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Merck

93829

L-Tyrosine

≥99.0% (NT), suitable for ligand binding assays, BioUltra

Synonym(s):

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

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₪372.00

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₪1,210.00

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About This Item

Linear Formula:
4-(HO)C6H4CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
181.19
NACRES:
NA.26
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
200-460-4
MDL number:
Beilstein/REAXYS Number:
392441

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Product Name

L-Tyrosine, BioUltra, ≥99.0% (NT)

InChI key

OUYCCCASQSFEME-QMMMGPOBSA-N

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

SMILES string

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

product line

BioUltra

assay

≥99.0% (NT)

form

powder or crystals

optical activity

[α]20/D −11.5±1.0°, c = 4% in 1 M HCl

technique(s)

ligand binding assay: suitable

impurities

insoluble matter, passes filter test
≤0.5% foreign amino acids

ign. residue

≤0.1%

loss

≤0.2% loss on drying, 20 °C (HV)

color

white

mp

>300 °C (dec.) (lit.)

solubility

1 M HCl: 25 mg/mL, clear, colorless (hot)

anion traces

chloride (Cl-): ≤400 mg/kg
sulfate (SO42-): ≤300 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.1 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
NH4+: ≤200 mg/kg
Na: ≤200 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

absorption

cut-off at 310 nm in 1 M HCl at 0.5 M

Quality Level

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1 of 4

This Item
T375491515PHR1097
form

powder or crystals

form

powder

form

-

form

-

technique(s)

ligand binding assay: suitable

technique(s)

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

assay

≥99.0% (NT)

assay

≥98% (HPLC)

assay

-

assay

-

product line

BioUltra

product line

-

product line

TraceCERT®

product line

-

cation traces

Al: ≤5 mg/kg, Ba: ≤5 mg/kg, Ca: ≤10 mg/kg, Co: ≤5 mg/kg, Cu: ≤5 mg/kg, K: ≤50 mg/kg, Mg: ≤5 mg/kg, Mo: ≤5 mg/kg, Na: ≤200 mg/kg, Pb: ≤5 mg/kg, Zn: ≤5 mg/kg, As: ≤0.1 mg/kg, Cd: ≤5 mg/kg, Fe: ≤5 mg/kg, Mn: ≤5 mg/kg, Ni: ≤5 mg/kg, Bi: ≤5 mg/kg, Li: ≤5 mg/kg, Sr: ≤5 mg/kg, Cr: ≤5 mg/kg, NH4+: ≤200 mg/kg

cation traces

-

cation traces

-

cation traces

-

impurities

insoluble matter, passes filter test, ≤0.5% foreign amino acids

impurities

-

impurities

-

impurities

-

Application

L-Tyrosine was used in tyrosine hydroxylase (TH) enzyme activity assay.[1] It was also used as a substrate for tyrosinase enzyme in the growth media of Vibrio cholerae strains to stimulate melanin formation.[2] It may be used as a precursor in the synthesis of (-)-MY 336a. MY 336a, a β-adrenergic receptor antagonist, was initially isolated from the culture broth of Streptomyces gabonae KY2234 (ATCC 15282).[3] It may be used in the synthesis of 3-bromo-L-tyrosine and 3,5-dibromo-L-tyrosine.[4]

Other Notes

Amino acid precursor of dopamine and other catecholamines
Growth requirements of various microorganisms[5]

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Andisheh Eslamboli et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 25(4), 769-777 (2005-01-28)
The therapeutic potential of glial cell line-derived neurotrophic factor (GDNF) for Parkinson's disease is likely to depend on sustained delivery of the appropriate amount to the target areas. Recombinant adeno-associated viral vectors (rAAVs) expressing GDNF may be a suitable delivery
V E Coyne et al.
Applied and environmental microbiology, 58(9), 2861-2865 (1992-09-01)
Vibrio cholerae synthesized the pigment melanin in response to specific physiological conditions that were stressful to the bacterium. Pigmentation was induced when V. cholerae was subjected to hyperosmotic stress in conjunction with elevated growth temperatures (above 30 degrees C). The
CRC Handbook of Microbiology, 4, 1-1 (1974)
P M Knappskog et al.
Human molecular genetics, 4(7), 1209-1212 (1995-07-01)
Tyrosine hydroxylase (TH) catalyzes the conversion of L-tyrosine to L-dihydroxyphenylalanine (L-DOPA), the rate-limiting step in the biosynthesis of dopamine. Recently, we described a point mutation in hTH (Q381K) in a family of two siblings suffering from progressive L-DOPA-responsive dystonia (DRD)
Total Synthesis of (-)-MY 336a from L-Tyrosine.
Liao XW, et al.
Journal of Heterocyclic Chemistry, 47(1), 50-53 (2010)

Articles

Learn more about the amino acid L-Tyrosine and explore how it is used in cell culture media like MEM, DMEM, and RPMI. We offer a comprehensive portfolio of amino acid cell culture supplements and reagents.

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. Hi, is the recommended retest date based on established stability?

    1 answer
    1. Product retest dating is based upon review of the product history or that of a comparable product. Please see the link below to review the Product Dating Statement:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/178/822/product-dating-information-statement.pdf
      The assigned quality level (MQ) for this product is 200. Product of this quality level do not qualify for shelf life defined by stability studies. Please see the link below for additional information regarding assigned quality levels:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/346/647/m-clarity-quality-attributes-fl12541en-ms.pdf

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