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93829

L-Tyrosine

Name: <SC>L</SC>-Tyrosine
Brand: SIGMA

≥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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About This Item

Linear Formula:

4-(HO)C₆H₄CH₂CH(NH₂)CO₂H

CAS Number:

60-18-4

Molecular Weight:

181.19

NACRES:

NA.26

PubChem Substance ID:

57653577

eCl@ss:

32160406

UNSPSC Code:

12352209

EC Number:

200-460-4

MDL number:

MFCD00002606

Beilstein/REAXYS Number:

392441

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Properties

Product Name

L-Tyrosine, BioUltra, ≥99.0% (NT)

product line

BioUltra

Quality Level

200

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 (SO₄^2-): ≤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

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

Description

Application

L-Tyrosine was used in tyrosine hydroxylase (TH) enzyme activity assay. It was also used as a substrate for tyrosinase enzyme in the growth media of Vibrio cholerae strains to stimulate melanin formation. 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). It may be used in the synthesis of 3-bromo-L-tyrosine and 3,5-dibromo-L-tyrosine.

Other Notes

Growth requirements of various microorganisms

Amino acid precursor of dopamine and other catecholamines

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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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Articles

L-Tyrosine in Cell Culture

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.

Induction of melanin biosynthesis in Vibrio cholerae.

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)

Preparation of 3-bromo-L-tyrosine and 3,5-dibromo-L-tyrosine.

Robert S Phillips et al.

Amino acids, 44(2), 529-532 (2012-07-28)

L-Tyrosine is converted to 3-bromo-L-tyrosine in good yield by reaction with 1.2 equiv. of DMSO in HBr/AcOH, while reaction with 2.2 equiv. of DMSO under comparable conditions results in formation of 3,5-dibromo-L-tyrosine in good yield. This is the simplest, safest

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Global Trade Item Number

SKU	GTIN
93829-25G	04061833283301
93829-100G	04061833283295