246239
6-Chloroindole
99%
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About This Item
Empirical Formula (Hill Notation):
C8H6ClN
CAS Number:
Molecular Weight:
151.59
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
241-449-4
Beilstein/REAXYS Number:
112345
MDL number:
Assay:
99%
Form:
solid
Quality Level
assay
99%
form
solid
mp
87-90 °C (lit.)
solubility
ethanol: 50 mg/mL, clear, colorless to faintly yellow
functional group
chloro
SMILES string
Clc1ccc2cc[nH]c2c1
InChI
1S/C8H6ClN/c9-7-2-1-6-3-4-10-8(6)5-7/h1-5,10H
InChI key
YTYIMDRWPTUAHP-UHFFFAOYSA-N
General description
6-Chloroindole, when added to Claviceps purpurea, produced the corresponding substituted L-tryptophan.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Jeongchan Lee et al.
Chembiochem : a European journal of chemical biology, 21(10), 1446-1452 (2020-01-10)
Tryptophan halogenases are found in diverse organisms and catalyze regiospecific halogenation. They play an important role in the biosynthesis of halogenated indole alkaloids, which are biologically active and of therapeutic importance. Here, a tryptophan 6-halogenase (SatH) from Streptomyces albus was
D S Fukuda et al.
Applied microbiology, 21(5), 841-843 (1971-05-01)
Claviceps purpurea has been shown to produce extracellular l-tryptophan from indole in stirred fermentors. The substrate specificity of this conversion was investigated by using substituted indoles, anthranilic acid, and 4-chloro-anthranilic acid. Addition of 2-, 4-, 5-, 6-, and 7-methyl indole
Jeongchan Lee et al.
Nature chemical biology, 17(1), 104-112 (2020-11-04)
Tyrian purple, mainly composed of 6,6'-dibromoindigo (6BrIG), is an ancient dye extracted from sea snails and was recently demonstrated as a biocompatible semiconductor material. However, its synthesis remains limited due to uncharacterized biosynthetic pathways and the difficulty of regiospecific bromination.