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102164

Sigma-Aldrich

3,4-Dihydroxy-DL-phenylalanine

97%

Synonym(s):

3-(3,4-Dihydroxyphenyl)-DL-alanine, DL-3-Hydroxytyrosine, DL-DOPA

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About This Item

Linear Formula:
(HO)2C6H3CH2CH(NH2)COOH
CAS Number:
Molecular Weight:
197.19
Beilstein:
3204800
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

Assay

97%

mp

270-272 °C (lit.)
290 °C (dec.) (lit.)

SMILES string

NC(Cc1ccc(O)c(O)c1)C(O)=O

InChI

1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)

InChI key

WTDRDQBEARUVNC-UHFFFAOYSA-N

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Karlo J Lizarraga et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 55(1), 30-36 (2013-10-30)
Brain metastases are frequently treated with radiation. It is critical to distinguish recurrent or progressive brain metastases (RPBM) from late or delayed radiation injury (LDRI). The purpose of this study was to examine the diagnostic accuracy as well as the
Dongyeop X Oh et al.
Biotechnology progress, 29(2), 505-512 (2013-01-16)
Chitosan is one of the most widely used structural polymers for biomedical applications because it has many favorable properties. However, one of the most critical drawbacks regarding the use of chitosan as a biomedical material is its poor mechanical properties
Eun Kyung Jeon et al.
Chemical communications (Cambridge, England), 49(33), 3392-3394 (2013-02-26)
We report a facile green approach to the synthesis of silver nanoparticles (Ag NPs) on the surface of graphene oxide nanosheets functionalized with mussel-inspired dopamine (GO-Dopa) without additional reductants or stabilizers at room temperature. The resulting hybrid Ag/GO-Dopa exhibits good
Wei Wei et al.
Journal of the American Chemical Society, 135(1), 377-383 (2012-12-12)
Dopa (3,4-dihydroxyphenylalanine) is recognized as a key chemical signature of mussel adhesion and has been adopted into diverse synthetic polymer systems. Dopa's notorious susceptibility to oxidation, however, poses significant challenges to the practical translation of mussel adhesion. Using a surface
Dina Rībena et al.
Langmuir : the ACS journal of surfaces and colloids, 28(49), 16900-16908 (2012-11-20)
The adhesive proteins secreted by marine mussels contain an unusual amino acid, 3,4-dihydroxyphenylalanine (DOPA), that is responsible for the cohesive and adhesive strength of this natural glue and gives mussels the ability to attach themselves to rocks, metals, and plastics.

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