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M9005

Sigma-Aldrich

3-Methyl-L-histidine

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

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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M Hansen et al.
Scandinavian journal of medicine & science in sports, 21(1), 62-72 (2009-11-04)
Oral contraceptive (OC) treatment has an inhibiting effect on protein synthesis in tendon and muscle connective tissue. We aimed to investigate whether OC influence myofibrillar protein turnover in young women. OC-users (24±2 years; Lindynette® n=7, Cilest® n=4) and non-OC-users (controls

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