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SML3432

Brevianamide F

≥98% (HPLC)

Synonym(s):

(3S,8aS)-hexahydro-3-(1H-indol-3-ylmethyl)-pyrrolo[1,2-a]pyrazine-1,4-dione, cyclo-(L-Trp-L-Pro), cyclo-(tryptophanyl-prolyl)

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About This Item

Empirical Formula (Hill Notation):
C16H17N3O2
CAS Number:
38136-70-8
Molecular Weight:
283.33
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD29917326
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
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Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

N21[C@@H](CCC2)C(=O)N[C@H](C1=O)Cc3c4c([nH]c3)cccc4

InChI

1S/C16H17N3O2/c20-15-14-6-3-7-19(14)16(21)13(18-15)8-10-9-17-12-5-2-1-4-11(10)12/h1-2,4-5,9,13-14,17H,3,6-8H2,(H,18,20)/t13-,14-/m0/s1

InChI key

RYFZBPVMVYTEKZ-KBPBESRZSA-N

Biochem/physiol Actions

Brevianamide F is a naturally occurring cyclic dipeptide diketopiperazine (DKP) with antibacterial activity. It has shown activity against M. luteus and against methicillin-sensitive and resistant S. aureus among others.
Naturally occurring alkaloid with antibacterial activity.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000196557
0000196558
0000189635
0000189635
0000196558

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Biosynthesis of many ecologically important secondary metabolites (SMs) in filamentous fungi is controlled by several global transcriptional regulators, like the chromatin modifier LaeA, and tied to both development and vegetative growth. In Aspergillus molds, asexual development is regulated by the

Global Trade Item Number

SKUGTIN
SML3432-5MG04065268788899
SML3432-25MG04065268788882

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