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T4446

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N-Acetyl-L-tyrosine

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About This Item

Linear Formula:
4-(HO)C6H4CH2CH(NHCOCH3)CO2H
CAS Number:
537-55-3
Molecular Weight:
223.23
Beilstein:
2697172
EC Number:
208-671-3
MDL number:
MFCD00037190
UNSPSC Code:
12352209
NACRES:
NA.26

biological source

non-animal source

Assay

≥98.5%

form

crystalline powder

manufacturer/tradename

Ajinomoto

technique(s)

cell culture | mammalian: suitable

impurities

endotoxin, heavy metals, tested

mp

149-152 °C (lit.)

solubility

H2O: 25 mg/mL

application(s)

pharmaceutical (small molecule)

SMILES string

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

InChI

1S/C11H13NO4/c1-7(13)12-10(11(15)16)6-8-2-4-9(14)5-3-8/h2-5,10,14H,6H2,1H3,(H,12,13)(H,15,16)/t10-/m0/s1

InChI key

CAHKINHBCWCHCF-JTQLQIEISA-N

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General description

To request documentation for this product, please contact Customer Support and select ‘Product Documentation′. Please note that access to documentation for this product requires a confidentiality disclosure agreement.

Application

L-Tyrosine is a non-essential amino acid. It can be used as a cell culture media component in the commercial biomanufacture of therapeutic recombinant proteins and monoclonal antibodies. N-Acetyl-L-tyrosine is an acetylated derivative of the essential amino acid L-tyrosine with reported improved nutritional properties.

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

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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L John Hoffer et al.
JPEN. Journal of parenteral and enteral nutrition, 27(6), 419-422 (2003-11-19)
N-acetyl-L-tyrosine (NAT) is commonly used in place of tyrosine in parenteral nutrition, but human studies carried out to date indicate considerable amounts of it are excreted unchanged in the urine. NAT retention has not been well studied in parenterally fed
A R Butler et al.
Nitric oxide : biology and chemistry, 4(5), 472-482 (2000-10-06)
By the observation of chemically induced dynamic nuclear polarization in (15)N NMR spectroscopy it has been shown that nitration of N-acetyltyrosine, even under acidic conditions, is largely a radical process. In the alkaline reaction of tyrosine with peroxynitrite the main
Rakesh Kumar et al.
European journal of medicinal chemistry, 42(4), 503-510 (2006-12-26)
The development of type 2 diabetes in obese individuals is linked to lipid accumulation in non-adipose tissues. A series of N-acetyl-L-tyrosine derivatives were synthesized and evaluated for PPAR transactivation. Compounds 4d and 4f were found to show better PPARalpha transactivation
[Recording the delta-pH-generating biochemical reactions by light-addressed sensors with Ta2O5 dielectrics].
A N Reshetilov et al.
Doklady Akademii nauk, 342(5), 700-702 (1995-06-01)
M Sharma et al.
Chemico-biological interactions, 108(3), 171-185 (1998-04-07)
Dityrosine (DT) was isolated in a single-step by reversed-phase HPLC in 25% yield from enzyme-catalyzed oxidation of N-acetyl tyrosine followed by deacetylation. The isolated product was characterized by 1H NMR. A three-step chromatographic procedure was reported to facilitate the preparation
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