24250-85-9

Basic information

• Product Name: L-4-Iodophenylalanine
• Synonyms: L-4-IODOPHE;L-4-IODOPHENYLALANINE;H-L-PHE(4-I)-OH;H-PHE(P-I)-OH;H-PHE(4-I)-OH;H-P-IODO-L-PHE-OH;H-P-IODO-PHE-OH;4-IODO-PHE-OH
• CAS NO: 24250-85-9
• Molecular Formula: C₉H₁₀INO₂
• Molecular Weight: 291.09
• Product Categories: Amino Acids;Phenylalanine analogs and other aromatic alpha amino acids;Miscellaneous;Phenylalanine [Phe, F];Unusual Amino Acids;Chiral Compound
• Mol File: 24250-85-9.mol
• Article Data: 32

Chemical Properties

• Melting Point: 255-256 °C
• Boiling Point: 366.8 °C at 760 mmHg
• Flash Point: 175.6 °C
• Appearance: /
• Density: 1.824 g/cm³
• Vapor Pressure: 5.01E-06mmHg at 25°C
• Refractive Index: 1.653
• Storage Temp.: −20°C
• PKA: 2.19±0.10(Predicted)
• Water Solubility: Partly miscible with water.
• Sensitive: Light Sensitive
• BRN: 4411317
• CAS DataBase Reference: L-4-Iodophenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: L-4-Iodophenylalanine(24250-85-9)
• EPA Substance Registry System: L-4-Iodophenylalanine(24250-85-9)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 22-24/25
• WGK Germany: 3
• F: 8
• Hazardous Substances Data: 24250-85-9(Hazardous Substances Data)

Usage

Chemical Properties

White powder

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.

InChI:InChI=1/C9H10INO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m1/s1

Upstream product

• 16004-15-2 1-bromomethyl-4-iodobenzene 
• 1068-90-2 2-acetylaminomalonic acid diethyl ester 
• 150-30-1 Phenylalanine 
• 63-91-2 L-phenylalanine 
• 62040-55-5 p-amino-L-phenylalanine hydrochloride 
• 76410-58-7 p-borono-L-phenylalanine 

Downstream Products

• 143508-14-9 (S)-2-[(R)-(1-Aza-bicyclo[2.2.2]oct-3-yl)amino]-3-(4-iodo-phenyl)-propionic acid 
• 143508-14-9 (S)-2-[(S)-(1-Aza-bicyclo[2.2.2]oct-3-yl)amino]-3-(4-iodo-phenyl)-propionic acid 
• 113850-76-3 N-(tert-butoxycarbonyl)-4-iodo-L-phenylalanine methyl ester 
• 768366-89-8 (S)-3-(4-iodophenyl)-2-(3-methylbenzoylamino)propionic acid 
• 731846-68-7 C₁₈H₁₅IN₂O 
• 115820-04-7 N-trifluoroacetyl-4-iodophenylalanine 
• 217326-89-1 N-[(1,1-dimethylethoxy)carbonyl]-4-iodo-L-phenylalanine 1,1-dimethylethyl ester 
• 1173918-59-6 methyl 2-amino-3-(4-iodophenyl)propanoate hydrochloride 
• 195258-67-4 (S)-methyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-iodophenyl)propanoate 
• 222854-50-4 (L)-4-iodophenylalanine t-butyl ester 

Relevant articles and documents

PRODUCTION METHOD FOR RADIOLABELED ARYL COMPOUND

The invention relates to a method of producing the radiolabeled aryl compound (I) Ar—X, or a salt thereof, wherein X is 211At, 210At, 123I, 124I, 125I, or 131I. The method involves reacting the aryl boronic acid compound (II) Ar—Y, or a salt thereof, wherein Y is a borono group (—B(OH)2) or an ester group thereof, with a radionuclide selected from 211At, 210At, 123I, 124I, 125I and 131I, in the presence of an oxidizing agent selected from an alkali metal iodide, an alkali metal bromide, N-bromosuccinimide, N-chlorosuccinimide and hydrogen peroxide, in water.

PENTAFLUOROPHOSPHATE DERIVATIVE, ITS USES AND AN APPROPRIATE MANUFACTURING METHOD

The invention relates to a pentafluorophosphate derivative according to general formula (I): or a pharmaceutically acceptable salt or solvate thereof. Thereby, R1 and R2 denote independently from each other H or F; R3 denotes H, an optionally substituted C1-C10 alkyl, an optionally substituted C3-C10 cycloalkyl, or an optionally substituted C6-C20 aryl, wherein a hydrocarbon chain of the alkyl, the cycloalkyl or the aryl can be interrupted by one or more oxygen, sulfur and/or nitrogen atoms; and M denotes any cation; with the proviso that at least one of R1 and R2 denotes F, if R3 denotes H. The invention further relates to uses of such a pentafluorophosphate derivative and to an appropriate manufacturing method.

Site-Selective Modification of α-Amino Acids and Oligopeptides via Native Amine-Directed γ-C(sp3)-H Arylation

Site-selective modification of chemically and biologically valuable α-amino acids and peptides is of great importance for biochemical study and pharmaceutical development. Few methods based on remote C(sp3)-H functionalization of aliphatic side-chains of peptides has been disclosed in recent years. In this report, we developed a novel approach for γ-C(sp3)-H and γ-/δ-C(sp2)-H arylation of α-amino acids with α-hydrogen by native amine-directed C-H functionalization and further realized the γ-C(sp3)-H arylation of N-terminally unprotected peptides.