carcinogenesis 4: 1–3

    Article  PubMed  CAS  Google Scholar 

  • Hemminki K, Hesso A (1984) Reaction products of styrene oxide with guanosine in aqueous media. Carcinogenesis 5: 601–607

    Article  PubMed  CAS  Google Scholar 

  • Neumann H-G (1984) Analysis of hemoglobin as a dose monitor for alkylating and arylating agents. Arch Toxicol 56: 1–6

    Article  PubMed  CAS  Google Scholar 

  • Pachecka J, Gariboldi P, Cantoni L, Belvedere G, Mussini E, Salmona M (1979) Isolation and structure determination of enzymatically formed styrene oxide glutathione conjugates. Chem-Biol Interact 27: 313–321

    Article  PubMed  CAS  Google Scholar 

  • Sugiura K, Goto M (1981) Mutagenicities of styrene derivatives on bacterial test systems: relationship between mutagenic potencies and chemical reactivity. Chem-Biol Interact 35: 71–91

    Article  PubMed  CAS  Google Scholar 

  • World Health Organisation. IPCS. Environmental Health Criteria 26. Styrene, Geneva, 1983

    Google Scholar 

  • Yagen B, Hernandez O, Bend JR, Cox RH (1981) Synthesis and relative stereochemistry of the four mercapturic acids derived from styrene oxide and N-acetylcysteine. Chem-Biol Interact 34: 57–67

    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

© 1986 Springer-Verlag

About this paper

Cite this paper

Hemminki, K. (1986). Binding of Styrene Oxide to Amino Acids, Human Serum Proteins and Hemoglobin. In: Chambers, C.M., Chambers, P.L., Tuomisto, J. (eds) Toxic Interfaces of Neurones, Smoke and Genes. Archives of Toxicology, vol 9. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-71248-7_46

Download citation

  • DOI: https://doi.org/10.1007/978-3-642-71248-7_46

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-540-16589-7

  • Online ISBN: 978-3-642-71248-7

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics