H-L-His(2-Oxo)-OH*HCL

Chemical name: (S)-2-amino-3-(2-oxo-2,3-dihydro-1H-imidazol-4-yl)propanoic acid // Synonyms: 2-oxohistidine 2-Oxo-L-histidine, H-His(2-Oxo)-OH, net Cas 171483-23-1Cas-Nr.: 171483-23-1 (net)

  • Product code:HAA4060
  • CAS No.:2580100-34-9
  • Formula:C6H9N3O3
  • Molecular weight:171.15 g/mol

Starting at $1,250.00

Grouped product items
Qty Packing unit Price SKU
100 mg
$1,250.00
HAA4060.0100
250 mg
$2,500.00
HAA4060.0250
description

Histidine is one of the major oxidation targets due to its metal‐chelating property and susceptibility to metal‐catalyzed oxidation. The major product of histidine oxidation, 2-oxohistidine, has been identified as a stable marker of oxidative damage in biological system, associated with aging and neurodegenerative disorders. Peptide probes and peptide antigens containing 2‐oxohistidine will help to advance the study of non‐enzymatic posttranslational modification.


references

Synthesis of peptides containing 2‐oxohistidine residues and their characterization by liquid chromatography‐tandem mass spectrometry; Che‐Fan Huang, Yu‐Hsuan Liu, Hwan‐Ching Tai; J. Pept. Sci. 2015; 21: 114-119. DOI: org/10.1002/psc.2735.

Role of 2-oxo and 2-thioxo modifications on the fragmentation reactions of histidine radical cation; Rapid Commun. Mass Spectrom. 2011; 25: 251-261.

L. M. Sayre; Chem. Res. Toxicol. 2004; 17(1): 110-118. https://doi.org/10.1021/tx034167s.

Determination of 2-Oxohistidine by Amino Acid Analysis; S. A. Lewisch, R. L. Levine; Anal. Biochem. 1995; 231: 440-446. https://doi.org/10.1006/abio.1995.9974.

Identification of oxidized histidine generated at the active site of Cu,Zn-superoxide dismutase exposed to H2O2. Selective generation of 2-oxo-histidine at the histidine 18. K. Uchida, S. Kawakishi; J. Biol. Chem. 1994; 269(4): 2405-2410. https://doi.org/10.1016/S0021-9258(17)41960-0.

2-Oxo-histidine as a novel biological marker for oxidatively modified proteins; K. Uchida, S. Kawakishi; FEBS Lett. 1993; 332(3): 208-210. https://doi.org/10.1016/0014-5793(93)80632-5.

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