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Key Documents

K3761

Sigma-Aldrich

KT 5720

≥98% (HPLC), powder

Synonym(s):

(9S,10S,12R)-2,3,9,10,11,12-Hexahydro-10-hydroxy-9-methyl-1-oxo-9,12-epoxy-1H-diindolo[1,2,3-fg:3′,2′,1′-kl]pyrrolo[3,4-i][1,6]benzodiazocine-10-carboxylic acid hexyl ester

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About This Item

Empirical Formula (Hill Notation):
C32H31N3O5
CAS Number:
Molecular Weight:
537.61
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

biological source

microbial

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to faint yellow

solubility

methanol: 5 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

CCCCCCOC([C@@]1(O)C[C@@]2([H])N3C(C=CC=C4)=C4C5=C3C6=C(C(C=CC=C7)=C7N6[C@]1(C)O2)C8=C5C(NC8)=O)=O

InChI

1S/C32H31N3O5/c1-3-4-5-10-15-39-30(37)32(38)16-23-34-21-13-8-6-11-18(21)25-26-20(17-33-29(26)36)24-19-12-7-9-14-22(19)35(28(24)27(25)34)31(32,2)40-23/h6-9,11-14,23,38H,3-5,10,15-17H2,1-2H3,(H,33,36)/t23-,31+,32-/m0/s1

InChI key

ZHEHVZXPFVXKEY-IKZDWWSZSA-N

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Application

KT 5720 has been used as a chemical inhibitor of cell signaling pathway. It has also been used as a protein kinase A (PKA) inhibitor to study its effect on the nuclear import of CRTC1 in α-MSH-activated B16-F0 cells and on COX-2 stimulation of tumor-associated Vascular endothelial growth factor (VEGF) expression.

Biochem/physiol Actions

Specific, cell-permeable inhibitor of protein kinase A (PKA). No significant effect on protein kinase C (PKC), protein kinase G (PKG) or myosin light chain kinase (MLCK).

Features and Benefits

This compound is featured on the PKA & PKG page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nesfatin-1 induces the phosphorylation levels of cAMP response element-binding protein for intracellular signaling in a neural cell line
Ishida E, et al.
PLoS ONE, 7(12), e50918-e50918 (2012)
Cyclooxygenase-2 up-regulates vascular endothelial growth factor via a protein kinase C pathway in non-small cell lung cancer
Luo H, et al.
Journal of Experimental & Clinical Cancer Research, 30(1), 6-6 (2011)
Gustavo Tenorio et al.
Learning & memory (Cold Spring Harbor, N.Y.), 17(12), 627-638 (2010-11-26)
The capacity for long-term changes in synaptic efficacy can be altered by prior synaptic activity, a process known as "metaplasticity." Activation of receptors for modulatory neurotransmitters can trigger downstream signaling cascades that persist beyond initial receptor activation and may thus
Elizabeth M Forbes et al.
Neuron, 74(3), 490-503 (2012-05-15)
Correct guidance of axons to their targets depends on an intricate network of signaling molecules in the growth cone. Calcium and cAMP are two key regulators of whether axons are attracted or repelled by molecular gradients, but how these molecules
Matthew J Van Hook et al.
The European journal of neuroscience, 35(4), 507-518 (2012-02-07)
A novel class of photoreceptors, the intrinsically photosensitive retinal ganglion cells (ipRGCs), express the photopigment melanopsin and drive non-image-forming responses to light such as circadian photoentrainment, the pupillary light reflex and suppression of nocturnal melatonin production in the pineal. Because

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