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W373605

Sigma-Aldrich

L-Tyrosine

FG

Synonym(s):

(S)-2-Amino-3-(4-hydroxyphenyl)propionic acid, 3-(4-Hydroxyphenyl)-L-alanine

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About This Item

Linear Formula:
4-(HO)C6H4CH2CH(NH2)CO2H
CAS Number:
60-18-4
Molecular Weight:
181.19
FEMA Number:
3736
Beilstein:
392441
EC Number:
200-460-4
MDL number:
MFCD00002606
UNSPSC Code:
12164502
eCl@ss:
32160406
PubChem Substance ID:
24901863
Flavis number:
17.022
NACRES:
NA.21

biological source

corn

grade

FG

reg. compliance

EU Regulation 1334/2008 & 872/2012
FDA 21 CFR 173.65

optical activity

[α]20/D −10.6°, c = 4 in 1 M HCl

mp

>300 °C (dec.) (lit.)

solubility

water: soluble 0.479 g/L at 25 °C

application(s)

flavors and fragrances

food allergen

no known allergens

Organoleptic

odorless

SMILES string

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

InChI

1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m0/s1

InChI key

OUYCCCASQSFEME-QMMMGPOBSA-N

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General description

L-Tyrosine is an important amino acid mainly used as a dietary supplement.
L-tyrosine, an aromatic amino acid, is used common dietary supplement that has a wide range of applications in food and pharmaceutical industry. It is a precursor for preparing industrially important compounds such as 3,4-dihydroxy-L-phenylalanine (L-DOPA), melanin and p-hydroxystyrene. L-tyrosine can be synthesized by different biotechnological methods which are ecofriendly.

Other Notes

Amino acid precursor of dopamine and other catecholamines

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Christine Nicole S Santos et al.
Applied and environmental microbiology, 74(4), 1190-1197 (2007-12-25)
We present the development of a simple, high-throughput screen for identifying bacterial strains capable of L-tyrosine production. Through the introduction of a heterologous gene encoding a tyrosinase, we were able to link L-tyrosine production in Escherichia coli with the synthesis
Keisuke Saito et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(19), 7690-7695 (2013-04-20)
Using quantum mechanics/molecular mechanics calculations and the 1.9-Å crystal structure of Photosystem II [Umena Y, Kawakami K, Shen J-R, Kamiya N (2011) Nature 473(7345):55-60], we investigated the H-bonding environment of the redox-active tyrosine D (TyrD) and obtained insights that help
Hideki Hara et al.
Nature immunology, 14(12), 1247-1255 (2013-11-05)
The inflammasome adaptor ASC contributes to innate immunity through the activation of caspase-1. Here we found that signaling pathways dependent on the kinases Syk and Jnk were required for the activation of caspase-1 via the ASC-dependent inflammasomes NLRP3 and AIM2.
Verena Rahm et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 55(4), 546-550 (2014-02-26)
Low-grade gliomas (LGGs) may harbor malignant foci, which are characterized by increased tumor cellularity and angiogenesis. We used diffusion-weighted MR imaging (apparent diffusion coefficient [ADC]) and PET with the amino acid O-(2-(18)F-fluorethyl)-L-tyrosine ((18)F-FET) to search for focal changes of diffusion
Tina Lütke-Eversloh et al.
Applied microbiology and biotechnology, 77(4), 751-762 (2007-10-31)
The aromatic amino acid L-tyrosine is used as a dietary supplement and has promise as a valuable precursor compound for various industrial and pharmaceutical applications. In contrast to chemical production, biotechnological methods can produce L-tyrosine from biomass feedstocks under environmentally
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