K-252a

AdipoGen Life Sciences
Product Code: AG-CN2-0019
CodeSizePrice
AG-CN2-0019-C100100 ug£70.00
Quantity:
AG-CN2-0019-M0011 mg£170.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
SF 2370; Antibiotic K 252a; Antibiotic SF 2370
Appearance:
White to off-white powder.
CAS:
99533-80-9
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Keep cool and dry.Protect from light.
InChi:
1S/C27H21N3O5/c1-26-27(33,25(32)34-2)11-18(35-26)29-16-9-5-3-7-13(16)20-21-15(12-28-24(21)31)19-14-8-4-6-10-17(14)30(26)23(19)22(20)29/h3-10,18,33H,11-12H2,1-2H3,(H,28,31)/t18-,26+,27+/m1/s1
InChiKey:
KOZFSFOOLUUIGY-SOLYNIJKSA-N
Long Description:
Chemical. CAS: 99533-80-9. Formula: C27H21N3O5. MW: 467.5. Isolated from Nonomuraea longicatena chiba. Antibiotic. PKC, PKA and PKG inhibitor. Shows neurotropic activity by inducing neurite outgrowth. Highly potent cell permeable CaM kinase and phosphorylase inhibitor. Tyrosine protein kinase inhibitor of the TRK family. Antiproliferative. Apoptosis inducer. Cell cycle arrest inducer. Potential drug for psoriasis treatment.
MDL:
MFCD09878276
Molecular Formula:
C27H21N3O5
Molecular Weight:
467.5
Package Type:
Vial
Product Description:
Antibiotic [1]. PKC, PKA and PKG inhibitor [1, 2, 4]. Shows neurotropic activity by inducing neurite outgrowth [3, 8, 11,16]. Highly potent cell permeable CaM kinase [6] and phosphorylase inhibitor [5]. Tyrosine protein kinase inhibitor of the TRK family [7]. Antiproliferative [9, 10, 13, 15]. Apoptosis inducer [12, 16]. Cell cycle arrest inducer [12]. Potential drug for psoriasis treatment [14].
Purity:
>98% (HPLC)
SMILES:
[H][C@]12C[C@](O)(C(=O)OC)[C@](C)(O1)N1C3=C(C=CC=C3)C3=C4CNC(=O)C4=C4C5=C(C=CC=C5)N2C4=C13
Solubility Chemicals:
Soluble in DMSO, methanol, methylene chloride, ethyl acetate or acetone. Insoluble in water.
Source / Host:
Isolated from Nonomuraea longicatena chiba.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C. Store solutions at -20°C in the dark.

References

K-252a, a potent inhibitor of protein kinase C from microbial origin: H. Kase, et al.; J. Antibiot. (Tokyo) 39, 1059 (1986) | K-252 compounds, novel and potent inhibitors of protein kinase C and cyclic nucleotide-dependent protein kinases: H. Kase, et al.; BBRC 142, 436 (1987) | K-252a: a specific inhibitor of the action of nerve growth factor on PC 12 cells: s. Koizumi, et al.; J. Neurosci. 8, 715 (1988) | Staurosporine, K-252 and UCN-01: potent but nonspecific inhibitors of protein kinases: U.T. Ruegg & G.M. Burgess; TIPS 10, 218 (1989) (Review) | K252a is a potent and selective inhibitor of phosphorylase kinase: L.H. Elliott, et al.; BBRC 171, 148 (1990) | Potent and preferential inhibition of Ca2+/calmodulin-dependent protein kinase II by K252a and its derivative, KT5926: Y. Hashimoto, et al.; BBRC 181, 423 (1991) | K252a is a selective inhibitor of the tyrosine protein kinase activity of the trk family of oncogenes and neurotrophin receptors: P. Tapley, et al.; Oncogene 7, 371 (1992) | Specific inhibition of NGF receptor tyrosine kinase activity by K-252a: K. Muroya, et al.; Biochim. Biophys. Acta 1135, 353 (1992) | K252a: a new blocker of the cell-cycle at G1 phase in a human hepatoma cell line: T. Nakayama, et al.; Experientia 49, 876 (1993) | Anti-proliferative effect of the kinase inhibitor K252a on human prostatic carcinoma cell lines: R. Delsite & D. Djakiew; J. Androl. 17, 481 (1996) | K252a and staurosporine microbial alkaloid toxins as prototype of neurotropic drugs: P. Lazarovici, et al.; Adv. Exp. Med. Biol. 391, 367 (1996) (Review) | K252a induces cell cycle arrest and apoptosis by inhibiting Cdc2 and Cdc25c: L.S. Chin, et al.; Cancer Invest. 17, 391 (1999) | K252a inhibits the oncogenic properties of Met, the HGF receptor: A. Morotti, et al.; Oncogene 21, 4885 (2002) | K252a, a high-affinity nerve growth factor receptor blocker, improves psoriasis: an in vivo study using the severe combined immunodeficient mouse-human skin model: S.P. Raychaudhuri, et al.; J. Invest. Dermatol. 122, 812 (2004) | K252a inhibits proliferation of ovarian cancer cells by upregulating p21WAF1: N. Takai, et al.; Oncol. Rep. 14, 141 (2005) | K252a suppresses neuronal cells apoptosis through inhibiting the translocation of Bax to mitochondria induced by the MLK3/JNK signaling after transient global brain ischemia in rat hippocampal CA1 subregion: Q. Wang, et al.; J. Recept. Signal. Transduct. Res. 31, 307 (2011)

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