Molecular structure of (−)-Indolactam V, CAS Number: 90365-57-4
(−)-Indolactam V (CAS 90365-57-4)
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Alternate Names:
(−)-ILV
Application:
(−)-Indolactam V is a protein kinase C activator; also can direct the differentiation of human ESCs
CAS Number:
90365-57-4
Purity:
≥95%
Molecular Weight:
301.38
Molecular Formula:
C17H23N3O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
(−)-Indolactam V is a potent activator of protein kinase C (PKC). This compound exhibits tumor-promoting activity and directs the differentiation of human embryonic stem cells into pancreatic progenitors. It induces changes in muscarinic receptor functions.
(−)-Indolactam V (CAS 90365-57-4) References
- Synthesis and PKC isozyme surrogate binding of indothiolactam-V, a new thioamide analogue of tumor promoting indolactam-V. | Nakagawa, Y., et al. 2000. Bioorg Med Chem Lett. 10: 2087-90. PMID: 10999477
- The amide hydrogen of (-)-indolactam-V and benzolactam-V8's plays a critical role in protein kinase C binding and tumor-promoting activities. | Nakagawa, Y., et al. 2001. Bioorg Med Chem Lett. 11: 723-8. PMID: 11266178
- Binding selectivity of conformationally restricted analogues of (-)-indolactam-V to the C1 domains of protein kinase C isozymes. | Masuda, A., et al. 2002. Biosci Biotechnol Biochem. 66: 1615-7. PMID: 12224655
- Quantitative structure-activity studies on indole alkaloid tumor promoter indolactam congeners. | Irie, K., et al. 1991. Carcinogenesis. 12: 1883-6. PMID: 1934269
- Enzymatic production of (-)-indolactam V by LtxB, a cytochrome P450 monooxygenase. | Huynh, MU., et al. 2010. J Nat Prod. 73: 71-4. PMID: 20000453
- Total syntheses of indolactam alkaloids (-)-indolactam V, (-)-pendolmycin, (-)-lyngbyatoxin A, and (-)-teleocidin A-2. | Nathel, NF., et al. 2014. Chem Sci. 5: 2184-2190. PMID: 24839542
- Manipulation of prenylation reactions by structure-based engineering of bacterial indolactam prenyltransferases. | Mori, T., et al. 2016. Nat Commun. 7: 10849. PMID: 26952246
- Modular Total Synthesis of Protein Kinase C Activator (-)-Indolactam V. | Haynes-Smith, J., et al. 2016. Org Lett. 18: 2008-11. PMID: 27074538
- Isolation of (-)-14-O-Malonylindolactam-V as a Possible Precursor of (-)-Indolactam-V and (-)-14-O-Acetylindolactam-V from Streptomyces blastmyceticum. | Irie, K., et al. 1999. Biosci Biotechnol Biochem. 63: 1669-70. PMID: 27389654
- (-)-Indolactam V activates protein kinase C and induces changes in muscarinic receptor functions in SH-SY5Y human neuroblastoma cells. | Heikkilä, J. and Akerman, KE. 1989. Biochem Biophys Res Commun. 162: 1207-13. PMID: 2764930
- Structure-activity studies of the indole alkaloid tumor promoter teleocidins. | Irie, K., et al. 1987. Carcinogenesis. 8: 547-52. PMID: 3103947
- The metabolism of indole alkaloid tumor promoter, (-)-indolactam V, which has the fundamental structure of teleocidins, by rat liver microsomes. | Hagiwara, N., et al. 1987. Carcinogenesis. 8: 963-5. PMID: 3109758
- Structure-activity studies on synthetic analogues (indolactams) of the tumor promoter teleocidin. | Fujiki, H., et al. 1984. Gan. 75: 866-70. PMID: 6595181
- Differential protein kinase C ligand regulation detected in vivo by a phenotypic yeast assay. | Shieh, HL., et al. 1995. Mol Carcinog. 12: 166-76. PMID: 7893369
- Interleukin-4 signals regulating CD23 gene expression in human B cells: protein kinase C-independent signaling pathways. | Lee, CE., et al. 1993. Cell Immunol. 146: 171-85. PMID: 8425225
Inhibitor of:
Neurogranin, and PKC λ/ι.Activator of:
2310002J15Rik, C11orf21, CD1B3, chordin, cPKC α, cPKC βI, HNRPLL, LPCAT1, MARCKS, PKC, PKC γ, PKC μ, PKC ζII, Pma, PSK2, and ZPLD1.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(−)-Indolactam V, 300 µg | sc-202182 | 300 µg | $172.00 | |||
(−)-Indolactam V, 1 mg | sc-202182A | 1 mg | $343.00 |