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Merck
CN

203811

Bryostatin 1

≥98% (HPLC), solid,film, protein kinase C activator, Calbiochem®

Synonym(s):

Bryostatin 1, Bryo 1, PKC Activator VII, PKC Activator VI

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About This Item

Empirical Formula (Hill Notation):
C47H68O17
CAS Number:
83314-01-6
Molecular Weight:
905.03
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00893832

Key Documents

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Product Name

Bryostatin 1, A macrocyclic lactone with antitumor properties.

SMILES string

O1[C@@]2([C@H](\C(=C\C(=O)OC)\C[C@H]1CC(OC(=O)C[C@@H](CC3O[C@@](CC4O[C@H](C\C(=C/C(=O)OC)\C4)\C=C\C2(C)C)(C(C(C3)OC(=O)C)(C)C)O)O)[C@H](O)C)OC(=O)\C=C\C=C\CCC)O

InChI

1S/C47H68O17/c1-10-11-12-13-14-15-39(51)62-43-31(22-41(53)58-9)21-34-25-37(28(2)48)61-42(54)24-32(50)23-35-26-38(59-29(3)49)45(6,7)46(55,63-35)27-36-19-30(20-40(52)57-8)18-33(60-36)16-17-44(4,5)47(43,56)64-34/h12-17,20,22,28,32-38,43,48,50,55-56H,10-11,18-19,21,23-27H2,1-9H3/b13-12+,15-14+,17-16+,30-20+,31-22+/t28-,32-,33+,34+,35?,36?,37?,38?,43+,46+,47-/m1/s1

InChI key

MJQUEDHRCUIRLF-BXOMOELISA-N

description

Merck USA index - 14, 1457

assay

≥98% (HPLC)

form

film
solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white to colorless

solubility

DMSO: 25 mg/mL
ethanol: 25 mg/mL

shipped in

ambient

storage temp.

−20°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Cell permeable: no
Primary Target
Protein kinase C
Product does not compete with ATP.
Reversible: no
Target Ki: 1.35 nM for protein kinase C

Disclaimer

Toxicity: Standard Handling (A)

General description

A macrocyclic lactone that exhibits anti-tumor properties. Potently activates protein kinase C and exhibits high binding affinity (Ki = 1.35 nM). Effectively translocates protein kinase C (PKC) isozymes α, β, and ε and induces a biphasic, concentration-dependent, down-regulation of PKC δ. Reported to compete with phorbol esters in binding to PKC. Stimulates protein kinase D (PKD) activity in a biphasic, PKC-dependent manner in intact cells. Also activates Ras in Jurkat T cells and in rat2 cells.
A macrocyclic lactone with antitumor properties. Potently activates protein kinase C and exhibits a high binding affinity (Ki = 1.35 nM). Effectively translocates and down-regulates PKC isozymes α, δ, and ε. Induces a biphasic activation of PKD through a PKC-dependent pathway in intact cells. Also shown to activate Ras in Jurkat T cells and in rat2 cells.

Other Notes

Clamp, A., and Jayson, G. 2002. Anticancer Drugs13, 673.
Lorenzo, P.S., et al. 1999. Cancer Res.59, 6137.
Wang, Q.J., et al. 1999. J. Biol. Chem.274, 37233.
Wender, P.A., et al. 1998. Proc. Natl. Acad. Sci. USA95, 6624.
Matthews, S.A., et al. 1997. J. Biol. Chem.272, 20245.
Szallasi, Z., et al. 1994. Mol. Pharmacol.46, 840.
Berkow, R.L., and Kratt, A.S. 1985. Biochem. Biophys. Res. Commun.3, 1109.

Preparation Note

Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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"Shock and kill" strategies focus on purging the latent HIV-1 reservoir by treating infected individuals with therapeutics that activate the latent virus and subsequently eliminating infected cells. We have previously reported that induction of non-canonical nuclear factor κB (NF-κB) signaling

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