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67520

Sigma-Aldrich

1-Methyl-L-histidine

≥98.0% (TLC), for peptide synthesis

Synonym(s):

3-(1-Methylimidazol-4-yl)-L-alanine, 3-Methyl-L-histidine (archaic), Nτ-Methyl-L-histidine

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About This Item

Empirical Formula (Hill Notation):
C7H11N3O2
CAS Number:
332-80-9
Molecular Weight:
169.18
Beilstein:
9727
EC Number:
206-368-0
MDL number:
MFCD00005295
UNSPSC Code:
12352209
PubChem Substance ID:
57652090
NACRES:
NA.22

product name

1-Methyl-L-histidine, ≥98.0% (TLC)

Quality Level

100

Assay

≥98.0% (TLC)

form

powder

optical activity

[α]20/D −24±1°, c = 2% in H2O

reaction suitability

reaction type: solution phase peptide synthesis

impurities

≤5% water

mp

~240 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

Cn1cnc(C[C@H](N)C(O)=O)c1

InChI

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

InChI key

BRMWTNUJHUMWMS-LURJTMIESA-N

Related Categories

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Natural but non-proteinogenic amino acid; employed as index of muscle protein breakdown

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM1645
BCCL0069
BCCH5082
BCCD8667
BCCC8139

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V.R. Young et al.
The Journal of Biological Chemistry, 247, 293-293 (1972)
J Sjölin et al.
Metabolism: clinical and experimental, 36(12), 1175-1184 (1987-12-01)
In order to investigate whether the urinary excretion of 1-methylhistidine (1MH) might serve as an objective indicator of meat ingestion and exogenous 3-methylhistidine (3MH) intake, healthy subjects were fed an ovolactovegetarian diet. At five-day intervals they were given meat of
J Sjölin et al.
The American journal of clinical nutrition, 50(6), 1407-1414 (1989-12-01)
This investigation was undertaken to determine the splanchnic exchange of 3-methylhistidine (3MH) in infection. Hepatic vein, femoral vein, and radial artery catheterizations were performed in 12 febrile patients with infections of varying severity. Differences in arteriovenous 3MH, analyzed by high-performance
K Giesecke et al.
British journal of anaesthesia, 72(6), 697-699 (1994-06-01)
We studied two groups of six patients scheduled for gastrointestinal surgery; they were allocated randomly to receive high- or low-dose fentanyl anaesthesia. The confounding effect of protein balance, before the trauma of surgery, on postoperative nitrogen excretion was controlled by
P Betto et al.
Journal of chromatography, 584(2), 256-260 (1992-12-23)
A reversed-phase high-performance liquid chromatographic method is described for the determination of 3-methylhistidine content in human urine using pre-column derivatization with phenylisothiocyanate, isocratic elution with 15 mM sodium acetate-acetonitrile (92:8, v/v) and electrochemical detection. The limit of quantitation was 0.1
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