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67520

Sigma-Aldrich

1-Methyl-L-histidine

≥98.0% (TLC), for peptide synthesis

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

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

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)

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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
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, 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
V.R. Young et al.
The Journal of Biological Chemistry, 247, 293-293 (1972)
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