TPEN

Product Information

Molecular Formula:
C26H28N6
Molecular Weight:
424.54
Description
TPEN is a heavy metal chelator that acts as an intracellular chelator of proteomic Zn2+. TPEN decreases intracellular zinc levels, and induces apoptosis in HeLa and cultured human retinal pigment epithelium (RPE) cells.
Synonyms
TPEN; TPEDA. N,N,N',N'-Tetrakis(2-pyridylmethyl)ethylenediamine; N1,N1,N2,N2-Tetrakis(pyridin-2-ylmethyl)ethane-1,2-diamine
IUPAC Name
N,N,N',N'-tetrakis(pyridin-2-ylmethyl)ethane-1,2-diamine
Canonical SMILES
C1=CC=NC(=C1)CN(CCN(CC2=CC=CC=N2)CC3=CC=CC=N3)CC4=CC=CC=N4
InChI
InChI=1S/C26H28N6/c1-5-13-27-23(9-1)19-31(20-24-10-2-6-14-28-24)17-18-32(21-25-11-3-7-15-29-25)22-26-12-4-8-16-30-26/h1-16H,17-22H2
InChI Key
CVRXLMUYFMERMJ-UHFFFAOYSA-N
Boiling Point
198 °C(lit.)
Melting Point
112 °C(dec.)
Flash Point
170.6 °F
Purity
≥98% by HPLC
Appearance
Light yellow to Brown powder to crystal
Refractive Index
n20/D 1.442 (lit.)

Safety Information

Hazards
H315 H319
Precautionary Statement
P264 P280 P302 + P352 P337 + P313 P305 + P351 + P338 P362+P364 P332 + P313

Computed Properties

XLogP3
2.1
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
11
Exact Mass
424.23754492 g/mol
Monoisotopic Mass
424.23754492 g/mol
Topological Polar Surface Area
58Ų
Heavy Atom Count
32
Formal Charge
0
Complexity
419
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
CN-114044780-A Zinc ion near-infrared fluorescent probe and preparation method and application thereof 2021-11-30
CN-114018908-A Method for measuring thallium content in gas phase in one step 2021-11-03
CN-113712965-A N, N, N application of N' -tetra-group (2-benzyl) -acetamide in preparing medicine for treating UC 2021-09-18
CN-112934203-A Heavy metal removing material and method for removing heavy metal in Chinese herbal medicine extract 2021-02-20
CN-112812203-A Initiator and preparation method of polymer/metal oxide composite material 2020-12-22
EP-3967742-A1 Compositions comprising bleaching catalyst, manufacturing process thereof, and bleaching and cleaning agent comprising same 2020-09-15
CN-112038671-A Method and system for estimating temperature distribution of solid oxide fuel cell 2020-08-21
US-2022050051-A1 Methods for detecting end-points for cleaning processes of aerospace components 2020-08-13
WO-2022036112-A1 Methods for detecting end-points for cleaning processes of aerospace components 2020-08-13
WO-2022019769-A1 Bordetella outer membrane vesicles 2020-07-23

Literatures

PMID Publication Date Title Journal
33645215 2021-03-15 Impact of the Cellular Zinc Status on PARP-1 Activity and Genomic Stability in HeLa S3 Cells Chemical research in toxicology
33149232 2020-11-04 Inhibition of red blood cell development by arsenic-induced disruption of GATA-1 Scientific reports
31162603 2019-06-04 A new function of copper zinc superoxide dismutase: as a regulatory DNA-binding protein in gene expression in response to intracellular hydrogen peroxide Nucleic acids research
29129814 2018-01-15 Zinc deficiency promotes cystitis-related bladder pain by enhancing function and expression of Cav3.2 in mice Toxicology
26303504 2016-12-01 Oxidative stress and endocytosis are involved in upregulation of interleukin-8 expression in airway cells exposed to PM2.5 Environmental toxicology
25209718 2014-11-01 Vacuolar-type H(+)-ATPase subunits and the neurogenic protein big brain are required for optimal copper and zinc uptake Metallomics : integrated biometal science
24275069 2014-01-15 Arsenite binding-induced zinc loss from PARP-1 is equivalent to zinc deficiency in reducing PARP-1 activity, leading to inhibition of DNA repair Toxicology and applied pharmacology
22786900 2012-08-09 Induction of autophagy and cell death by tamoxifen in cultured retinal pigment epithelial and photoreceptor cells Investigative ophthalmology & visual science
22000581 2012-08-01 Zinc deficiency exacerbates diabetic down-regulation of Akt expression and function in the testis: essential roles of PTEN, PTP1B and TRB3 The Journal of nutritional biochemistry
22539682 2012-07-01 Zinc maintains prophase I arrest in mouse oocytes through regulation of the MOS-MAPK pathway Biology of reproduction
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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