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28540-82-1

28540-82-1 | Cyclo[N-methyl-L-alanyl-L-leucyl-(αZ)-α,β-didehydro-N-methylphenylalanylglycyl]

CAS No: 28540-82-1 Catalog No: AG002VOH MDL No:

Product Description

Catalog Number:
AG002VOH
Chemical Name:
Cyclo[N-methyl-L-alanyl-L-leucyl-(αZ)-α,β-didehydro-N-methylphenylalanylglycyl]
CAS Number:
28540-82-1
IUPAC Name:
(3S,6S,12Z)-12-benzylidene-1,6,7-trimethyl-3-(2-methylpropyl)-1,4,7,10-tetrazacyclododecane-2,5,8,11-tetrone
InChI:
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
InChI Key:
SIIRBDOFKDACOK-LFXZBHHUSA-N
UNII:
FW4EQ02E0Z

Properties

Complexity:
697  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
1  
Exact Mass:
414.227g/mol
Formal Charge:
0
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
414.506g/mol
Monoisotopic Mass:
414.227g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
98.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2  

Literature

Title Journal
Modes of action of microbially-produced phytotoxins. Toxins 20110801
Metabolism of N-methyl-amide by cytochrome P450s: formation and characterization of highly stable carbinol-amide intermediate. The FEBS journal 20110601
[Simultaneous determination of four Alternaria toxins in apple juice concentrate by ultra performance liquid chromatography-electrospray ionization tandem mass spectrometry]. Se pu = Chinese journal of chromatography 20101201
Molecular processes of inhibition and stimulation of ATP synthase caused by the phytotoxin tentoxin. The Journal of biological chemistry 20080905
C-Terminal mutations in the chloroplast ATP synthase gamma subunit impair ATP synthesis and stimulate ATP hydrolysis. Biochemistry 20080115
Complete inhibition and partial Re-activation of single F1-ATPase molecules by tentoxin: new properties of the re-activated enzyme. The Journal of biological chemistry 20040312
Predicting the conformational states of cyclic tetrapeptides. Biopolymers 20030701
Tentoxin as a scaffold for drug discovery. Total solid-phase synthesis of tentoxin and a library of analogues. Organic letters 20030612
Complete inhibition of the tentoxin-resistant F1-ATPase from Escherichia coli by the phytopathogenic inhibitor tentoxin after substitution of critical residues in the alpha - and beta -subunit. The Journal of biological chemistry 20021227
Rebuilt 3D structure of the chloroplast f1 ATPase-tentoxin complex. Proteins 20021115
High yield synthesis of tentoxin, a cyclic tetrapeptide. Journal of peptide science : an official publication of the European Peptide Society 20020701
Substitution of a single amino acid switches the tentoxin-resistant thermophilic F1-ATPase into a tentoxin-sensitive enzyme. The Journal of biological chemistry 20020607
An insight into the mechanism of inhibition and reactivation of the F(1)-ATPases by tentoxin. Biochemistry 20020514
Role of the ATP synthase alpha-subunit in conferring sensitivity to tentoxin. Biochemistry 20010626
Formation and properties of hybrid photosynthetic F1-ATPases. Demonstration of different structural requirements for stimulation and inhibition by tentoxin. European journal of biochemistry 20010401
Examination of Alternaria alternata mutagenicity and effects of nitrosylation using the Ames Salmonella test. Teratogenesis, carcinogenesis, and mutagenesis 20010101
Structure-activity relationships of cyclotetrapeptides: interaction of tentoxin derivatives with three membrane proteins. Advances in experimental medicine and biology 20010101

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