Home >> Research Area >> (-)-Indolactam V

(-)-Indolactam V

CAS# 90365-57-4

(-)-Indolactam V

Catalog No. BCC7735----Order now to get a substantial discount!

Product Name & Size Price Stock
(-)-Indolactam V: 5mg $1495 In Stock
(-)-Indolactam V: 10mg Please Inquire In Stock
(-)-Indolactam V: 20mg Please Inquire Please Inquire
(-)-Indolactam V: 50mg Please Inquire Please Inquire
(-)-Indolactam V: 100mg Please Inquire Please Inquire
(-)-Indolactam V: 200mg Please Inquire Please Inquire
(-)-Indolactam V: 500mg Please Inquire Please Inquire
(-)-Indolactam V: 1000mg Please Inquire Please Inquire
Related Products

Quality Control of (-)-Indolactam V

Number of papers citing our products

Chemical structure

(-)-Indolactam V

3D structure

Chemical Properties of (-)-Indolactam V

Cas No. 90365-57-4 SDF Download SDF
PubChem ID 105000 Appearance Powder
Formula C17H23N3O2 M.Wt 301.38
Type of Compound N/A Storage Desiccate at -20°C
Synonyms Indolactam V
Solubility DMSO : 50 mg/mL (165.90 mM; Need ultrasonic)
SMILES CC(C)C1C(=O)NC(CC2=CNC3=C2C(=CC=C3)N1C)CO
Standard InChIKey LUZOFMGZMUZSSK-LRDDRELGSA-N
Standard InChI InChI=1S/C17H23N3O2/c1-10(2)16-17(22)19-12(9-21)7-11-8-18-13-5-4-6-14(15(11)13)20(16)3/h4-6,8,10,12,16,18,21H,7,9H2,1-3H3,(H,19,22)/t12-,16-/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of (-)-Indolactam V

DescriptionProtein kinase C activator. Exhibits tumor promoting activity. Directs differentiation of human embryonic stem cells (ESCs) into pancreatic progenitors.

(-)-Indolactam V Dilution Calculator

Concentration (start)
x
Volume (start)
=
Concentration (final)
x
Volume (final)
 
 
 
C1
V1
C2
V2

calculate

(-)-Indolactam V Molarity Calculator

Mass
=
Concentration
x
Volume
x
MW*
 
 
 
g/mol

calculate

Preparing Stock Solutions of (-)-Indolactam V

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.3181 mL 16.5904 mL 33.1807 mL 66.3614 mL 82.9518 mL
5 mM 0.6636 mL 3.3181 mL 6.6361 mL 13.2723 mL 16.5904 mL
10 mM 0.3318 mL 1.659 mL 3.3181 mL 6.6361 mL 8.2952 mL
50 mM 0.0664 mL 0.3318 mL 0.6636 mL 1.3272 mL 1.659 mL
100 mM 0.0332 mL 0.1659 mL 0.3318 mL 0.6636 mL 0.8295 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

Organizitions Citing Our Products recently

 
 
 

Calcutta University

University of Minnesota

University of Maryland School of Medicine

University of Illinois at Chicago

The Ohio State University

University of Zurich

Harvard University

Colorado State University

Auburn University

Yale University

Worcester Polytechnic Institute

Washington State University

Stanford University

University of Leipzig

Universidade da Beira Interior

The Institute of Cancer Research

Heidelberg University

University of Amsterdam

University of Auckland
TsingHua University
TsingHua University
The University of Michigan
The University of Michigan
Miami University
Miami University
DRURY University
DRURY University
Jilin University
Jilin University
Fudan University
Fudan University
Wuhan University
Wuhan University
Sun Yat-sen University
Sun Yat-sen University
Universite de Paris
Universite de Paris
Deemed University
Deemed University
Auckland University
Auckland University
The University of Tokyo
The University of Tokyo
Korea University
Korea University

Background on (-)-Indolactam V

(-)-Indolactam V is a PKC activator, with Kis of 3.36 nM, 1.03 μM for η-CRD2 (PKCη surrogate peptide), γ-CRD2 (PKCγ surrogate peptide), and Kds of 5.5 nM (η-C1B), 7.7 nM (ε-C1B), 8.3 nM (δ-C1B), 18.9 nM (β-C1A-long), 20.8 nM (α-C1A-long), 137 nM (β-C1B), 138 nM (γ-C1A), 213 nM (γ-C1B), and has antitumor activity.

In Vitro:(-)-Indolactam V is a PKC activator, with Kis of 3.36 nM, 1.03 μM for η-CRD2 (PKCη surrogate peptide), γ-CRD2 (PKCγ surrogate peptide), and has antitumor activity[1]. (-)-Indolactam V shows Kds of 5.5 nM (η-C1B), 7.7 nM (ε-C1B), 8.3 nM (δ-C1B), 18.9 nM (β-C1A-long), 20.8 nM (α-C1A-long), 137 nM (β-C1B), 138 nM (γ-C1A), 213 nM (γ-C1B), respectively[2]. (-)-Indolactam V (20 nM-5 μM) dose-dependently affects multiple hESC lines, such as HUES 2, 4 and 8. (-)-Indolactam V also increases the mRNA levels of Pdx1, HNF6, PTF1A, SOX9, HB9 and PROX1. In addition, (-)-Indolactam V (300 nM) functions in both mouse and human cells and confirms that some signals for pancreatic development[3].

