Chemistry:Casomorphin

From HandWiki
Short description: Chemical compound
Bovine β-casomorphin 7, a casomorphin, has seven amino acids in its peptide sequence.

Casomorphin is an opioid peptide (protein fragment) derived from the digestion of the milk protein casein.[1]

Health

Digestive enzymes can break casein down into peptides that have some biological activity in cells and in laboratory animals though conclusive causal effects on humans have not been established.[1]

Although research has shown high rates of use of complementary and alternative therapies for children with autism, including gluten and/or casein exclusion diets, (As of 2008) there was a lack of evidence that these diets had any effect.[2]

If opioid peptides breach the intestinal barrier, typically linked to permeability and constrained biosynthesis of dipeptidyl peptidase-4 (DPP4), they can attach to opioid receptors. Elucidation requires a systemic framework that acknowledges that public-health effects of food-derived opioids are complex with varying genetic susceptibility and confounding factors, together with system-wide interactions and feedbacks.[3]

List of known casomorphins (non-exhaustive)

β-Casomorphins 1–3

  • Structure: H-Tyr-Pro-Phe-OH
  • Chemical formula: C23H27N3O5
  • Molecular weight: 425.48 g/mol

Bovine β-casomorphins 1–4

  • Structure: H-Tyr-Pro-Phe-Pro-OH
  • Chemical formula: C28H35N4O6
  • Molecular weight: 522.61 g/mol

Bovine β-casomorphin 1–4, amide

  • Structure: H-Tyr-Pro-Phe-Pro-NH2
  • Chemical formula: C28H35N5O5
  • Molecular weight: 521.6 g/mol

Also known as morphiceptin

Bovine β-casomorphin 5

  • Structure: H-Tyr-Pro-Phe-Pro-Gly-OH
  • Chemical formula: C30H37N5O7
  • Molecular weight: 594.66 g/mol

Bovine β-casomorphin 7

  • Structure: H-Tyr-Pro-Phe-Pro-Gly-Pro-Ile-OH
  • Chemical formula: C41H55N7O9
  • Molecular weight: 789.9 g/mol

Bovine β-casomorphin 8

  • Structure: H-Tyr-Pro-Phe-Pro-Gly-Pro-Ile-Pro-OH
  • Chemical formula: C46H62N8O10
  • Molecular weight: 887.00 g/mol

(Note: There is also a form of bovine β-casomorphin 8 that has histidine instead of proline in position 8, depending on whether it is derived from A1 (His) or A2 (Pro) beta-casein.)

References

  1. 1.0 1.1 European Food Safety Authority. 1 February 2009 Review of the potential health impact of β-casomorphins and related peptides
  2. Millward, C; Ferriter, M; Calver, S; Connell-Jones, G (2008). "Gluten- and casein-free diets for autistic spectrum disorder". Cochrane Database of Systematic Reviews (2): CD003498. doi:10.1002/14651858.CD003498.pub3. PMID 18425890. 
  3. Keith, Bernard Woodford (2021). "Casomorphins and Gliadorphins Have Diverse Systemic Effects Spanning Gut, Brain and Internal Organs". Int J Environ Res Public Health 18 (15): 7911. doi:10.3390/ijerph18157911. PMID 34360205.