AdipoGen Life Sciences

K-252c

CHF 90.00
In stock
AG-CN2-0097-M0011 mgCHF 90.00
AG-CN2-0097-M0055 mgCHF 360.00
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Product Details
Synonyms Staurosporine aglycone; Staurosporinone; Antibiotic K252c; 6,7,12,13-Tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one
Product Type Chemical
Properties
Formula

C20H13N3O

MW 311.4
CAS 85753-43-1
Source/Host Chemicals Isolated from Streptomyces longisporoflavus.
Purity Chemicals ≥97% (HPLC)
Appearance Off-white to yellow crystalline solid.
Solubility Soluble in DMSO or methanol. Insoluble in water.
InChi Key MEXUTNIFSHFQRG-UHFFFAOYSA-N
Smiles O=C1NCC2=C1C1=C(NC3=C1C=CC=C3)C1=C2C2=C(N1)C=CC=C2
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from light and moisture.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Store solutions at -20°C in the dark.
Stock solutions are stable for at least 3 months when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Indolocarbazole alkaloid antibiotic. [1].
  • Potent cell permeable reversible and ATP-competitive PKC (protein kinase C) inhibitor with 10-fold selectivity over PKA (protein kinase A) [1-5].
  • Anticancer compound. Cytotoxic againt various cancer cell lines [6, 9,11].
  • Apoptosis inducer [11].
  • Antiviral compound against GCV-sensitive and -resistant strains of human cytomegalovirus (HCMV) [7].
  • LACTB (β-lactamase), malate dehydrogenase (MDH2, MDHC, MDH1B, ME1. ME2, ME3) and chymotrypsin inhibitor [8].
  • Inhibits mixed lineage kinase (MLK) [10].
Product References
  1. K-252b, c and d, potent inhibitors of protein kinase C from microbial origin: S. Nakanishi, et al.; J. Antibiot. 39, 1066 (1986)
  2. The structures of the novel protein kinase C inhibitors K-252a, b, c and d: T. Yasuzawa, et al.; J. Antibiot. 39, 1072 (1986)
  3. Staurosporine, K-252 and UCN-01: potent but nonspecific inhibitors of protein kinases: U.T. Ruegg & G.M. Burgess; TIPS 10, 218 (1989)
  4. Protein kinase C inhibitors; structure-activity relationships in K252c-related compounds: S. Fabre, et al.; Bioorg. Med. Chem. 1, 193 (1993)
  5. Non-glycosidic/non-aminoalkyl-substituted indolocarbazoles as inhibitors of protein kinase C: J. Kleinschroth, et al.; Bioorg. Med. Chem. Lett. 3, 1959 (1993)
  6. Staurosporine aglycone (K252-c) and arcyriaflavin A from the marine ascidian, Eudistoma sp: P.A. Horton, et al.; Experientia 50, 843 (1994)
  7. Indolocarbazoles exhibit strong antiviral activity against human cytomegalovirus and are potent inhibitors of the pUL97 protein kinase: A. Zimmermann, et al.; Antiviral Res. 48, 49 (2000)
  8. Kinase inhibitors: not just for kinases anymore: S.L. McGovern & B.K. Shoichet; J. Med. Chem. 46, 1478 (2003)
  9. Biological targets of antitumor indolocarbazoles bearing a sugar moiety: M. Prudhomme; Curr. Med. Chem. Anticancer Agents 4, 509 (2004)
  10. Synthesis and mixed lineage kinase activity of pyrrolocarbazole and isoindolone analogs of (+)K-252a: R.L. Hudkins, et al.; J. Med. Chem. 50, 433 (2007)
  11. Two indolocarbazole alkaloids with apoptosis activity from a marine-derived actinomycete Z(2)039-2: R. Liu, et al.; Arch. Pharm. Res. 30, 270 (2007)
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