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Tentoxin

analytical standard

Synonyme(s) :

Cyclo[N-methyl-L-alanyl-L-leucyl-(αZ)-α,β-didehydro-N-methylphenylalanylglycyl]

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About This Item

Formule empirique (notation de Hill):
C22H30N4O4
Numéro CAS:
28540-82-1
Poids moléculaire :
414.50
Numéro MDL:
MFCD00133844
Code UNSPSC :
85151701
ID de substance PubChem :
329755240
Nomenclature NACRES :
NA.24

Qualité

analytical standard

Niveau de qualité

100

Durée de conservation

limited shelf life, expiry date on the label

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Application(s)

cleaning products
cosmetics
food and beverages
personal care

Format

neat

Température de stockage

−20°C

Chaîne SMILES 

CC(C)C[C@@H]1NC(=O)[C@H](C)N(C)C(=O)CNC(=O)C(=C\c2ccccc2)\N(C)C1=O

InChI

1S/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

Clé InChI

SIIRBDOFKDACOK-LFXZBHHUSA-N

Description générale

Tentoxin is a phytotoxic tetrapeptide, produced in some Alternaria species. It is known to inhibit cyclic photophosphorylation.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Tentoxin may be used as an analytical reference standard for the determination of the analyte in tomato and food matrices by chromatography techniques.

Remarque sur l'analyse

purity : ≥97.0% (HPLC)

Code de la classe de stockage

13 - Non Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
BCCG9155
BCCG2240
BCCF7977
BCCD1985
BCBZ8279

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Inhibition of chloroplast development by tentoxin.
Bennett J.
Phytochemistry, 15(2), 263-265 (1976)
Development and validation of a LC-ESI-MS/MS method for the determination of Alternaria toxins alternariol, alternariol methyl-ether and tentoxin in tomato and tomato-based products.
Rodriguez-Carrasco Y, et al.
Toxins, 8(11), 328-328 (2016)
Feng He et al.
Biochemistry, 47(2), 836-844 (2007-12-21)
Two highly conserved amino acid residues, an arginine and a glutamine, located near the C-terminal end of the gamma subunit, form a "catch" by hydrogen bonding with residues in an anionic loop on one of the three catalytic beta subunits
Claudia Schnick et al.
The Journal of biological chemistry, 277(52), 51003-51007 (2002-10-26)
Substitution of critical residues in the alpha- and beta-subunit can turn the typically resistant ATP synthase from the bacterium Escherichia coli into an enzyme showing high sensitivity to the phytopathogenic inhibitor tentoxin, which usually affects only certain sensitive plant species.
The sequence and optical configuration of the amino acids in tentoxin.
Koncewicz M, et al.
Biochemical and Biophysical Research Communications, 53(2), 653-658 (1973)
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