1539-42-0 | 2,2'-Dipicolylamine

Packsize	Purity	Availability	Price	Discounted Price
1g	95%	in stock	$8.00	$5.00
5g	95%	in stock	$19.00	$14.00
10g	95%	in stock	$37.00	$26.00
25g	95%	in stock	$92.00	$65.00
50g	95%	in stock	$168.00	$117.00
100g	95%	in stock	$299.00	$209.00

Description

• Catalog Number: AE99256
• Chemical Name: 2,2'-Dipicolylamine
• CAS Number: 1539-42-0
• Molecular Formula: C12H13N3
• Molecular Weight: 199.2517
• MDL Number: MFCD00129044
• SMILES: c1ccc(nc1)CNCc1ccccn1
• NSC Number: 176070

Computed Properties

• Complexity: 154
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 15
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 4
• XLogP3: 0.7

Literature

• Guanine nucleobase adducts formed by [Pt(di-(2-picolyl)amine)Cl]Cl: evidence that a tridentate ligand with only in-plane bulk can slow guanine base rotation.

  Inorganic chemistry 20121105

• Fluorescent zinc sensor with minimized proton-induced interferences: photophysical mechanism for fluorescence turn-on response and detection of endogenous free zinc ions.

  Inorganic chemistry 20120820

• Cu(II)-promoted methanolysis of N,N-dipicolylacetamide. multistep activation by decoupling of > ̈̈N-C═O resonance via Cu(II)-N binding, delivery of the Cu(II):((-)OCH3) nucleophile, and metal ion assistance of the departure of the leaving group.

  The Journal of organic chemistry 20120420

• Dual-functional gadolinium-based copper(II) probe for selective magnetic resonance imaging and fluorescence sensing.

  Inorganic chemistry 20120220

• A study of the radiosynthesis of fac-[¹⁸⁸ReCO₃(H₂O)₃]⁺ and its application in labeling 1,2,3-triazole analogs obtained by click chemistry.

  Nuclear medicine communications 20120101

• Highly selective fluorescent chemosensor for Zn2+ derived from inorganic-organic hybrid magnetic core/shell Fe3O4@SiO2 nanoparticles.

  Nanoscale research letters 20120101

• Photoinduced electron transfer (PET) based Zn2+ fluorescent probe: transformation of turn-on sensors into ratiometric ones with dual emission in acetonitrile.

  The journal of physical chemistry. A 20111222

• Dynamic multi-component covalent assembly for the reversible binding of secondary alcohols and chirality sensing.

  Nature chemistry 20111201

• From amine to ruthenaziridine to azaallyl: unusual transformation of di-(2-pyridylmethyl)amine on ruthenium.

  Dalton transactions (Cambridge, England : 2003) 20111028

• The formation of a luminescent Mn(III,IV) intermediate of bis(2-pyridylmethyl)amine and acetone assistant its intramolecular C-H oxidation.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20111015

• Spin crossover and polymorphism in a family of 1,2-bis(4-pyridyl)ethene-bridged binuclear iron(II) complexes. A key role of structural distortions.

  Dalton transactions (Cambridge, England : 2003) 20111007

• Immobilization, trapping, and anion exchange of perrhenate ion using copper-based tripodal complexes.

  Inorganic chemistry 20111003

• Dynamic multicomponent hemiaminal assembly.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20110919

• Luminescent cyclometalated iridium(III) polypyridine di-2-picolylamine complexes: synthesis, photophysics, electrochemistry, cation binding, cellular internalization, and cytotoxic activity.

  Inorganic chemistry 20110905

• Cooperative double deprotonation of bis(2-picolyl)amine leading to unexpected bimetallic mixed valence (M(-I), M(I)) rhodium and iridium complexes.

  Inorganic chemistry 20110815

• A Second-generation photocage for Zn2+ inspired by TPEN: characterization and insight into the uncaging quantum yields of ZinCleav chelators.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20110328

• A dual colorimetric and fluorometric sensor for lead ion based on conjugated polydiacetylenes.

  Macromolecular rapid communications 20110316

• Mononuclear iron(III) complexes of 3N ligands in organized assemblies: spectral and redox properties and attainment of regioselective extradiol dioxygenase activity.

  Dalton transactions (Cambridge, England : 2003) 20110307

• Acetonitrile-{3-[bis-(2-pyridyl-methyl-κN)amino-κN]propanol-κO}(perchlorato-κO)copper(II) perchlorate.

  Acta crystallographica. Section E, Structure reports online 20110201

• Identifying chelators for metalloprotein inhibitors using a fragment-based approach.

