Monoiodo-tyrosine

Base Information

• Chemical Name: Monoiodo-tyrosine
• CAS No.: 70-78-0
• Molecular Formula: C9H10INO3
• Molecular Weight: 307.088
• Hs Code.: 29225090
• Mol file: 70-78-0.mol

Synonyms:monoiodo-tyrosine;MONOIODO-L-TYROSINE;3-iodo-L-tyrosine zwitterion;CHEBI:59898;A836990;(2S)-2-azaniumyl-3-(4-hydroxy-3- iodophenyl)propanoate;(2S)-2-azaniumyl-3-(4-hydroxy-3-iodo-phenyl)propanoate

Chemical Property of Monoiodo-tyrosine

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 8.18E-07mmHg at 25°C
• Melting Point: 210 °C (dec.)(lit.)
• Refractive Index: 1.688
• Boiling Point: 390.969 °C at 760 mmHg
• PKA: 2.21±0.20(Predicted)
• Flash Point: 190.251 °C
• PSA: 83.55000
• Density: 1.944 g/cm³
• LogP: 1.65150
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Solubility.: dilute aqueous acid: soluble
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 306.97054
• Heavy Atom Count: 14
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

3-Iodo-L-tyrosine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CC(C(=O)[O-])[NH3+])I)O
• Isomeric SMILES: C1=CC(=C(C=C1C[C@@H](C(=O)[O-])[NH3+])I)O
• Uses: A novel flavoprotein responsible for iodide salvage in thyroid glands. A tyrosine hydroxylase inhibitor. 3-iodo-l-tyrosine is used in the inhibition of tyrosine hydroxylase. 3-iodo-L-tyrosine is used in the rapid induction of prolactin secretion. 3-Iodo-L-tyrosine has been used as an inhibitor for tyrosine hydroxylase enzyme in Drosophila and silkworm pupae.

Technology Process of Monoiodo-tyrosine

There total 7 articles about Monoiodo-tyrosine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

2-amino-3-(3-iodo-4-hydroxyphenyl)propionic acid methyl ester hydrochloride (79677-58-0,122908-62-7) → 3-Iodo-L-tyrosine (70-78-0)

Guidance literature:

With sodium hydroxide; for 26h;

DOI:10.1002/jlac.198119810716

Reference yield: 93.0%

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → 3-Iodo-L-tyrosine (70-78-0)

Guidance literature:

With chloroamine-T; sodium iodide; In water; for 0.166667h;

DOI:10.1002/(SICI)1099-1344(199804)41:4<255::AID-JLCR89>3.3.CO;2-F

Reference yield: 32.6%

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → 3,5-diiodo-l-tyrosine (300-39-0) + 3-Iodo-L-tyrosine (70-78-0)

Guidance literature:

With chloroamine-T; sodium iodide; In water; at 20 ℃; for 0.00277778h; Product distribution; other reaction time, pregenerated iodine, reaction in the presence of tryptophan and Nⁱⁿ-formyl-tryptophan;

upstream raw materials:

N-phthaloyl-L-tyrosine

L-tyrosine

2-amino-3-(3-iodo-4-hydroxyphenyl)propionic acid methyl ester hydrochloride

3,5-diiodo-l-tyrosine

Downstream raw materials:

(S)-2-(((benzyloxy)carbonyl)amino)-3-(4-hydroxy-3-iodophenyl)propanoic acid

L-tyrosine

N-tert-butyloxycarbonyl-3-iodo-L-tyrosine

tert-butyl 3-iodo-L-tyrosinate

Refernces

• 1、 Moschitto, Matthew J.,Lewis, Chad A.. "Synthesis of the Rubiyunnanin B Core Aglycon". . p. 4773 - 4777. Retrieved 2016.
• 2、 -. "PROCESS FOR MAKING ARYLOMYIN RING ANALOGS". Page/Page column 32; 36-38. . Retrieved 2018/10/25.