WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H540242
CAS#: 99570-78-2
Description: K252b is a staurosporine analog and PKC inhibitor that suppresses DNA synthesis. It also inhibits microbial ectoprotein kinases and inhibits IgE cross-linking-dependent degranulation in basophils.
Hodoodo Cat#: H540242
Name: K252b
CAS#: 99570-78-2
Chemical Formula: C26H19N3O5
Exact Mass: 453.13
Molecular Weight: 453.450
Elemental Analysis: C, 68.87; H, 4.22; N, 9.27; O, 17.64
Synonym: K252b; K 252 b; K-252-b
IUPAC/Chemical Name: 7-hydroxy-8-methyl-15-oxo-5,6,7,8,14,15-hexahydro-13H-16-oxa-4b,8a,14-triaza-5,8-methanodibenzo[b,h]cycloocta[jkl]cyclopenta[e]-as-indacene-7-carboxylic acid
InChi Key: AMSOPBXQXSAAAC-UHFFFAOYSA-N
InChi Code: InChI=1S/C26H19N3O5/c1-25-26(33,24(31)32)10-17(34-25)28-15-8-4-2-6-12(15)19-20-14(11-27-23(20)30)18-13-7-3-5-9-16(13)29(25)22(18)21(19)28/h2-9,17,33H,10-11H2,1H3,(H,27,30)(H,31,32)
SMILES Code: CC12C(C(O)=O)(O)CC(N3C4=CC=CC=C4C5=C6C(CNC6=O)=C7C8=CC=CC=C8N2C7=C53)O1
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 453.45 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Teshima R, Saito Y, Ikebuchi H, Rajiva De Silva N, Morita Y, Nakanishi M, Sawada J, Kitani S. Effect of an ectokinase inhibitor, K252b, on degranulation and Ca2+ signals of RBL-2H3 cells and human basophils. J Immunol. 1997 Jul 15;159(2):964-9. PubMed PMID: 9218617.
2: Ross AH, McKinnon CA, Daou MC, Ratliff K, Wolf DE. Differential biological effects of K252 kinase inhibitors are related to membrane solubility but not to permeability. J Neurochem. 1995 Dec;65(6):2748-56. PubMed PMID: 7595574.
3: Takeda M, Takahashi M, Hara N, Matsumoto S. Glial cell line-derived neurotrophic factor modulates the excitability of nociceptive trigeminal ganglion neurons via a paracrine mechanism following inflammation. Brain Behav Immun. 2013 Feb;28:100-7. doi: 10.1016/j.bbi.2012.10.023. Epub 2012 Nov 3. PubMed PMID: 23131757.
4: Bacot SM, Feldman GM, Yamada KM, Dhawan S. Pathogenic prion protein fragment (PrP106-126) promotes human immunodeficiency virus type-1 infection in peripheral blood monocyte-derived macrophages. Virology. 2015 Feb;476:372-6. doi: 10.1016/j.virol.2014.11.032. Epub 2015 Jan 9. PubMed PMID: 25589240; PubMed Central PMCID: PMC5282598.
5: Makino K, Kawamura K, Sato W, Kawamura N, Fujimoto T, Terada Y. Inhibition of uterine sarcoma cell growth through suppression of endogenous tyrosine kinase B signaling. PLoS One. 2012;7(7):e41049. doi: 10.1371/journal.pone.0041049. Epub 2012 Jul 23. PubMed PMID: 22911740; PubMed Central PMCID: PMC3402458.
6: Taoka T, Tokuda M, Tasaka T, Hatase O, Irino S, Norman AW. Induction of differentiation of HL-60 cells by protein kinase C inhibitor, K252a. Biochem Biophys Res Commun. 1990 Aug 16;170(3):1151-6. PubMed PMID: 2390082.
7: Kawamura N, Kawamura K, Manabe M, Tanaka T. Inhibition of brain-derived neurotrophic factor/tyrosine kinase B signaling suppresses choriocarcinoma cell growth. Endocrinology. 2010 Jul;151(7):3006-14. doi: 10.1210/en.2009-1378. Epub 2010 May 12. PubMed PMID: 20463055.
8: Gadbois DM, Crissman HA, Tobey RA, Bradbury EM. Multiple kinase arrest points in the G1 phase of nontransformed mammalian cells are absent in transformed cells. Proc Natl Acad Sci U S A. 1992 Sep 15;89(18):8626-30. PubMed PMID: 1528872; PubMed Central PMCID: PMC49973.
