U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Four color fret dye nucleotide terminators for DNA sequencing.
2001 Apr-Jul
Conserved tryptophan in cytochrome c: importance of the unique side-chain features of the indole moiety.
2001 Nov 1
Aromatic amino acids and their derivatives as ligands for the isolation of aspartic proteinases.
2002 Apr 25
Unnatural amino acid mutagenesis of green fluorescent protein.
2003 Jan 10
Binding of inhibitory aromatic amino acids to Streptomyces griseus aminopeptidase.
2004 Oct
Regioselective carbon-carbon bond formation in proteins with palladium catalysis; new protein chemistry by organometallic chemistry.
2006 Jan
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 Oct
Application of the Suzuki-Miyaura cross-coupling to increase antimicrobial potency generates promising novel antibacterials.
2007 Apr 15
Site-specific functionalization of proteins by organopalladium reactions.
2007 Jan 22
o-Nitrotyrosine and p-iodophenylalanine as spectroscopic probes for structural characterization of SH3 complexes.
2007 Jul
Halogen-substituted phenylalanines as enantioselective selectors for enantioselective discrimination of amino acids: effect of halogen.
2008 May
Efficacy of systemic radionuclide therapy with p-131I-iodo-L-phenylalanine combined with external beam photon irradiation in treating malignant gliomas.
2009 Dec
Expanded chemical diversity sampling through whole protein evolution.
2009 Jul
One plasmid selection system for the rapid evolution of aminoacyl-tRNA synthetases.
2009 Jul 15
Site-specific incorporation of 4-iodo-L-phenylalanine through opal suppression.
2010 Aug
Genetic incorporation of unnatural amino acids into proteins in Mycobacterium tuberculosis.
2010 Feb 22
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 17 13:34:21 UTC 2022
Edited
by admin
on Sat Dec 17 13:34:21 UTC 2022
Record UNII
J882Z73MPL
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
4-IODOPHENYLALANINE
Systematic Name English
ALANINE, 3-(P-IODOPHENYL)-, L-
Common 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 Sat Dec 17 13:34:21 UTC 2022 , Edited by admin on Sat Dec 17 13:34:21 UTC 2022
PRIMARY
PUBCHEM
134497
Created by admin on Sat Dec 17 13:34:21 UTC 2022 , Edited by admin on Sat Dec 17 13:34:21 UTC 2022
PRIMARY
FDA UNII
J882Z73MPL
Created by admin on Sat Dec 17 13:34:21 UTC 2022 , Edited by admin on Sat Dec 17 13:34:21 UTC 2022
PRIMARY
CHEBI
145892
Created by admin on Sat Dec 17 13:34:21 UTC 2022 , Edited by admin on Sat Dec 17 13:34:21 UTC 2022
PRIMARY
CAS
24250-85-9
Created by admin on Sat Dec 17 13:34:21 UTC 2022 , Edited by admin on Sat Dec 17 13:34:21 UTC 2022
PRIMARY
MESH
C049181
Created by admin on Sat Dec 17 13:34:21 UTC 2022 , Edited by admin on Sat Dec 17 13:34:21 UTC 2022
PRIMARY
CHEBI
44964
Created by admin on Sat Dec 17 13:34:21 UTC 2022 , Edited by admin on Sat Dec 17 13:34:21 UTC 2022
PRIMARY
Related Record Type Details
LABELED -> NON-LABELED