ChemicalBook Product Catalog Natural Products Alkaloids Cyclo(L-Pro-L-Trp-)

Cyclo(L-Pro-L-Trp-)

Cyclo(L-Pro-L-Trp-) Basic information
Product Name:Cyclo(L-Pro-L-Trp-)
Synonyms:(3S)-2,3,6,7,8,8aα-Hexahydro-3β-(1H-indol-3-ylmethyl)pyrrolo[1,2-a]pyrazine-1,4-dione;(3S,8aα)-3β-(1H-Indole-3-ylmethyl)octahydropyrrolo[1,2-a]pyrazine-1,4-dione;Brevianamide F;Cyclo(L-Pro-L-Trp-);Cyclo(L-Trp-L-Pro-);(3S,8AS)-3-(1H-INDOL-3-YLMETHYL)HEXAHYDROPYRROLO[1,2-A]PYRAZINE-1,4-DIONE;Cyclo(-Trp-Pro);Cyclo-L-tryptophyl-L-proline
CAS:38136-70-8
MF:C16H17N3O2
MW:283.33
EINECS:
Product Categories:
Mol File:38136-70-8.mol
Cyclo(L-Pro-L-Trp-) Structure
Cyclo(L-Pro-L-Trp-) Chemical Properties
Melting point 165-167 °C
Boiling point 633.2±48.0 °C(Predicted)
density 1.37±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
pka13.20±0.40(Predicted)
form Solid
color White to Off-White
Safety Information
MSDS Information
Cyclo(L-Pro-L-Trp-) Usage And Synthesis
DescriptionBrevianamide F is an alkaloid metabolite produced by various Streptomyces, Actinomycetes, and Aspergillus strains that has diverse biological activities. It inhibits growth of M. luteus and S. aureus in an inhibitory disc assay when used at a concentration of 30 μg/disc as well as the Bacille Calmette-Guerin M. bovis strain (MIC = 12.5 μg/ml). Brevianamide F has antifouling activity, inhibiting attachment of B. neritina larvae to PVC plates without inducing lethality (EC50 = 6.35 μg/ml; LC50 = >200 μg/ml in paint used to coat PVC plates).
UsesBrevianamide F is used in the preparation, reactions, medicinal and cheical propreties of diketopiperazines as bioactive natural products. Acts as a reagent in the total synthesis and antitumor activity in vitro of glioperazine C and its derivatives, synthesis and biological evaluation of a post-synthetically trp-based diketopiperazine and it’s antitumor structure-activity relationship.
DefinitionChEBI: A pyrrolopyrazine that is hexahydropyrrolo[1,2-a]pyrazine-1,4-dione bearing an indol-3-ylmethyl substituent at position 3 (the 3S,8aS-diastereomer, obtained by formal cyclocondensation of L-tr ptophan and L-proline).
Cyclo(L-Pro-L-Trp-) Preparation Products And Raw materials
Acetamide, 2-(1-methylethoxy)-N-[2-(phenylmethyl)phenyl]- 6-Chloromethylmorphanthridine 3'-Hydroxyacetophenone Eptifibatide non cyclic impurity 7-Bromo Epinastine Benzamide, N-[(6,11-dihydro-5H-dibenz[b,e]azepin-6-yl)methyl]-2-(hydroxymethyl)- L-Cysteinamide, N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycylglycyl-L-α-aspartyl-L-tryptophyl-L-prolyl-, cyclic (1→7)-disulfide (9CI) Methanone, (2-aminophenyl)phenyl-, hydrazone, (Z)- Acetamide, 2-methoxy-N-[2-(phenylmethyl)phenyl]- N-[2-(Phenylmethyl)phenyl]-2-chloroacetamide L-Cysteinamide, N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycyl-L-α-aspartyl-L-tryptophyl-L-prolyl-, bimol. cyclic (1→1'),(6→6')-bis(disulfide) Eptifibatide impurity 3/Deamidated Eptifibatide Impurity/(3R,11S,17S,20S,25aS)-20-((1H-indol-3-yl)Methyl)-17-(carboxymethyl)-11-(4-guanidinobutyl)-1,9,12,15,18,21-hexaoxodocosahydro-1H-pyrrolo[2,1-g][1,2,5,8,11,14,17,20]dithiahexaazacyclotricosine-3-carbo L-Aspartic acid, N6-(aminoiminomethyl)-N2-(3-mercapto-1-oxopropyl)-L-lysylglycyl-, (1→3')-disulfide with L-tryptophyl-L-prolyl-L-cysteinamide (9CI)
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