3-Nitro-L-tyrosine

Product Name: 3-Nitro-L-tyrosine
CAS No.: 621-44-3
Chemical Name: 3-Nitro-L-tyrosine
Synonyms: 3-NITRO-TYROSINE;NITROTYROSINE;H-TYR(3-NO2)-OH;Tyr(3'-NO2);Z-D-Dap(Boc);H-TYR(M-NO2)-OH;m-Nitro-L-Tyr-OH;H-3-NITRO-TYR-OH;H-M-NITRO-TYR-OH;M-NITRO-L-TYROSINE
CBNumber: CB8703176
Molecular Formula: C9H10N2O5
Formula Weight: 226.19
MOL File: 621-44-3.mol

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3-Nitro-L-tyrosine Property

Melting point:: 233-235 °C (dec.) (lit.)
alpha: 4 º (c=1, 1N HCl)
Boiling point:: 367.79°C (rough estimate)
Density: 1.4160 (rough estimate)
refractive index: 1.5373 (estimate)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Aqueous Acid (Slightly), Water
pka: 2.17±0.20(Predicted)
form: crystalline
color: yellow to green
Water Solubility: insoluble
BRN: 2813157
InChI: InChI=1S/C9H10N2O5/c10-6(9(13)14)3-5-1-2-8(12)7(4-5)11(15)16/h1-2,4,6,12H,3,10H2,(H,13,14)/t6-/m0/s1
InChIKey: FBTSQILOGYXGMD-LURJTMIESA-N
SMILES: C(O)(=O)[C@H](CC1=CC=C(O)C([N+]([O-])=O)=C1)N
CAS DataBase Reference: 621-44-3(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 24/25-37/39-26-36
WGK Germany: 3
HS Code: 29225090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: N7389
Product name: 3-Nitro-L-tyrosine
Purity: crystalline
Packaging: 5g
Price: $129
Updated: 2025/07/31

Sigma-Aldrich

Product number: N7389
Product name: 3-Nitro-L-tyrosine
Purity: crystalline
Packaging: 10g
Price: $170.1
Updated: 2025/07/31

TCI Chemical

Product number: N0905
Product name: 3-Nitro-L-tyrosine
Purity: >98.0%(HPLC)(T)
Packaging: 5g
Price: $182
Updated: 2025/07/31

TCI Chemical

Product number: N0905
Product name: 3-Nitro-L-tyrosine
Purity: >98.0%(HPLC)(T)
Packaging: 25g
Price: $652
Updated: 2025/07/31

Sigma-Aldrich

Product number: N7389
Product name: 3-Nitro-L-tyrosine
Purity: crystalline
Packaging: 25g
Price: $512
Updated: 2025/07/31

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3-Nitro-L-tyrosine Chemical Properties,Usage,Production

Description

Nitrotyrosine is formed by peroxynitrite-mediated nitration of protein tyrosine residues. Its presence on proteins can be used as a marker for peroxynitrite formation in vivo. Both free and protein-bound nitrotyrosine are commonly found in mammalian tissues and are increased in pathological conditions. The basal levels of free nitrotyrosine in human plasma is approximately 3 nM as determined by gas chromatography/mass spectrometry.

Chemical Properties

ochre-yellow to yellow-green powder

Uses

A marker for peroxynitrite. Oxidant and cytotoxic agent.

Uses

3-Nitro-L-tyrosine is used as an indicator of the formation of peroxynitrite by NO-dependent oxidative damage.

Definition

ChEBI: 3-nitro-L-tyrosine is a 3-nitrotyrosine comprising L-tyrosine having a nitro group at the 3-position on the phenyl ring. It is a L-tyrosine derivative, a non-proteinogenic L-alpha-amino acid and a 3-nitrotyrosine. It is an enantiomer of a 3-nitro-D-tyrosine.

Biochem/physiol Actions

Oxidant and cytotoxic agent.

