L-4-Iodophenylalanine

Base Information

• Chemical Name: L-4-Iodophenylalanine
• CAS No.: 24250-85-9
• Molecular Formula: C₉H₁₀INO₂
• Molecular Weight: 291.088
• Hs Code.: 2922499990
• Mol file: 24250-85-9.mol

Synonyms:p-Iodo-L-phenylalanine;H-Phe(4-I)-OH;Alanine,3-(p-iodophenyl)-, L- (8CI);4-Iodo-L-phenylalanine;

Chemical Property of L-4-Iodophenylalanine

Chemical Property:

• Vapor Pressure: 5.01E-06mmHg at 25°C
• Melting Point: 255-256 °C
• Refractive Index: 1.653
• Boiling Point: 366.8 °C at 760 mmHg
• PKA: 2.19±0.10(Predicted)
• Flash Point: 175.6 °C
• PSA: 63.32000
• Density: 1.824 g/cm³
• LogP: 1.94590
• Storage Temp.: −20°C
• Sensitive.: Light Sensitive
• Water Solubility.: Partly miscible with water.

Purity/Quality:

99% ^*data from raw suppliers

4-Iodo-L-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Iodo-L-phenylalanine may be used in protein engineering as a model unnatural α amino acid to alter primary amino acid composition via the opal (UGA) codon.

Technology Process of L-4-Iodophenylalanine

There total 10 articles about L-4-Iodophenylalanine 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: 100.0%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → 4-iodo-L-phenylalanine (1991-81-7,14173-41-2,24250-85-9,62561-75-5)

Guidance literature:

L-phenylalanine; With sodium iodate; sulfuric acid; iodine; In acetic acid; at 70 ℃; for 18h;

With sodium hydroxide; In methanol; water;

Reference yield: 48.0%

Phenylalanine (150-30-1,25191-15-5,658-69-5,67675-33-6) → p-iodophenylalanine (1991-81-7,14173-41-2,24250-85-9,62561-75-5)

Guidance literature:

With sodium iodate; sulfuric acid; iodine; In acetic acid; at 70 ℃; for 18h; regioselective reaction;

DOI:10.1039/b819091g

Reference yield:

p-borono-L-phenylalanine (76410-58-7) → 4-iodo-L-phenylalanine (1991-81-7,14173-41-2,24250-85-9,62561-75-5)

Guidance literature:

With N-Bromosuccinimide; sodium hydrogencarbonate; sodium iodide; In water; at 20 ℃; for 0.5h;

upstream raw materials:

1-bromomethyl-4-iodobenzene

2-acetylaminomalonic acid diethyl ester

Phenylalanine

L-phenylalanine

Downstream raw materials:

(S)-methyl 2-amino-3-(4-iodophenyl)propanoate

(S)-2-[(R)-(1-Aza-bicyclo[2.2.2]oct-3-yl)amino]-3-(4-iodo-phenyl)-propionic acid

(S)-2-[(S)-(1-Aza-bicyclo[2.2.2]oct-3-yl)amino]-3-(4-iodo-phenyl)-propionic acid

N-Boc-4-I-Phe-OH

Refernces

• 1、 Hebel, Marco,Riegger, Andreas,Zegota, Maksymilian M.,Kizilsavas, G?nül,Ga?anin, Jasmina,Pieszka, Michaela,Lückerath, Thorsten,Coelho, Jaime A. S.,Wagner, Manfred,Gois, Pedro M. P.,Ng, David Y. W.,Weil, Tanja. "Sequence Programming with Dynamic Boronic Acid/Catechol Binary Codes". supporting information. p. 14026 - 14031. Retrieved 2019/10/11.
• 2、 Cai, Yue-Ming,Xu, Yu-Ting,Zhang, Xin,Gao, Wen-Xia,Huang, Xiao-Bo,Zhou, Yun-Bing,Liu, Miao-Chang,Wu, Hua-Yue. "Photoinduced Hydroxylation of Organic Halides under Mild Conditions". supporting information. p. 8479 - 8484. Retrieved 2019/10/16.