3-Iodo-L-tyrosine - 10mM in Water , CAS No.70-78-0

CAS: 70-78-0 Cat. No.: I425617 Molecular Weight: 307.09 Beilstein Registry Number: 2941266 EC Number: 200-744-8

GRADE & PURITY 10mM in Water

Synonyms

(2S)-2-azanyl-3-(3-iodanyl-4-oxidanyl-phenyl)propanoic acid | 3-IODOTYROSINE | IODOTYROSINE | L-Tyrosine-3-iodo | 3-Iodo-L-tyrosine, >=99.0% (HPLC) | CCG-204759 | EN300-6495864 | I0075 | SMR000059143 | FRQ98U4U27 | I-7700 | 4-Hydroxy-3-iodophenylalanine |

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Iodotyrosine coupled with di-iodotyrosine results in the synthesis of 3,5,3′-tri-iodothyronine (T3) or 3,3′,5′-tri-iodothyronine (rT3)
Tyrosine hydroxylase inhibitor.

Specifications

Synonyms

(2S)-2-azanyl-3-(3-iodanyl-4-oxidanyl-phenyl)propanoic acid | 3-IODOTYROSINE | IODOTYROSINE | L-Tyrosine-3-iodo | 3-Iodo-L-tyrosine, >=99.0% (HPLC) | CCG-204759 | EN300-6495864 | I0075 | SMR000059143 | FRQ98U4U27 | I-7700 | 4-Hydroxy-3-iodophenylalanine |

Specifications & Purity

10mM in Water

Biochemical and Physiological Mechanisms

3-iodotyrosine (3-IY) inhibits tyrosine hydroxylase that catalyzes levodopa (L-DOPA) formation from tyrosine. Iodotyrosine deiodinase enzyme deficiency leads to elevated levels of 3-IY in serum and urine in severe hypothyroidism and goiter. TH (tyrosine 3

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Pubchem Sid: 528759168
• Canonical Smiles: C1=CC(=C(C=C1CC(C(=O)O)N)I)O
• IUPAC Name: (2S)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid
• InChIKey: UQTZMGFTRHFAAM-ZETCQYMHSA-N
• INCHI: 1S/C9H10INO3/c10-6-3-5(1-2-8(6)12)4-7(11)9(13)14/h1-3,7,12H,4,11H2,(H,13,14)/t7-/m0/s1
• Isomeric SMILES: C1=CC(=C(C=C1C[C@@H](C(=O)O)N)I)O
• WGK Germany: 3
• Molecular Weight: 307.09
• Beilstein: 2941266
• Reaxy-Rn: 2215172
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2215172&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Tyrosine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Tyrosine and derivatives
• Alternative Parents: Phenylalanine and derivatives Phenylpropanoic acids Amphetamines and derivatives L-alpha-amino acids O-iodophenols 1-hydroxy-2-unsubstituted benzenoids Aralkylamines Iodobenzenes Aryl iodides Amino acids Monocarboxylic acids and derivatives Carboxylic acids Hydrocarbon derivatives Carbonyl compounds Organopnictogen compounds Organic oxides Organoiodides Monoalkylamines
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Tyrosine or derivatives - Phenylalanine or derivatives - 3-phenylpropanoic-acid - Alpha-amino acid - Amphetamine or derivatives - L-alpha-amino acid - 2-iodophenol - 2-halophenol - 1-hydroxy-2-unsubstituted benzenoid - Iodobenzene - Halobenzene - Phenol - Aralkylamine - Aryl iodide - Aryl halide - Benzenoid - Monocyclic benzene moiety - Amino acid - Carboxylic acid - Monocarboxylic acid or derivatives - Organic nitrogen compound - Organohalogen compound - Primary aliphatic amine - Organoiodide - Organonitrogen compound - Organooxygen compound - Primary amine - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Amine - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as tyrosine and derivatives. These are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: Other amino acids

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TH Tclin Tyrosine 3-monooxygenase (1 Activities)

Discover Target: TH

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TH Tclin Tyrosine 3-hydroxylase (13 Activities)

Discover Target: TH

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

FPR1 Tchem Formyl peptide receptor 1 (1372 Activities)

Discover Target: FPR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC7A5 Tchem L-type amino acid transporter 1 (388 Activities)

Discover Target: SLC7A5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SMN1 Tchem Survival motor neuron protein (34246 Activities)

Discover Target: SMN1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

BLM Tchem Bloom syndrome protein (4248 Activities)

Discover Target: BLM

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)

Discover Target: RGS4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

Discover Target: Txnrd1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light sensitive; Air sensitive; Heat sensitive
• Specific Rotation[α]: -3° (C=2,1mol/L Hcl)
• Melt Point(°C): 210°C
• Molecular Weight: 307.080 g/mol
• XLogP3: -1.100
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 306.971 Da
• Monoisotopic Mass: 306.971 Da
• Topological Polar Surface Area: 83.600 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 212.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Qinhong Yin, Xiaolan Yang, Lihua Yang, Dezhi Yang, Yaling Yang, Yanqin Zhu.  (2023)  Cu, I-doped carbon dots as simulated nanozymes for the colorimetric detection of morphine in biological samples.  ANALYTICAL BIOCHEMISTRY,      [PMID:37678583] [10.1016/j.ab.2023.115313]

2. Xiao Li, Yan Xu, Dimei Ouyang, Kefan Ye, Yiwen Chen, Qiulan Li, Qinghai Xia, Xiaomei Wu, Yaling Yang.  (2022)  Copper- and iodine-doped nanozymes with simulated enzyme activity and efficient antifungal activity against Candida albicans.  BIOCHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.bej.2022.108791]

3. Yang Dezhi, Li Qiulan, Zhang Qian, Wang Yijie, Li Hong, Tammina Sai Kumar, Yang Yaling.  (2021)  A multifunctional nanozyme-based enhanced system for tert-butyl hydroquinone assay by surface-enhanced Raman scattering.  MICROCHIMICA ACTA,  189  (1): (1-9).  [PMID:34910256] [10.1007/s00604-021-05135-y]

4. Yifan Cui, Dezhi Yang, Qiulan Li, Zhongmei Peng, Zitao Zhong, Yuzhu Song, Qinqin Han, Yaling Yang.  (2024)  Cu,Zn,I-Doped Carbon Dots with Boosted Triple Antioxidant Nanozyme Activity for Treatment of DSS-Induced Colitis.  ACS Applied Materials & Interfaces,      [PMID:38860867] [10.1021/acsami.4c03627]

5. Mingzhu Liu, Xueyan He, Bo Peng, Jin Wu, Zunquan Zhao, Jialei Bai, Jingran Sun, Yanjun Fang.  (2026)  Fluorometric and colorimetric dual-mode detection of tert-butylhydroquinone in food samples using Mn3O4/AuNPs composite nanozyme and cu,I-doped carbon dots.  FOOD CHEMISTRY,      [PMID:] [10.1016/j.foodchem.2026.148817]

6. Le Wang, Jinwen Zhao, Siqing Zhang, Yanqin Zhu, Qinhong Yin.  (2026)  A ratiometric fluorescence sensor based on CuZn quantum dots and FeMn quantum dots embedded imprinted polymer for ultrasensitive detection of bisphenol A with a smartphone analyzer.  INORGANIC CHEMISTRY COMMUNICATIONS,      [PMID:] [10.1016/j.inoche.2026.116835]