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Contents

   



(Top)
 


1 Biochemistry  



1.1  Detection in body fluids  







2 References  














3-Methylhistidine






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From Wikipedia, the free encyclopedia
 

(Redirected from 3-methylhistidine)

3-Methylhistidine
Names
Systematic IUPAC name

(2S)-2-Amino-3-(1-methyl-1H-imidazol-5-yl)propanoic acid

Identifiers

CAS Number

3D model (JSmol)

Beilstein Reference

83651
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.006.095 Edit this at Wikidata
EC Number
  • 206-704-6

Gmelin Reference

1568650
KEGG

PubChem CID

UNII

CompTox Dashboard (EPA)

  • InChI=1S/C7H11N3O2/c1-10-4-9-3-5(10)2-6(8)7(11)12/h3-4,6H,2,8H2,1H3,(H,11,12)/t6-/m0/s1

    Key: JDHILDINMRGULE-LURJTMIESA-N

  • CN1C=NC=C1CC(C(=O)O)N

Properties

Chemical formula

C7H11N3O2
Molar mass 169.184

Solubility in water

200 mg/mL at 25 °C[1][2]
Hazards
GHS labelling:

Pictograms

GHS07: Exclamation mark

Signal word

Warning

Hazard statements

H315, H319, H335

Precautionary statements

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

3-Methylhistidine (3-MH) is a post-translationally modified amino acid which is excreted in human urine.[1][2] Urinary concentration of 3-methylhistidine is a biomarker for skeletal muscle protein breakdown in humans who have been subject to muscle injury.[1][3][4] Urinary 3-methylhistidine concentrations are also elevated from consumption of soy-based products and meat, particularly chicken.[1]

Biochemistry

[edit]

3-Methylhistidine is a metabolic product that is produced in the body via the enzymatic methylationofhistidine during peptide bond synthesis and the methylation of actin and myosin.[1][2]

Detection in body fluids

[edit]

The normal concentration of 3-methylhistidine in the urine of healthy adult humans has been detected and quantified in a range of 3.63–69.27 micromoles per millimole (μmol/mmol) of creatinine, with most studies reporting the average urinary concentration between 15–20 μmol/mmol of creatinine.[1] The average concentration of 3-methylhistidine in human blood plasma has been detected and quantified at 2.85 micromolar (μM) with a range of 0.0–5.9 μM.[1] The average concentration of 3-methylhistidine in human cerebrospinal fluid (CSF) has been detected and quantified at 3.82 μM with a range of 1.39–6.25 μM.[1]

References

[edit]
  1. ^ a b c d e f g h "3-Methylhistidine". HMDB Version 4.0. Human Metabolome Database. 20 December 2017. Retrieved 25 December 2017.
  • ^ a b c "3-Methyl-L-histidine". PubChem Compound. United States National Library of Medicine – National Center for Biotechnology Information. 23 December 2017. Retrieved 25 December 2017.
  • ^ Chinkes DL (September 2005). "Methods for measuring tissue protein breakdown rate in vivo". Current Opinion in Clinical Nutrition and Metabolic Care. 8 (5): 534–537. doi:10.1097/01.mco.0000170754.25372.37. PMID 16079625. S2CID 8318490.
  • ^ Holm L, Kjaer M (September 2010). "Measuring protein breakdown rate in individual proteins in vivo". Current Opinion in Clinical Nutrition and Metabolic Care. 13 (5): 526–531. doi:10.1097/MCO.0b013e32833c3c64. PMC 3008417. PMID 20616712.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=3-Methylhistidine&oldid=1209533775"

    Categories: 
    Imidazoles
    Amino acid derivatives
    Biomarkers
    Hidden categories: 
    ECHA InfoCard ID from Wikidata
    Chembox having GHS data
    Articles containing unverified chemical infoboxes
    Articles with short description
    Short description matches Wikidata
     



    This page was last edited on 22 February 2024, at 10:29 (UTC).

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