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PHR1173

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N-Acetyl-L-tyrosine

Pharmaceutical Secondary Standard; Certified Reference Material

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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:
41116107
eCl@ss:
32160406
PubChem Substance ID:
329823187
NACRES:
NA.24

grade

certified reference material
pharmaceutical secondary standard

Quality Level

300

Agency

traceable to USP 1010106

API family

acetyltyrosine

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

149-152 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

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

N-Acetyl-L-tyrosine is an acetyl derivative of the amino acid, L-tyrosine. It is freely soluble in water compared to L-tyrosine and is commonly used as a parenteral nutrition supplement.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Application

N-Acetyl-L-tyrosine may be used as a pharmaceutical reference standard for the determination of the analyte in bulk drug and pharmaceutical formulations by titrimetry and high performance liquid chromatography.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Analysis Note

These secondary standards offer multi-traceability to the USP, EP (PhEur) and BP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
Values of analytes vary lot to lot.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAA6108 in the slot below. This is an example certificate only and may not be the lot that you receive.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
LRAD1813
LRAB9273
LRAA6108
P500175

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N-Acetyltyrosine
European Pharmacopoeia Commission and European Directorate for the Quality of Medicines & Healthcare
European pharmacopoeia, 1641-1642 (2017)
N-Acetyltyrosine
Pharmacopeia, US
United States Pharmacopeia/National Formulary, 38(3)(5), 4702-4702 (2018)
V Kahn et al.
Pigment cell research, 11(1), 24-33 (1998-04-02)
N-acetyl tyrosine (NAT) is hydroxylated by mushroom tyrosinase and the N-acetyl dopa formed is oxidized by the enzyme to N-acetyl dopaquinone (lambda max = 390 +/- 10 nm). H2O2 and NH2OH each shortened the lag period of NAT hydroxylation by
David I Pattison et al.
Biochemistry, 45(26), 8152-8162 (2006-06-28)
Hypochlorous acid (HOCl) is a powerful oxidant generated from H(2)O(2) and Cl(-) by the heme enzyme myeloperoxidase, which is released from activated leukocytes. HOCl possesses potent antibacterial properties, but excessive production can lead to host tissue damage that is implicated
Michael J Napolitano et al.
Chemical research in toxicology, 18(3), 501-508 (2005-03-22)
The reactions of aqueous ClO2 with tyrosine, N-acetyltyrosine, and dopa (3,4-dihydroxyphenylalanine) are investigated from pH 4 to 7. The reaction rates increase greatly with pH to give a series of oxidized products. Tyrosine and N-acetyltyrosine have similar reactivities with second-order
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