9: Takeda M, Kitagawa J, Nasu M, Takahashi M, Iwata K, Matsumoto S. Glial cell line-derived neurotrophic factor acutely modulates the excitability of rat small-diameter trigeminal ganglion neurons innervating facial skin. Brain Behav Immun. 2010 Jan;24(1):72-82. doi: 10.1016/j.bbi.2009.08.002. Epub 2009 Aug 11. PubMed PMID: 19679180.
10: Kawamura K, Kawamura N, Sato W, Fukuda J, Kumagai J, Tanaka T. Brain-derived neurotrophic factor promotes implantation and subsequent placental development by stimulating trophoblast cell growth and survival. Endocrinology. 2009 Aug;150(8):3774-82. doi: 10.1210/en.2009-0213. Epub 2009 Apr 16. PubMed PMID: 19372195.
11: Tsuji S, Yamashita T, Matsuda Y, Nagai Y. A novel glycosignaling system: GQ1b-dependent neuritogenesis of human neuroblastoma cell line, GOTO, is closely associated with GQ1b-dependent ecto-type protein phosphorylation. Neurochem Int. 1992 Dec;21(4):549-54. PubMed PMID: 1303737.
12: Martín ED, Buño W. Stabilizing effects of extracellular ATP on synaptic efficacy and plasticity in hippocampal pyramidal neurons. Eur J Neurosci. 2005 Feb;21(4):936-44. PubMed PMID: 15787700.
13: Lautrette C, Loum-Ribot E, Petit D, Vermot-Desroches C, Wijdenes J, Jauberteau MO. Increase of Fas-induced apoptosis by inhibition of extracellular phosphorylation of Fas receptor in Jurkat cell line. Apoptosis. 2006 Jul;11(7):1195-204. PubMed PMID: 16699962.
14: Kuroda Y, Ichikawa M, Muramoto K, Kobayashi K, Matsuda Y, Ogura A, Kudo Y. Block of synapse formation between cerebral cortical neurons by a protein kinase inhibitor. Neurosci Lett. 1992 Feb 3;135(2):255-8. PubMed PMID: 1625805.
15: Li Y, Calfa G, Inoue T, Amaral MD, Pozzo-Miller L. Activity-dependent release of endogenous BDNF from mossy fibers evokes a TRPC3 current and Ca2+ elevations in CA3 pyramidal neurons. J Neurophysiol. 2010 May;103(5):2846-56. doi: 10.1152/jn.01140.2009. Epub 2010 Mar 10. PubMed PMID: 20220070; PubMed Central PMCID: PMC2867575.
16: Thompson AF, Levin LA. Neuronal differentiation by analogs of staurosporine. Neurochem Int. 2010 Mar;56(4):554-60. doi: 10.1016/j.neuint.2009.12.018. Epub 2010 Jan 4. PubMed PMID: 20043966; PubMed Central PMCID: PMC2831141.
17: Pong K, Xu RY, Beck KD, Zhang TJ, Louis JC. Inhibition of glial cell line-derived neurotrophic factor induced intracellular activity by K-252b on dopaminergic neurons. J Neurochem. 1997 Sep;69(3):986-94. PubMed PMID: 9282920.
18: Nagashima K, Nakanishi S, Matsuda Y. Inhibition of nerve growth factor-induced neurite outgrowth of PC12 cells by a protein kinase inhibitor which does not permeate the cell membrane. FEBS Lett. 1991 Nov 18;293(1-2):119-23. PubMed PMID: 1959642.
19: Pollack S, Young L, Bilsland J, Wilkie N, Ellis S, Hefti F, Broughton H, Harper S. The staurosporine-like compound L-753,000 (NB-506) potentiates the neurotrophic effects of neurotrophin-3 by acting selectively at the TrkA receptor. Mol Pharmacol. 1999 Jul;56(1):185-95. PubMed PMID: 10385700.
20: Ikushima M, Ishii M, Ohishi M, Yamamoto K, Ogihara T, Rakugi H, Kurachi Y. ANG II inhibits insulin-mediated production of PI 3,4,5-trisphosphates via a Ca2+-dependent but PKC-independent pathway in the cardiomyocytes. Am J Physiol Heart Circ Physiol. 2010 Sep;299(3):H680-9. doi: 10.1152/ajpheart.00220.2009. Epub 2010 Jul 2. PubMed PMID: 20601457.
