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38136-70-8,MFCD29917326
Catalog No.:AA00376R

38136-70-8 | Brevianamide f

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5mg
≥98%
in stock  
$72.00   $50.00
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10mg
≥98%
in stock  
$129.00   $90.00
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25mg
98%
in stock  
$164.00   $115.00
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100mg
98%
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$316.00   $221.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00376R
Chemical Name:
Brevianamide f
CAS Number:
38136-70-8
Molecular Formula:
C16H17N3O2
Molecular Weight:
283.3251
MDL Number:
MFCD29917326
SMILES:
O=C1N[C@@H](Cc2c[nH]c3c2cccc3)C(=O)N2[C@H]1CCC2
Properties
Properties
 
Form:
Solid  
MP:
173-176°C  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
453  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
2  
XLogP3:
1.5  

Downstream Synthesis Route

[1]TetrahedronLetters,1981,vol.22,p.2565-2568

[1]TetrahedronLetters,1981,vol.22,p.2565-2568

L-Tryptophyl-L-prolineMethylEster 
  38136-70-8 

[1]Tetrahedron,1993,vol.49,p.3165-3184

[1]Chemicalandpharmaceuticalbulletin,1989,vol.37,p.23-32

[1]ChemicalandPharmaceuticalBulletin,1985,vol.33,p.4783-4791

[2]TetrahedronLetters,1981,vol.22,p.2565-2568

[3]TetrahedronLetters,1981,vol.22,p.2565-2568

Literature

Title: Cyclic dipeptides from rhabditid entomopathogenic nematode-associated Bacillus cereus have antimicrobial activities.

Journal: World journal of microbiology & biotechnology 20140201

Title: Prenylation at the indole ring leads to a significant increase of cytotoxicity of tryptophan-containing cyclic dipeptides.

Journal: Bioorganic & medicinal chemistry letters 20120615

Title: Metabolites from Aspergillus fumigatus, an endophytic fungus associated with Melia azedarach, and their antifungal, antifeedant, and toxic activities.

Journal: Journal of agricultural and food chemistry 20120404

Title: Identification of cytochrome P450s required for fumitremorgin biosynthesis in Aspergillus fumigatus.

Journal: Chembiochem : a European journal of chemical biology 20090323

Title: Substrate promiscuity of the cyclic dipeptide prenyltransferases from Aspergillus fumigatus ( section sign).

Journal: Journal of natural products 20090101

Title: Overproduction, purification and characterization of FtmPT1, a brevianamide F prenyltransferase from Aspergillus fumigatus.

Journal: Microbiology (Reading, England) 20050701

Title: Letter: Protostreptovaricins I-V.

Journal: Journal of the American Chemical Society 19760204

Title: Gos FMWR, et al. Antibacterial Activity of Endophytic Actinomycetes Isolated from the Medicinal Plant Vochysia divergens (Pantanal, Brazil). Front Microbiol. 2017 Sep 6;8:1642.

Title: Yang ZD, et al. Secondary Metabolites and PI3K Inhibitory Activity of Colletotrichum gloeosporioides, a Fungal Endophyte of Uncaria rhynchophylla. Curr Microbiol. 2019 Jul;76(7):904-908.

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SDS
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