Hawkinsin

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Hawkinsin
Names
IUPAC name
2-Amino-3-[[2-(carboxymethyl)-2,5-dihydroxy-1-cyclohex-3-enyl]sulfanyl]propanoic acid
Other names
(2-L-Cystein-S-yl-1,4-dihydroxycyclohex-5-en-1-yl)acetic acid
Identifiers
3D model (JSmol)
ChEBI
  • C1C(C=CC(C1SCC(C(=O)O)N)(CC(=O)O)O)O
Properties
C11H17NO6S
Molar mass 291.32 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Hawkinsin (also known as 2-cystenyl-1,4-dihydroxycyclohexenylacetate[1]) is an amino acid, which is formed after detoxification of a reactive tyrosine metabolite (quinol acetate) by glutathione. Hawkinsin is ninhydrin positive (a common test to detect amino acids and proteins with a free -NH2 group).

It is found in elevated concentrations in the urine in hawkinsinuria, which is probably related to the depletion of glutathione and resulting high excretion of 5-oxoproline.[2]

References

  1. ^ Physician's guide to the diagnosis, treatment, and follow-up of inherited metabolic diseases. Blau, N. (Nenad), 1946-, Duran, Martinus,, Gibson, K. Michael,, Dionisi-Vici, Carlo. Berlin. 2014-07-08. ISBN 9783642403378. OCLC 874142358.{{cite book}}: CS1 maint: location missing publisher (link) CS1 maint: others (link)
  2. ^ Physician's guide to the diagnosis, treatment, and follow-up of inherited metabolic diseases. Blau, N. (Nenad), 1946-, Duran, Martinus,, Gibson, K. Michael,, Dionisi-Vici, Carlo. Berlin. 2014-07-08. ISBN 9783642403378. OCLC 874142358.{{cite book}}: CS1 maint: location missing publisher (link) CS1 maint: others (link)


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