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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:
6230-11-1
Molecular Weight:
195.22
Beilstein:
2212726
EC Number:
228-333-9
MDL number:
MFCD00002604
UNSPSC Code:
12352200
PubChem Substance ID:
24849727
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

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Certificates of Analysis (COA)

Lot/Batch Number
0000179145
0000179145
0000142062
0000092594
0000067003

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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
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.
Deqiang Zhang et al.
Proceedings of the National Academy of Sciences of the United States of America, 99(10), 6579-6584 (2002-05-16)
Although incorporation of amino acid analogs provides a powerful means of producing new protein structures with interesting functions, many amino acid analogs cannot be incorporated easily by using the wild-type aminoacyl-tRNA synthetase (aaRS). To be able to incorporate specific amino
Sebastian M Kuhn et al.
Journal of molecular biology, 404(1), 70-87 (2010-09-15)
We describe a strategy for the rapid selection of mutant aminoacyl-tRNA synthetases (aaRS) with specificity for a novel amino acid based on fluorescence-activated cell sorting of transformed Escherichia coli using as reporter the enhanced green fluorescent protein (eGFP) whose gene
Jeffrey K Takimoto et al.
ACS chemical biology, 6(7), 733-743 (2011-05-07)
Unnatural amino acids (Uaas) can be translationally incorporated into proteins in vivo using evolved tRNA/aminoacyl-tRNA synthetase (RS) pairs, affording chemistries inaccessible when restricted to the 20 natural amino acids. To date, most evolved RSs aminoacylate Uaas chemically similar to the
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