Camalexin

Modify Date: 2024-01-09 21:00:00

Camalexin Structure
Camalexin structure
Common Name Camalexin
CAS Number 135531-86-1 Molecular Weight 200.26000
Density N/A Boiling Point N/A
Molecular Formula C11H8N2S Melting Point N/A
MSDS Chinese USA Flash Point N/A
Symbol GHS07
GHS07
Signal Word Warning

 Use of Camalexin


Camalexin is a phytoalexin isolated from Camelina sativa and Arabidopsis (Cruciferae) with antibacterial, antifungal, antiproliferative and anticancer activities. Camalexin can induce reactive oxygen species (ROS) production[1][2][3].

 Names

Name camalexin
Synonym More Synonyms

 Camalexin Biological Activity

Description Camalexin is a phytoalexin isolated from Camelina sativa and Arabidopsis (Cruciferae) with antibacterial, antifungal, antiproliferative and anticancer activities. Camalexin can induce reactive oxygen species (ROS) production[1][2][3].
Related Catalog
Target

Reactive oxygen species (ROS)[1][2]

In Vitro Camalexin shows antiproliferative activity against a human breast cancer cell line[2]. For the oomycetes Phytophthora and Pythium Nep1-like proteins (necrosis and ethylene-inducing peptide 1-like proteins) are the initial triggers of Camalexin synthesis and formation of reactive oxygen species (ROS). ROS appear to be of general relevance for Camalexin formation. Chemical induction of ROS, such as by application of acifluorfen, coincided with Camalexin synthesis. In a screen for enhanced susceptibility to Alternaria brassicicola the esa1 mutant is identified, which shows delayed Camalexin induction. Particularly in response to ROS inducing agents reduced Camalexin levels are synthesized. This crucial role for ESA1 is confirmed by the inability of esa1 mutants to synthesize Camalexin in response to Leptosphaeria maculans. An additional mutant that exhibits greatly reduced Camalexin accumulation is ups1, which is isolated on the basis of diminished expression of a tryptophan biosynthetic enzyme[2].
References

[1]. William A.Ayer, et al. Synthesis of camalexin and related phytoalexins. Tetrahedron. Volume 48, Issue 14, 1992, Pages 2919-2924.

[2]. Glawischnig E. Camalexin. Phytochemistry. 2007 Feb;68(4):401-6.

[3]. Mezencev R, et al. Antiproliferative and cancer chemopreventive activity of phytoalexins: focus on indole phytoalexins from crucifers. Neoplasma. 2003;50(4):239-45.

 Chemical & Physical Properties

Molecular Formula C11H8N2S
Molecular Weight 200.26000
Exact Mass 200.04100
PSA 56.92000
LogP 3.29140

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Hazard Codes Xi
RIDADR NONH for all modes of transport

 Articles8

More Articles
TRANSCRIPTION ACTIVATOR-LIKE EFFECTOR NUCLEASE-Mediated Generation and Metabolic Analysis of Camalexin-Deficient cyp71a12 cyp71a13 Double Knockout Lines.

Plant Physiol. 168 , 849-58, (2015)

In Arabidopsis (Arabidopsis thaliana), a number of defense-related metabolites are synthesized via indole-3-acetonitrile (IAN), including camalexin and indole-3-carboxylic acid (ICOOH) derivatives. Cy...

Identification of Multiple Phytotoxins Produced by Fusarium virguliforme Including a Phytotoxic Effector (FvNIS1) Associated With Sudden Death Syndrome Foliar Symptoms.

Mol. Plant Microbe Interact. 29 , 96-108, (2016)

Sudden death syndrome (SDS) of soybean is caused by a soilborne pathogen, Fusarium virguliforme. Phytotoxins produced by F. virguliforme are translocated from infected roots to leaves, in which they c...

Analysis of the Molecular Dialogue Between Gray Mold (Botrytis cinerea) and Grapevine (Vitis vinifera) Reveals a Clear Shift in Defense Mechanisms During Berry Ripening.

Mol. Plant Microbe Interact. 28 , 1167-80, (2015)

Mature grapevine berries at the harvesting stage (MB) are very susceptible to the gray mold fungus Botrytis cinerea, while veraison berries (VB) are not. We conducted simultaneous microscopic and tran...

 Synonyms

2-(1H-indol-3-yl)thiazole
3-Thiazol-2-yl-1H-indole
Camalexin
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