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158259

Sigma-Aldrich

O-Methyl-L-tyrosine

98%

Synonym(s):

4-Methoxy-L-phenylalanine

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About This Item

Linear Formula:
CH3OC6H4CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
195.22
Beilstein:
2212726
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

optical activity

[α]25/D −7°, c = 0.5 in 1 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

mp

259-261 °C (dec.) (lit.)

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

COc1ccc(C[C@H](N)C(O)=O)cc1

InChI

1S/C10H13NO3/c1-14-8-4-2-7(3-5-8)6-9(11)10(12)13/h2-5,9H,6,11H2,1H3,(H,12,13)/t9-/m0/s1

InChI key

GEYBMYRBIABFTA-VIFPVBQESA-N

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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)

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Ma Diarey Tianero et al.
Nature microbiology, 4(7), 1149-1159 (2019-04-03)
Marine sponges often house small-molecule-producing symbionts extracellularly in their mesohyl, providing the host with a means of chemical defence against predation and microbial infection. Here, we report an intriguing case of chemically mediated symbiosis between the renieramycin-containing sponge Haliclona sp.
Debbie Dewaele et al.
Rapid communications in mass spectrometry : RCM, 30(6), 719-730 (2016-02-13)
Melphalan is a frequently used chemotherapeutical agent for the treatment of myeloma, breast cancer, ovarian cancer and sarcoma of soft tissue. A good knowledge of the reactivity of the drug toward the different amino acids, e.g. covalent adduct formation, is
Raluca Bianca Tomoiagă et al.
Biomolecules, 10(6) (2020-06-04)
Phenylalanine ammonia-lyases (PALs) are attractive biocatalysts for the stereoselective synthesis of non-natural phenylalanines. The rational design of PALs with extended substrate scope, highlighted the substrate specificity-modulator role of residue I460 of Petroselinum crispum PAL. Herein, saturation mutagenesis at key residue
T Ashton Cropp et al.
Nature protocols, 2(10), 2590-2600 (2007-10-20)
The genetic code of living organisms has been expanded to allow the site-specific incorporation of unnatural amino acids into proteins in response to the amber stop codon UAG. Numerous amino acids have been incorporated including photo-crosslinkers, chemical handles, heavy atoms
C Lee et al.
Biochemistry and molecular biology international, 31(5), 797-805 (1993-12-01)
An enzyme fraction with catalytic activities for the biosynthesis of the pipecolic acid containing cyclopeptolide SDZ 90-215 was partially purified and characterized from the genus Septoria. The crude cell homogenate was subjected to polyethyleneimine precipitation, ammonium sulfate precipitation and FPLC

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