CAS 368-16-1

3-Methyl-L-histidine

Description:

3-Methyl-L-histidine is a naturally occurring amino acid derivative, specifically a methylated form of the amino acid histidine. It is characterized by the presence of a methyl group attached to the nitrogen atom of the imidazole side chain of histidine. This modification can influence its biochemical properties and interactions. 3-Methyl-L-histidine is known to play a role in muscle metabolism and is often studied in the context of protein turnover and muscle wasting. It is also used as a biomarker for assessing muscle protein breakdown in various physiological and pathological conditions. The compound is soluble in water and exhibits a zwitterionic form at physiological pH, which contributes to its solubility and reactivity. Its molecular structure includes a side chain that can participate in hydrogen bonding, making it relevant in protein structure and function. Overall, 3-Methyl-L-histidine is significant in both nutritional biochemistry and clinical research, particularly concerning muscle health and metabolism.

Formula: C₇H₁₃N₃O₃

InChI: InChI=1/C7H11N3O2/c1-10-4-9-3-5(10)2-6(8)7(11)12/h3-4,6H,2,8H2,1H3,(H,11,12)

InChI key: InChIKey=JDHILDINMRGULE-LURJTMIESA-N

SMILES: C([C@@H](C(O)=O)N)C=1N(C)C=NC1

Synonyms:

• (2S)-2-Amino-3-(1-methyl-1H-imidazol-5-yl)propanoic acid
• 3-Methyl-<span class="text-smallcaps">L</span>-histidine
• 3-Methyl-L-Histidine N-Hydrate
• 3-Methyl-L-histidin
• 3-Methylhistidine
• 3-N-Methyl-<span class="text-smallcaps">L</span>-histidine
• 3-N-Methyl-L-histidine
• 3-metil-L-histidina
• <span class="text-smallcaps">L</span>-Histidine, 3-methyl-
• H-His(3-Me)-OH
• Histidine, 3-methyl-, <span class="text-smallcaps">L</span>-
• Histidine, 3-methyl-, L-
• L-Histidine, 3-methyl-
• N3-Methyl-L-histidine
• N₃-Methyl-<span class="text-smallcaps">L</span>-histidine
• π-Methyl-<span class="text-smallcaps">L</span>-histidine
• π-Methyl-L-histidine
• 3-Methyl-L-histidine
• METHYL-L-HISTIDINE, 3-(RG)
• 1-METHYL-L-HISTIDINE CRYSTALLINE
• 2,3-Dihydro-1,2-didehydro-Nπ-methyl-L-histidine
• (αS)-α-Amino-1-methyl-1H-imidazole-5-propionic acid
• (2S)-2-amino-3-(3-methylimidazol-4-yl)propanoic acid
• METHYL-L-HISTIDINE, 1-(RG)
• H-His(p-Me)-OH

(S)-2-Amino-3-(1-Methyl-1H-Imidazol-5-Yl)Propanoic Acid

CAS: 368-16-1

(S)-2-Amino-3-(1-Methyl-1H-Imidazol-5-Yl)Propanoic Acid

Formula: C₇H₁₁N₃O₂

Purity: 98%

Molecular weight: 169.18

Ref: 54-OR1008671

(S)-2-Amino-3-(1-Methyl-1H-Imidazol-5-Yl)Propanoic Acid

CAS: 368-16-1

Formula: C₇H₁₁N₃O₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 169.1811

Ref: IN-DA003JU0

3-Methyl-L-histidine

CAS: 368-16-1

3-Methyl-L-histidine

Formula: C₇H₁₁N₃O₂

Purity: ≥98%

Molecular weight: 169.18

Ref: 54-BUP14226

3-N-Methyl-L-histidine

CAS: 368-16-1

Applications 3-N-Methyl-L-histidine is a potential compound to be used as a treatment with pharmacological PPARα agonists to stimulate the ubiquitin proteasome pathway and myofibrillar protein breakdown in skeletal muscle of rodents.
References Ringseis, R., et al.: Biochem. Biphys. Gen. Subject., 1830, 2105 (2013); Ubhi, B.K., et al.: Molec. Biosys., 8, 3125 (2012);

Formula: C₇H₁₁N₃O₂

Color and Shape: Neat

Molecular weight: 169.18

Ref: TR-M312005

H-His(3-Me)-OH

CAS: 368-16-1

(S)-2-Amino-3-(1-methyl-1H-imidazol-5-yl)propanoic acid

Formula: C₇H₁₁N₃O₂

Purity: 98%

Molecular weight: 169.18

Ref: IN-DG10063

3-Methyl-L-histidine

CAS: 368-16-1

3-Methylhistidine is a basic histidine derivative and eukaryotic biomarker for soy and meat consumption, linked to muscular metabolism and various diseases.

Formula: C₇H₁₁N₃O₂

Purity: 99.59% - ≥98%

Color and Shape: White Solid

Molecular weight: 169.181

Ref: TM-T8274

H-HIS(3-ME)-OH

CAS: 368-16-1

Formula: C₇H₁₁N₃O₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 169.184

Ref: 10-F475404

3-Methyl-L-histidine (Standard)

CAS: 368-16-1

3-Methyl-L-histidine (Standard) is a reference standard for research and analysis in studies involving 3-Methyl-L-histidine. 3-Methylhistidine belongs to the class of organic compounds known as histidine and derivatives. Histidine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. It is also a biomarker for the consumption of soy products. 3-Methylhistidine is a very strong basic compound (based on its pKa). 3-Methylhistidine exists in all eukaryotes, ranging from yeast to humans. In humans, 3-methylhistidine is involved in methylhistidine metabolism. 3-Methylhistidine, with regard to humans, has been found to be associated with several diseases such as diabetes mellitus type 2, eosinophilic esophagitis, and kidney disease; 3-methylhistidine has also been linked to the inborn metabolic disorder propionic acidemia. The measurement of 3-methylhistidine provides an index of the rate of muscle protein breakdown. 3-Methylhistidine is a product of peptide bond synthesis and methylation of actin and myosin. 3-Methylhistidine is a biomarker for meat consumption, especially chicken.Structure

Formula: C₇H₁₁N₃O₂

Color and Shape: Solid

Molecular weight: 169.181

Ref: TM-TMSM-3314

H-His(3-Me)-OH

CAS: 368-16-1

Bachem ID: 4000900.

Formula: C₇H₁₁N₃O₂

Purity: > 99%

Color and Shape: Whitish Powder

Molecular weight: 169.18

Ref: 01-4000900