References

[1] J S BECKMAN W H K. Nitric oxide, superoxide, and peroxynitrite: the good, the bad, and ugly.[J]. American Journal of Physiology, 1996, 271 5 Pt 1: C1424-37. DOI: 10.1152/ajpcell.1996.271.5.c1424
[2] J S BECKMANN. Extensive nitration of protein tyrosines in human atherosclerosis detected by immunohistochemistry.[J]. Biological chemistry Hoppe-Seyler, 1994, 375 2: 81-88. DOI: 10.1515/bchm3.1994.375.2.81
[3] K ABE. Upregulation of protein-tyrosine nitration in the anterior horn cells of amyotrophic lateral sclerosis.[J]. Neurological Research, 1997, 19 2: 124-128. DOI: 10.1080/01616412.1997.11740784
[4] ROBERT J. FERRANTE PHD. Leslie A S PhD, MD. Increased 3-nitrotyrosine and oxidative damage in mice with a human copper/zinc superoxide dismutase mutation[J]. Annals of Neurology, 2004, 42 3: 326-334. DOI: 10.1002/ana.410420309
[5] I Y HADDAD. Quantitation of nitrotyrosine levels in lung sections of patients and animals with acute lung injury.[J]. Journal of Clinical Investigation, 1994, 94 6: 2407-2413. DOI: 10.1172/jci117607
[6] M. OHYA. Plasma Nitrotyrosine Concentration Relates to Prognosis in Human Septic Shock[J]. SHOCK, 2002, 18 1: 116-118. DOI: 10.1097/00024382-200208000-00004
[7] DIMITRIOS TSIKAS. Accurate quantification of basal plasma levels of 3-nitrotyrosine and 3-nitrotyrosinoalbumin by gas chromatography–tandem mass spectrometry[J]. Journal of Chromatography B, 2003, 784 1: Pages 77-90. DOI: 10.1016/s1570-0232(02)00751-1
[8] EDZARD SCHWEDHELM. Gas Chromatographic–Tandem Mass Spectrometric Quantification of Free 3-Nitrotyrosine in Human Plasma at the Basal State[J]. Analytical biochemistry, 1999, 276 2: Pages 195-203. DOI: 10.1006/abio.1999.4361
[9] JIAN LIU Steven G L. High-fat, low-carbohydrate diet alters myocardial oxidative stress and impairs recovery of cardiac function after ischemia and reperfusion in obese rats[J]. Nutrition Research, 2013, 33 4: Pages 311-321. DOI: 10.1016/j.nutres.2013.02.005

3-Nitro-L-tyrosine Preparation Products And Raw materials

Raw materials

Preparation Products

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3-Nitro-L-tyrosine Suppliers

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621-44-3, 3-Nitro-L-tyrosineRelated Search:

H-ARG-ARG-LEU-ILE-GLU-ASP-ASN-GLU-TYR-THR-ALA-ARG-GLY-OH L-Tyrosine Boc-D-Tyr-OH 3-NITRO-L-TYROSINE ETHYL ESTER HYDROCHLORIDE 3,5-DINITRO-L-TYROSINE MONOHYDRATE N-Acetyl-3,5-dinitro-L-tyrosine NITROGEN DIOXIDE FMOC-3-NITRO-L-TYROSINE,N-ALPHA-FMOC-3-NITRO-L-TYROSINE,NALPHA-9-Fluorenylmethoxycarbonyl-3-nitro-L-tyrosine 3,5-DINITRO-L-TYROSINE MONOHYDRATE, 97 3-NITRO-D-TYROSINE FMOC-3,5-DINITRO-TYR-OH BOC-TYR(BZL, 3-NO2)-OH N-ACETYL-L-3-NITROTYROSINE ETHYL ESTER (S)-2-AMINO-3-(4-HYDROXY-3-NITRO-PHENYL)-PROPIONIC ACID METHYL ESTER 3,5-DINITRO-L-TYROSINE SODIUM SALT AC-3,5-DINITRO-TYR-OET BOC-3-NITRO-L-TYROSINE ABZ-SER-PRO-3-NITRO-TYR-OH

(2R)-2-Amino-3-(4-hydroxy-3-nitrophenyl)propanoic acid

L-Tyrosine, 3-nitro-

3-Nitro-L-tyrosine,99%

(S)-2-aMino-3-(4-hydroxy-3-nitrophenyl)propanoic acid

Z-D-Dap(Boc)

3-NITRO-L-TYROSINE (RING-13C6)

(S)-3-(3-Nitro-4-hydroxyphenyl)alanine

3-Nitro-L-tyrosine≥ 98% (Assay)

m-Nitro-L-Tyr-OH

M-NITRO-L-TYROSINE

NITROTYROSINE

3-NITRO-4-HYDROXY-PHENYLALANINE

3-NITRO-TYROSINE

3-NITRO-L-TYROSINE

Tyr(3'-NO2)

3-NITRO-TYROSINEH-TYR(3-NO2)-OH

3-Nitro-L-tyrosine 99%

H-TYR(M-NO2)-OH

H-TYR(3-NO2)-OH

H-4-HYDROXY-3-NITRO-PHE-OH

H-3-NITRO-L-TYROSINE

H-3-NITRO-TYR-OH

H-M-NITRO-TYR-OH

(2S)-2-ammonio-3-(3-nitro-4-oxidophenyl)propanoate

3-Nitro-L-tyrosine&gt

3-Nitro-L-tyrosine USP/EP/BP

3-Nitro-L-tyrosine, ≥ 98.0%

Rabbit Anti-3-Nitrotyrosine antibody

3-Nitro-<sc>L</sc>-tyrosine

3-Nitrotyrosine Rabbit pAb

621-44-3

O2NC6H34OHCH2CHNH2CO2H

C9H9N2O5

Unnatural Amino Acid Derivatives

Tyrosine Derivatives

Specialty Synthesis

Peptide Synthesis

Pharmaceutical Raw Materials

Amino Acids

Tyrosine [Tyr, Y]

Unusual Amino Acids

Oxidative Stress Proteins and ReagentsPeptide Synthesis

Cell Stress

Nitric Oxide and Cell Stress

Amino Acids & Derivatives

Aromatics

Peptide Synthesis

Tyrosine Derivatives

Unnatural Amino Acid Derivatives