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540220

Sigma-Aldrich

Purmorphamine

≥98% (HPLC), solid, Hedgehog signaling activator, Calbiochem

Synonym(s):

Purmorphamine

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About This Item

Empirical Formula (Hill Notation):
C31H32N6O2
CAS Number:
Molecular Weight:
520.62
UNSPSC Code:
12352116
NACRES:
NA.77

product name

Purmorphamine, A cell-permeable activator of Hedgehog signaling that induces osteoblast differentiation of multipotent mesenchymal progenitor cells C3H10T1/2 (EC₅₀ = 1 µM).

Assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

DMSO: 200 mg/mL

shipped in

ambient

storage temp.

2-8°C

InChI

1S/C31H32N6O2/c1-2-9-25(10-3-1)37-21-32-28-29(33-23-13-15-24(16-14-23)36-17-19-38-20-18-36)34-31(35-30(28)37)39-27-12-6-8-22-7-4-5-11-26(22)27/h4-8,11-16,21,25H,1-3,9-10,17-20H2,(H,33,34,35)

InChI key

FYBHCRQFSFYWPY-UHFFFAOYSA-N

General description

A cell-permeable 2,6,9-trisubstituted purine compound that induces osteoblast differentiation of multipotent mesenchymal progenitor cells C3H10T1/2 (EC50 = 1 µM) and lineage-committed preosteoblasts MC3T3-E1. Its effect can be synergized with that of BMP-4 (bone morphogenetic protein-4) and has been shown to induce transdifferentiation even in preadipocytes and myoblasts. Reported to induce osteogenesis by activation of the Hedgehog signaling pathway. A 50 mM (5 mg/192 µl) solution of Purmorphamine (Cat. No. 540223) in DMSO is also available.

Please note that the molecular weight for this compound is batch-specific due to variable water content.
A cell-permeable activator of Hedgehog signaling that induces osteoblast differentiation of multipotent mesenchymal progenitor cells C3H10T1/2 (EC₅₀ = 1 µM).
A cell-permeable purine compound that induces osteoblast differentiation in C3H10T1/2 multipotent mesenchymal progenitor cells (EC50 = 1 µM) and in MC3T3-E1 lineage-committed preosteoblasts. Also shown to induce transdifferentiation in pre-adipocytes and myoblasts. Its effects are reported to be synergistic with bone morphogenetic protein-4 (BMP-4). Reported to induce osteogenesis by activation of the Hedgehog signaling pathway.

Biochem/physiol Actions

Cell permeable: yes
EC50 = 1 µM for inducing osteoblast differentiation of multipotent mesenchymal progenitor cells C3H10T1/2
Primary Target
Activation of the Hedgehog signaling pathway
Product does not compete with ATP.

Warning

Toxicity: Harmful (C)

Reconstitution

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

Pictograms

Health hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Muta. 2

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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Hynek Wichterle et al.
Methods in molecular biology (Clifton, N.J.), 482, 171-183 (2008-12-18)
A growing number of specific cell types have been successfully derived from embryonic stem cells (ES cells), including a variety of neural cells. In vitro generated cells need to be extensively characterized to establish functional equivalency with their in vivo
Hynek Wichterle et al.
Current protocols in stem cell biology, Chapter 1, Unit 1H-Unit 1H (2008-09-05)
Controlled differentiation of embryonic stem (ES) cells into clinically relevant cell types is a fundamental goal of stem cell research. This unit describes one of the most efficient protocols for conversion of mouse ES cells into a defined type of
Max Meuser et al.
Development (Cambridge, England), 149(1) (2022-01-13)
The patterned array of basal, intermediate and superficial cells in the urothelium of the mature ureter arises from uncommitted epithelial progenitors of the distal ureteric bud. Urothelial development requires signaling input from surrounding mesenchymal cells, which, in turn, depend on
Tetsushi Kataura et al.
Journal of neurochemistry, 155(1), 81-97 (2020-03-05)
Bilirubin, the end product of heme redox metabolism, has cytoprotective properties and is an essential metabolite associated with cardiovascular disease, inflammatory bowel disease, type 2 diabetes, and neurodegenerative diseases including Parkinson's disease (PD). PD is characterized by progressive degeneration of
Jun Sun et al.
Nature communications, 12(1), 4611-4611 (2021-07-31)
Hedgehog signaling is essential for bone formation, including functioning as a means for the growth plate to drive skeletal mineralization. However, the mechanisms regulating hedgehog signaling specifically in bone-forming osteoblasts are largely unknown. Here, we identified SLIT and NTRK-like protein-5(Slitrk5)

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