5-Fluorotryptophan

5-fluorotryptophan can be used as substrate analogue to study enzyme mechanisms by NMR spectroscopy. Here 5-Fluorotryptophan is considered as a substrate of dehalogenase. This compound is also used in fluorination of the tryptophan in protein sequence by supplementation with 5-fluoro-L-tryptophan during expression

General

Type : Peptide, Haloalkane

Chemical_Nomenclature : (2S)-2-amino-3-(5-fluoro-1H-indol-3-yl)propanoic acid

Canonical SMILES : C1=CC2=C(C=C1F)C(=CN2)C[C@@H](C(=O)O)N

InChI : InChI=1S\/C11H11FN2O2\/c12-7-1-2-10-8(4-7)6(5-14-10)3-9(13)11(15)16\/h1-2,4-5,9,14H,3,13H2,(H,15,16)\/t9-\/m0\/s1

InChIKey : INPQIVHQSQUEAJ-VIFPVBQESA-N

Other name(s) : 5-Fluoro-L-tryptophan  ||  (S)-2-Amino-3-(5-fluoro-1H-indol-3-yl)propanoic acid  ||  L-5-fluorotryptophan  ||  L-Tryptophan, 5-fluoro-  ||  FTR  ||  SCHEMBL122142  ||  CHEMBL559973  ||  DB03314  ||  5-Fluoro-dl-tryptophan  ||  2-amino-3-(5-fluoro-1H-indol-3-yl)propanoic acid


MW : 222.22

Formula : C11H11FN2O2

CAS_number : 16626-02-1,    154-08-5

PubChem : 688357,    9577,    6921698

UniChem : INPQIVHQSQUEAJ-VIFPVBQESA-N

Target

Structures : 5K3C

Families : Haloacetate_dehalogenase

References (1)

Title : The role of dimer asymmetry and protomer dynamics in enzyme catalysis - Kim_2017_Science_355_
Author(s) : Kim TH , Mehrabi P , Ren Z , Sljoka A , Ing C , Bezginov A , Ye L , Pomes R , Prosser RS , Pai EF
Ref : Science , 355 : , 2017
Abstract :
PubMedSearch : Kim_2017_Science_355_
PubMedID: 28104837
Gene_locus related to this paper: rhopa-q6nam1