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Merck
CN

613560

TMPyP4

≥90% (TLC), solid, telomerase inhibitor, Calbiochem®

Synonym(s):

TMPyP4, meso-5,10,15,20-Tetrakis-(N-methyl-4-pyridyl)porphine, Tetratosylate

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About This Item

Empirical Formula (Hill Notation):
C44H38N8 · C28H28O12S4
CAS Number:
36951-72-1
Molecular Weight:
1363.60
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00013468

Key Documents

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Product Name

TMPyP4, A potent inhibitor of human telomerase (IC50 = 6.5 µM).

InChI

1S/C44H37N8.4C7H8O3S/c1-49-21-13-29(14-22-49)41-33-5-7-35(45-33)42(30-15-23-50(2)24-16-30)37-9-11-39(47-37)44(32-19-27-52(4)28-20-32)40-12-10-38(48-40)43(36-8-6-34(41)46-36)31-17-25-51(3)26-18-31;4*1-6-2-4-7(5-3-6)11(8,9)10/h5-28H,1-4H3,(H,45,46,47,48);4*2-5H,1H3,(H,8,9,10)/q+3;;;;/p-3

InChI key

AKZFRMNXBLFDNN-UHFFFAOYSA-K

assay

≥90% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)
protect from light

color

purple

solubility

water: 1 mg/mL

shipped in

ambient

Quality Level

100

storage temp.

2-8°C

Related Categories

Biochem/physiol Actions

Cell permeable: no
Product does not compete with ATP.
Reversible: no
Target IC50: 6.5 µM inhibiting human telomerase

Disclaimer

Toxicity: Standard Handling (A)

General description

A potent inhibitor of human telomerase (IC50 = 6.5 µM). TMPyP4 binds strongly to DNA quadruplexes by stacking on the G-tetrads at the core of the quadruplex, resulting in telomerase inhibition. Fluoresces intensely in the presence of quadruplex DNA.

Other Notes

Yamashita, T., et al. 2005. Bioorg. Med. Chem.13, 2433.
Izbicka, E., et al. 1999. Cancer Res. 59, 639.
Anantha, N.V., et al. 1998. Biochemistry 37, 2709.
Arthanari, H., et al. 1998. Nucleic Acids Res. 26, 3724.
Wheelhouse, R.T., et al. 1998. J. Am. Chem. Soc. 120, 3261.

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)

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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Sreejana Ray et al.
ACS chemical biology, 15(4), 925-935 (2020-03-29)
Single-stranded DNA (ssDNA) containing four guanine repeats can form G-quadruplex (G4) structures. While cellular proteins and small molecules can bind G4s, it has been difficult to broadly assess their DNA-binding specificity. Here, we use custom DNA microarrays to examine the
Hannah O Ajoge et al.
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The integration of the HIV-1 genome into the host genome is an essential step in the life cycle of the virus and it plays a critical role in the expression, long-term persistence, and reactivation of HIV expression. To better understand
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Nature communications, 13(1), 1444-1444 (2022-03-19)
Severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) infection continues to have devastating consequences worldwide. Recently, great efforts have been made to identify SARS-CoV-2 host factors, but the regulatory mechanisms of these host molecules, as well as the virus per se
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The Journal of biological chemistry, 297(4), 101120-101120 (2021-08-28)
GGGGCC (G4C2) repeat expansion in the C9orf72 gene has been shown to cause frontotemporal lobar degeneration and amyotrophic lateral sclerosis. Dipeptide repeat proteins produced through repeat-associated non-AUG (RAN) translation are recognized as potential drivers for neurodegeneration. Therefore, selective inhibition of
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PLoS genetics, 17(10), e1009834-e1009834 (2021-10-14)
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