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Details

Stereochemistry ABSOLUTE
Molecular Formula C9H10INO2
Molecular Weight 291.0857
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4-IODOPHENYLALANINE

SMILES

N[C@@H](CC1=CC=C(I)C=C1)C(O)=O

InChI

InChIKey=PZNQZSRPDOEBMS-QMMMGPOBSA-N
InChI=1S/C9H10INO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1

HIDE SMILES / InChI

Molecular Formula C9H10INO2
Molecular Weight 291.0857
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Site-specific incorporation of 4-iodo-L-phenylalanine through opal suppression.
2010-08
Genetic incorporation of unnatural amino acids into proteins in Mycobacterium tuberculosis.
2010-02-22
Efficacy of systemic radionuclide therapy with p-131I-iodo-L-phenylalanine combined with external beam photon irradiation in treating malignant gliomas.
2009-12
One plasmid selection system for the rapid evolution of aminoacyl-tRNA synthetases.
2009-07-15
Expanded chemical diversity sampling through whole protein evolution.
2009-07
Halogen-substituted phenylalanines as enantioselective selectors for enantioselective discrimination of amino acids: effect of halogen.
2008-05
o-Nitrotyrosine and p-iodophenylalanine as spectroscopic probes for structural characterization of SH3 complexes.
2007-07
Application of the Suzuki-Miyaura cross-coupling to increase antimicrobial potency generates promising novel antibacterials.
2007-04-15
Site-specific functionalization of proteins by organopalladium reactions.
2007-01-22
A new protein engineering approach combining chemistry and biology, part I; site-specific incorporation of 4-iodo-L-phenylalanine in vitro by using misacylated suppressor tRNAPhe.
2006-10
Regioselective carbon-carbon bond formation in proteins with palladium catalysis; new protein chemistry by organometallic chemistry.
2006-01
Binding of inhibitory aromatic amino acids to Streptomyces griseus aminopeptidase.
2004-10
The site-specific incorporation of p-iodo-L-phenylalanine into proteins for structure determination.
2004-10
Unnatural amino acid mutagenesis of green fluorescent protein.
2003-01-10
Aromatic amino acids and their derivatives as ligands for the isolation of aspartic proteinases.
2002-04-25
Conserved tryptophan in cytochrome c: importance of the unique side-chain features of the indole moiety.
2001-11-01
Four color fret dye nucleotide terminators for DNA sequencing.
2001-09-21
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 21:08:00 GMT 2025
Edited
by admin
on Mon Mar 31 21:08:00 GMT 2025
Record UNII
J882Z73MPL
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ALANINE, 3-(P-IODOPHENYL)-, L-
Preferred Name English
4-IODOPHENYLALANINE
Systematic Name English
P-IODOPHENYLALANINE
Common Name English
P-IODO-L-PHENYLALANINE
Common Name English
L-PHENYLALANINE, 4-IODO-
Systematic Name English
4-IODO-L-PHENYLALANINE
Systematic Name English
Code System Code Type Description
DRUG BANK
DB03660
Created by admin on Mon Mar 31 21:08:00 GMT 2025 , Edited by admin on Mon Mar 31 21:08:00 GMT 2025
PRIMARY
PUBCHEM
134497
Created by admin on Mon Mar 31 21:08:00 GMT 2025 , Edited by admin on Mon Mar 31 21:08:00 GMT 2025
PRIMARY
FDA UNII
J882Z73MPL
Created by admin on Mon Mar 31 21:08:00 GMT 2025 , Edited by admin on Mon Mar 31 21:08:00 GMT 2025
PRIMARY
CHEBI
145892
Created by admin on Mon Mar 31 21:08:00 GMT 2025 , Edited by admin on Mon Mar 31 21:08:00 GMT 2025
PRIMARY
CAS
24250-85-9
Created by admin on Mon Mar 31 21:08:00 GMT 2025 , Edited by admin on Mon Mar 31 21:08:00 GMT 2025
PRIMARY
MESH
C049181
Created by admin on Mon Mar 31 21:08:00 GMT 2025 , Edited by admin on Mon Mar 31 21:08:00 GMT 2025
PRIMARY
SMS_ID
300000026359
Created by admin on Mon Mar 31 21:08:00 GMT 2025 , Edited by admin on Mon Mar 31 21:08:00 GMT 2025
PRIMARY
CHEBI
44964
Created by admin on Mon Mar 31 21:08:00 GMT 2025 , Edited by admin on Mon Mar 31 21:08:00 GMT 2025
PRIMARY
Related Record Type Details
LABELED -> NON-LABELED