α-Methyl-L-tyrosine

α-Methyl-L-tyrosine is a non-proteinogenic, α-methylated derivative of the aromatic amino acid tyrosine, featuring a phenolic side chain and an extra methyl substituent at the α-carbon that differentiates it from unmodified tyrosine. The molecule contains a free amino group and a free carboxyl group along with an L-configuration at the α-stereocenter indicated by the name, and the phenolic hydroxyl on the aromatic ring provides a hydrogen-bonding and potential derivatization handle for conjugation or further functionalization. In peptide and protein chemistry, α-methyl substitution at the backbone position is commonly used in structure-activity and structure-property studies to probe effects on peptide conformation and proteolytic stability, and the aromatic phenol can be used to support analytical labeling or chemical modification strategies.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP18901

CAS No:672-87-7

Synonyms/Alias:METYROSINE;Metirosine;alpha-Methyl-L-tyrosine;alpha-Methyltyrosine;(S)-alpha-Methyltyrosine;672-87-7;Methyltyrosine;Demser;L-alpha-Methyl-p-tyrosine;Metirosinum;Metirosina;Alpha-Methyl-L-P-Tyrosine;L-alpha-Methyltyrosine;L-AMPT;L-Metyrosine;(2S)-2-amino-3-(4-hydroxyphenyl)-2-methylpropanoicacid;L(-)-Metyrosine;Metirosine(INN);Metyrosine(USP);(S)-2-Amino-3-(4-hydroxyphenyl)-2-methylpropanoicacid;Demser(TN);AmbotzHAA5490;a-methyl-L-p-tyrosine;Spectrum3_001846;UNII-DOQ0J0TPF7

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M.F/Formula
C10H13NO3
M.W/Mr.
195.22
Application
Nucleotides synthesis; drug screening
Abbr
L-2-Me-Tyr-OH
InChI
1S/C10H13NO3/c1-10(11,9(13)14)6-7-2-4-8(12)5-3-7/h2-5,12H,6,11H2,1H3,(H,13,14)/t10-/m0/s1
InChI Key
NHTGHBARYWONDQ-JTQLQIEISA-N
Canonical SMILES
CC(CC1=CC=C(C=C1)O)(C(=O)O)N

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