339652
Cyclen
97%
Sinónimos:
1,4,7,10-Tetraazacyclododecane
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About This Item
Fórmula empírica (notación de Hill):
C8H20N4
Número de CAS:
Peso molecular:
172.27
Beilstein/REAXYS Number:
606114
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
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Quality Level
assay
97%
form
solid
mp
110-113 °C (lit.)
SMILES string
C1CNCCNCCNCCN1
InChI
1S/C8H20N4/c1-2-10-5-6-12-8-7-11-4-3-9-1/h9-12H,1-8H2
InChI key
QBPPRVHXOZRESW-UHFFFAOYSA-N
General description
Cyclen is a microcyclic tetramine that can be used as a ligand that forms a co-ordination linkage with the surface metal cations. It can be used as a synthetic precursor. It can be prepared by S-alkylation of dithiooxamide with an excess amount of bromoethane.
Application
Cyclen is an azamocrocycle, which can be used in the development of fluorescent nanosensors for the detection of metal ions.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1B
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk_germany
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Novel" multipoint" molecular recognition of nucleobases by a new zinc (II) complex of acridine-pendant cyclen (cyclen= 1, 4, 7, 10-tetraazacyclododecane)
Shionoya M, et al.
Journal of the American Chemical Society, 116(9), 3848-3859 (1994)
Azamacrocycle activated quantum dot for zinc ion detection
Ruedas-Rama MJ and Hall EAH
Analytical Chemistry, 80(21), 8260-8268 (2008)
Choy Theng Loh et al.
Bioconjugate chemistry, 24(2), 260-268 (2013-01-09)
Pseudocontact shifts (PCS) from paramagnetic lanthanide ions present powerful long-range structural restraints for structural biology by NMR spectroscopy, but site-specific tagging of proteins with lanthanides remains a challenge, as most of the available lanthanide tags require proteins with single cysteine
Mingyue Kardashinsky et al.
Journal of labelled compounds & radiopharmaceuticals, 60(1), 4-11 (2017-01-13)
Delocalized lipophilic cations such as tri- and tetra-arylphosphonium are able to diffuse across the mitochondrial membrane, which allows them to selectively accumulate in cells with a high transmembrane potential (ΔΨ
A new synthesis of cyclen (1, 4, 7, 10-tetraazacyclododecane)
Weisman GR and Reed DP
The Journal of Organic Chemistry, 61(15), 5186-5187 (1996)
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