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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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Ming Chang Hu et al.
American journal of physiology. Renal physiology, 304(9), F1169-F1180 (2013-02-22)
The intrarenal autocrine/paracrine dopamine (DA) system contributes to natriuresis in response to both acute and chronic Na(+) loads. While the acute DA effect is well described, how DA induces natriuresis chronically is not known. We used an animal and a
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
Lionel C Libert et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 54(7), 1154-1161 (2013-05-10)
6-(18)F-fluoro-L-dopa ((18)F-FDOPA) has proven to be a useful radiopharmaceutical for the evaluation of presynaptic dopaminergic function using PET. In comparison to electrophilic synthesis, the no-carrier-added (NCA) nucleophilic method has several advantages. These include much higher available activity and specific activity.
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.
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

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