Merck, C5552-10UG, Calyculin A from Discodermia calyx

Name: Calyculin A from Discodermia calyx
Brand: Merck
SKU: C5552-10UG

Size:10 μg, ≥90% (HPLC), solid

Catalog Number: C5552-10UG

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Category

Phosphatase Inhibitors

Pack Size10 µg

CollectionsMerck Cell Culture Supplements & Reagents: Complete Solutions for Research & Bioproduction Merck Roche Life Science Products for PCR, RT‑PCR & Nucleic Acid Purification

Description

General description
Calyculin A is derived from the marine sponge Discodermia calyx. It corresponds to a molecular weight of 1008 Da.
Application
Calyculin A from Discodermia calyx has been used:
as an inhibitor of serine-threonine protein phosphatase 2A
as an inhibitor of cyclin D1 phosphatase in human breast cancer cells
as an inhibitor of protein phosphatase 2A (PP2A) and PP1 in mouse melanoma cell lines B16-F0 cells

Biochem/physiol Actions
Inhibitor of protein phosphatases types 1 and 2A; marine toxin, potent tumor promotor.
Calyculin A from Discodermia calyx binds to the okadaic acid receptors. In smooth muscles, it activates calcium channel. Calyculin A regulates protein phosphorylation thereby regulating capacitation in sperm. It enhances phosphorylation of nuclear factor κ-light-chain-enhancer of activated B cells (NF-κB) and apoptosis.
Features and Benefits
This compound is featured on the Phosphoprotein Phosphatases (Serine/Threonine) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Specifications

General

UNSPSC Code	12352200
PubChem Substance ID	24892795
NACRES	NA.77
Web Name Override	Calyculin A
Web Name Suffix Override	from sea sponge (Discodermia calyx), ≥90% (HPLC), solid, protein phosphatases types 1 and 2A inhibitor
Beilstein/REAXYS Number	4903216
MDL number	MFCD06795864
SMILES string	COC[C@@H]([C@H](O)[C@H](O)C(=O)NCC[C@H](C)c1nc(\C=C\C[C@@H]2O[C@]3(C[C@@H](O)[C@@H]2C)OC([C@H](C[C@H](O)[C@H](C)[C@H](O)[C@H](C)\C=C(C)\C(C)=C\C=C\C(C)=C/C#N)OC)[C@H](OP(O)(O)=O)C3(C)C)co1)N(C)C
InChI	1S/C50H81N4O15P/c1-29(20-22-51)16-14-17-30(2)32(4)24-33(5)42(57)35(7)38(55)25-41(65-13)45-46(69-70(61,62)63)49(8,9)50(68-45)26-39(56)34(6)40(67-50)19-15-18-36-27-66-48(53-36)31(3)21-23-52-47(60)44(59)43(58)37(28-64-12)54(10)11/h14-18,20,24,27,31,33-35,37-46,55-59H,19,21,23,25-26,28H2,1-13H3,(H,52,60)(H2,61,62,63)/b16-14+,18-15+,29-20-,30-17+,32-24+/t31-,33+,34-,35-,37-,38-,39+,40-,41-,42+,43-,44-,45+,46-,50+/m0/s1
InChI key	FKAWLXNLHHIHLA-YCBIHMBMSA-N
biological source	sea sponge (Discodermia calyx)
assay	≥90% (HPLC)
form	solid
mol wt	~_1.0 kDa

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Merck, C5552-10UG, Calyculin A from Discodermia calyx

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