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Key Documents

M9005

Sigma-Aldrich

3-Methyl-L-histidine

≥98% (TLC)

Synonym(s):

π-Methyl-L-histidine, 1-Methyl-L-histidine (archaic), 3-(1-Methylimidazol-5-yl)-L-alanine

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About This Item

Empirical Formula (Hill Notation):
C7H11N3O2
CAS Number:
Molecular Weight:
169.18
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

product name

3-Methyl-L-histidine,

Assay

≥98% (TLC)

Quality Level

form

powder

color

white to off-white

mp

254 °C

application(s)

detection

SMILES string

Cn1cncc1C[C@H](N)C(O)=O

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

InChI key

JDHILDINMRGULE-LURJTMIESA-N

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Application


  • Engineering mutually orthogonal PylRS/tRNA pairs for dual encoding of functional histidine analogues.: Exploring innovative genetic engineering techniques, this research advances the use of histidine analogues like 3-Methyl-L-histidine for producing novel proteins with enhanced functionalities, offering vast potential in therapeutic and industrial applications (Taylor et al., 2023).

  • Improving the enzymatic activity of l-amino acid α-ligase for imidazole dipeptide production by site-directed mutagenesis.: This investigation enhances the enzymatic synthesis of imidazole dipeptides, crucial for understanding the role of modifications like those seen in 3-Methyl-L-histidine and its impact on biological activities (Kino et al., 2023).

Biochem/physiol Actions

3-Methyl-L-histidine is a non-proteinogenic amino acid and an index of muscle 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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M N Goodman
The American journal of physiology, 260(5 Pt 1), E727-E730 (1991-05-01)
The metabolic response to infection includes loss of lean tissue and increased nitrogen excretion. The loss of muscle tissue during infection results in large part from accelerated skeletal muscle protein breakdown. Recent studies suggest that macrophage-derived products secreted during infection
E Roth et al.
Clinical chemistry, 31(8), 1305-1309 (1985-08-01)
We measured amino acid concentrations in plasma and skeletal muscle of three groups of patients with acute hemorrhagic pancreatitis: (a) patients without secondary organ lesions, (b) patients also suffering from kidney damage, and (c) patients in whom the pancreatitis was
Elin Chorell et al.
Journal of proteome research, 8(6), 2966-2977 (2009-03-26)
We have investigated whether postexercise ingestion of carbohydrates in combination with proteins generates a different systemic metabolic response, as compared to the sole ingestion of carbohydrate or water, in the early recovery phase following exercise. In addition, metabolic patterns related
Rokhsareh F Vesali et al.
Clinical science (London, England : 1979), 118(6), 421-427 (2009-09-16)
The human endotoxin model has been used to study the early phase of sepsis. The aim of the present study was to assess leg muscle protein kinetics after an endotoxin challenge given to healthy human volunteers. Six healthy male subjects
J Sjölin et al.
The American journal of clinical nutrition, 49(1), 62-70 (1989-01-01)
When 3-methylhistidine (3MH) excretion is used as an indicator of myofibrillar protein catabolism, there are restricting factors, such as meat intake, incorrect 24-h urine collections, and a large interindividual variation in basal excretion. 1-Methylhistidine (1MH) was previously suggested as an

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