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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)

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

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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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P C Colombani et al.
International journal of sport nutrition, 9(2), 181-201 (1999-06-11)
A field study was performed to investigate the acute influence of a milk protein hydrolysate supplemented drink (CHO+PRO) on metabolism during and after a marathon run compared to the same drink without protein (CHO). Carbohydrate metabolites and hormones were not
3-Methylhistidine as a measure of skeletal muscle protein breakdown in human subjects: the case for its continued use.
F J Ballard et al.
Clinical science (London, England : 1979), 65(3), 209-215 (1983-09-01)
J Sjölin et al.
Metabolism: clinical and experimental, 38(1), 23-29 (1989-01-01)
The present investigation was undertaken in order to determine the release of 3-methylhistidine (3MH) from the splanchnic region and from the leg, and the contributions these make to the increase in urinary 3MH excretion in infection. Thirteen febrile patients with
V.R. Young et al.
The Journal of Biological Chemistry, 247, 293-293 (1972)
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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