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Merck
CN

67520

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
NACRES:
NA.22
PubChem Substance ID:
57652090
UNSPSC Code:
12352209
EC Number:
206-368-0
MDL number:
MFCD00005295
Beilstein/REAXYS Number:
9727

Key Documents

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Product Name

1-Methyl-L-histidine, ≥98.0% (TLC)

InChI key

BRMWTNUJHUMWMS-LURJTMIESA-N

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

SMILES string

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

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

Quality Level

100

Related Categories

Other Notes

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM1645
BCCL0069
BCCH5082
BCCD8667
BCCC8139

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K Giesecke et al.
Metabolism: clinical and experimental, 38(12), 1196-1200 (1989-12-01)
Endogenous excretion of nitrogenous products was studied during early starvation in six healthy, nonobese subjects after six days on a well-defined diet, designed to achieve net protein balance and an adequate calorie supply. The diet contained 0.5 g myofibrillar-free protein
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)
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