References:
[1]. Nakagawa Y, et al. Synthesis and biological activities of indolactone-V, the lactone analogue of the tumor promoter (-)-indolactam-V. Biosci Biotechnol Biochem. 1997 Aug;61(8):1415-7. [2]. Masuda A, et al. Binding selectivity of conformationally restricted analogues of (-)-indolactam-V to the C1 domains of protein kinase C isozymes. Biosci Biotechnol Biochem. 2002 Jul;66(7):1615-7. [3]. Chen S, et al. A small molecule that directs differentiation of human ESCs into the pancreatic lineage. Nat Chem Biol. 2009 Apr;5(4):258-65.

Featured Products
New Products
 

References on (-)-Indolactam V

Modular Total Synthesis of Protein Kinase C Activator (-)-Indolactam V.[Pubmed:27074538]

Org Lett. 2016 May 6;18(9):2008-11.

A concise, eight-step total synthesis of (-)-Indolactam V, a nanomolar agonist of protein kinase C, is reported. The synthesis relies upon an efficient copper-catalyzed amino acid arylation to establish the indole C4-nitrogen bond. This cross-coupling method is applicable to a range of hydrophobic amino acids, providing a platform for further diversification of indolactam alkaloid scaffolds and studies on their potent biological activity.

Total syntheses of indolactam alkaloids (-)-indolactam V, (-)-pendolmycin, (-)-lyngbyatoxin A, and (-)-teleocidin A-2.[Pubmed:24839542]

Chem Sci. 2014 Jun 1;5(6):2184-2190.

We report the total syntheses of (-)-Indolactam V and the C7-substituted indolactam alkaloids (-)-pendolmycin, (-)-lyngbyatoxin A, and (-)-teleocidin A-2. The strategy for preparing indolactam V relies on a distortion-controlled indolyne functionalization reaction to establish the C4-N linkage, in addition to an intramolecular conjugate addition to build the conformationally-flexible nine-membered ring. The total synthesis of indolactam V then sets the stage for the divergent synthesis of the other targeted alkaloids. Specifically, late-stage sp(2)-sp(3) cross-couplings on an indolactam V derivative are used to introduce the key C7 substituents and the necessary quaternary carbons. These challenging couplings, in addition to other delicate manipulations, all proceed in the presence of a basic tertiary amine, an unprotected secondary amide, and an unprotected indole. Thus, our approach not only enables the enantiospecific total syntheses of four indolactam alkaloids, but also serves as a platform for probing complexity-generating and chemoselective transformations in the context of alkaloid total synthesis.

Overturning indolyne regioselectivities and synthesis of indolactam V.[Pubmed:21351773]

J Am Chem Soc. 2011 Mar 23;133(11):3832-5.

We report the design and synthesis of an indolyne that displays a reversal in regioselectivity, in both nucleophilic addition and cycloaddition reactions, compared to typical 4,5-indolynes. Our approach utilizes simple computations to predict regioselectivity in reactions of unsymmetrical arynes. With this methodology, novel benzenoid-substituted indoles can be accessed with significant regiocontrol. Furthermore, the technology provides an unconventional tactic for the synthesis of C4-substituted indole alkaloids, as demonstrated by a synthesis of indolactam V.

Synthesis of (-)-epi-indolactam V by an intramolecular Buchwald-Hartwig C-N coupling cyclization reaction.[Pubmed:23845025]

J Org Chem. 2013 Aug 2;78(15):7727-34.

The synthetic efforts toward the concise synthesis of (-)-Indolactam V from simple and commercially available starting materials using palladium- and copper-catalyzed intramolecular N-arylation strategy for the elaboration of the requisite nine-membered lactam ring as the key step are described. The incorporation of a turn-inducing structural element along the linear precursor was fundamental to achieve the heterocyclization step as well as obtain the correct regio- and chemoselectivity. The stereoselective nature in the C-N coupling cyclization reaction is interpreted in terms of minimization of allylic strain at the transition state for the palladium-amido complex formation. Meanwhile, the synthesis of the (-)-epi-indolactam V and its enantiomer have been accomplished.

Description

(-)-Indolactam V is a PKC activator, with Kis of 3.36 nM, 1.03 μM for η-CRD2 (PKCη surrogate peptide), γ-CRD2 (PKCγ surrogate peptide), and Kds of 5.5 nM (η-C1B), 7.7 nM (ε-C1B), 8.3 nM (δ-C1B), 18.9 nM (β-C1A-long), 20.8 nM (α-C1A-long), 137 nM (β-C1B), 138 nM (γ-C1A), 213 nM (γ-C1B), and has antitumor activity.

Keywords:

(-)-Indolactam V,90365-57-4,Indolactam V,Natural Products, buy (-)-Indolactam V , (-)-Indolactam V supplier , purchase (-)-Indolactam V , (-)-Indolactam V cost , (-)-Indolactam V manufacturer , order (-)-Indolactam V , high purity (-)-Indolactam V

Online Inquiry for:

      Fill out the information below

      • Size:Qty: - +

      * Required Fields

                                      Result: