28540-82-1

Basic information

• Product Name: TENTOXIN
• Synonyms: TENTOXIN;tentoxin from alternaria tenuis;(2Z)-3-Phenyl-N-methylcyclo(Dha-Gly-N-methyl-L-Ala-L-Leu-);Ccris 8423;Cyclo(N-methyl-L-alanyl-L-leucyl-alpha,beta-didehydro-N-methylphenylalanylglycyl), (Z)-;Cycloleucyl-N-methylalanylglycyl-N-methyl dehydrophenylalanine;(Z)-Cyclic(N-methyl-L-alanyl-L-leucyl-alpha,beta-didehydro-N-methylphenylalanylglycyl);Tentoxin (Z)-Cyclic(N-methyl-L-alanyl-L-leucyl-alpha,beta-didehydro-N-methylphenylalanylglycyl)
• CAS NO: 28540-82-1
• Molecular Formula: C₂₂H₃₀N₄O₄
• Molecular Weight: 414.5
• Product Categories: Cell Signaling and Neuroscience;Mold;Toxins and Venoms;antibiotic
• Mol File: 28540-82-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 750.8°Cat760mmHg
• Flash Point: 407.9°C
• Appearance: /
• Density: 1.114g/cm³
• Vapor Pressure: 2E-22mmHg at 25°C
• Refractive Index: 1.528
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Sonicated)
• CAS DataBase Reference: TENTOXIN(CAS DataBase Reference)
• NIST Chemistry Reference: TENTOXIN(28540-82-1)
• EPA Substance Registry System: TENTOXIN(28540-82-1)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• Hazardous Substances Data: 28540-82-1(Hazardous Substances Data)

Usage

Description

Different sources of media describe the Description of 28540-82-1 differently. You can refer to the following data:
1. tentoxin, a highly effective phytotoxin from Alternaria alternata f. sp. tenuis, is too expensive to be used as a commercial herbicide (80). Efforts to discover a cheaper, synthetic analogue of tentoxin with similar herbicidal properties have failed.
2. Tentoxin is a cyclic tetrapeptide first isolated from the plant pathogen A. alternata. It is an herbicide that inhibits chloroplast development, resulting in chlorotic tissue. Tentoxin is selectively phytotoxic, as it kills a number of important weeds at concentrations that have no effects on several important crops.

Uses

Tentoxin, is a natural cyclic tetrapeptide, isolated from Alternaria alternata, which induces chlorosis in plants, and thus can be used as a potential natural herbicide.

InChI:InChI=1/C22H30N4O4/c1-14(2)11-17-22(30)26(5)18(12-16-9-7-6-8-10-16)21(29)23-13-19(27)25(4)15(3)20(28)24-17/h6-10,12,14-15,17H,11,13H2,1-5H3,(H,23,29)(H,24,28)/b18-12-/t15-,17-/m0/s1

Upstream product

• 487060-72-0 Fmoc-β-OH-Phe-OH 
• 35661-60-0 Fmoc-Leu-OH 
• 55478-20-1 Methyl-N-Boc-N-methyl-L-Ala-L-Leu-N-methyl-(Z)-dehydroPhe-Glycinat 

Relevant articles and documents

Tentoxin as a scaffold for drug discovery. Total solid-phase synthesis of tentoxin and a library of analogues

(Matrix presented) A solid-phase method for the synthesis of tentoxin has been developed. Two key steps - dehydration and N-alkylation - are carried out while the peptide is anchored to the resin. The method, which has been validated by the preparation of