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14010

Sigma-Aldrich

O-Benzyl-L-tyrosine

≥99.0% (NT), for peptide synthesis

Synonym(s):

4-Benzyloxy-L-phenylalanine

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About This Item

Linear Formula:
C6H5CH2OC6H4CH2CH(NH2)CO2H
CAS Number:
16652-64-5
Molecular Weight:
271.31
Beilstein/REAXYS Number:
2659642
EC Number:
240-699-1
MDL number:
MFCD00002605
UNSPSC Code:
12352200
PubChem Substance ID:
329750389
NACRES:
NA.22

product name

O-Benzyl-L-tyrosine, ≥99.0% (NT)

assay

≥99.0% (NT)

optical activity

[α]20/D −9.5±1°, c = 1% in acetic acid: water (4:1)

reaction suitability

reaction type: solution phase peptide synthesis

mp

259 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

N[C@@H](Cc1ccc(OCc2ccccc2)cc1)C(O)=O

InChI

1S/C16H17NO3/c17-15(16(18)19)10-12-6-8-14(9-7-12)20-11-13-4-2-1-3-5-13/h1-9,15H,10-11,17H2,(H,18,19)/t15-/m0/s1

InChI key

KAFHLONDOVSENM-HNNXBMFYSA-N

Gene Information

human ... PPARG(5468)

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General description

O-Benzyl-L-tyrosine is a derivative of the natural amino acid tyrosine. It is used as a building block in a variety of applications, including solution-phase peptide synthesis, and the production of pharmaceuticals and other chemicals.

Application

O-Benzyl-L-tyrosine can be used as a building block in the synthesis of amphiphilic block co-polypeptides, due to their potential applications in biomedical fields. For instance, it is used to prepare Lysine-block-tyrosine block copolypeptides, which are useful as targeted drug carriers, functional nanobioreactors, and biomimetic encapsulants in the biomedical fields.

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