  Journal of medicinal chemistry 20110127

• Understanding the role of the flexible bridging linker through kinetics and mechanistic study of Pt(II) amphiphiles derived from a bis(2-pyridylmethyl)amine chelate head group.

  Dalton transactions (Cambridge, England : 2003) 20110107

• A new fluorescent sensor based on 1H-pyrazolo[3,4-b]quinoline skeleton. Part 2.

  Journal of fluorescence 20110101

• {3-[Bis(2-pyridyl-methyl-κN)amino-κN]propanol}bis-(nitrato-κO)copper(II).

  Acta crystallographica. Section E, Structure reports online 20110101

• (Di-2-pyridyl-amine)-(methanol)sulfato-copper(II).

  Acta crystallographica. Section E, Structure reports online 20101101

• DNA cleavage by the Cu(II) complex of the DNA-intercalating 9-bis(pyridin-2-ylmethyl)aminobenzo[b]quinolizinium.

  Dalton transactions (Cambridge, England : 2003) 20100921

• Oxygenation chemistry at a mononuclear copper(II) hydroquinone system with O2.

  Inorganic chemistry 20100802

• Spiropyran-based fluorescent anion probe and its application for urinary pyrophosphate detection.

  Analytical chemistry 20100601

• A stilbene-based fluoroionophore for copper ion sensing in both reduced and oxidized environments.

  Talanta 20100415

• Efficient fluorescence resonance energy transfer-based ratiometric fluorescent cellular imaging probe for Zn(2+) using a rhodamine spirolactam as a trigger.

  Analytical chemistry 20100415

• Development of off-on fluorescent probes for heavy and transition metal ions.

  Chemical communications (Cambridge, England) 20100314

• Nickel(II) and iron(III) selective off-on-type fluorescence probes based on perylene tetracarboxylic diimide.

  Organic & biomolecular chemistry 20100307

• Selective extradiol cleavage of catechol achieved in organized assemblies using [Fe(BPA)Cl(3)] (BPA = bis(pyridylmethyl)amine).

  Dalton transactions (Cambridge, England : 2003) 20100207

• Dichlorido[N,N-diethyl-N'-(2-pyridyl-methyl-ene)ethane-1,2-diamine]mercury(II).

  Acta crystallographica. Section E, Structure reports online 20100201

• Ligand strain and the nature of spin crossover in binuclear complexes: two-step spin crossover in a 4,4'-bipyridine-bridged iron(II) complex [{Fe(dpia)(NCS)(2)}(2)(4,4'-bpy)] (dpia = di(2-picolyl)amine; 4,4'-bpy = 4,4'-bipyridine).

  Chemistry (Weinheim an der Bergstrasse, Germany) 20091005

• Subtle modification of 2,2-dipicolylamine lowers the affinity and improves the turn-on of Zn(II)-selective fluorescent sensors.

  Inorganic chemistry 20090803

• A dipalladium complex with a single hydroxo bridge and its methylpalladium precursor.

  Dalton transactions (Cambridge, England : 2003) 20090714

• Interaction of an extended series of N-substituted di(2-picolyl)amine derivatives with copper(II). Synthetic, structural, magnetic and solution studies.

  Dalton transactions (Cambridge, England : 2003) 20090628

• Selective labeling of tag-fused protein by tryptophan-sensitized luminescence of a terbium complex.

  Chemical communications (Cambridge, England) 20090614

• Fluxionality in a paramagnetic seven-coordinate iron(II) complex: a variable-temperature, two-dimensional NMR and DFT study.

  Inorganic chemistry 20090601

• A Zn2+ fluorescent sensor derived from 2-(pyridin-2-yl)benzoimidazole with ratiometric sensing potential.

  Organic letters 20090219

• Visible light excitable Zn2+ fluorescent sensor derived from an intramolecular charge transfer fluorophore and its in vitro and in vivo application.

  Journal of the American Chemical Society 20090204

• Binding of HIV-1 TAR mRNA to a peptide nucleic acid oligomer and its conjugates with metal-ion-binding multidentate ligands.

  Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20090201

• [Benzyl(2-pyridylmeth-yl)amine]dichloridomercury(II).

  Acta crystallographica. Section E, Structure reports online 20090101

• Chiral, hemilabile palladium(II) complexes of tridentate oxazolidines, including C2-symmetric 'pincers'.

  Inorganic chemistry 20081117

• Synthesis, X-ray crystal structures, and phosphate ester cleavage properties of bis(2-pyridylmethyl)amine copper(II) complexes with guanidinium pendant groups.

  Inorganic chemistry 20081006

• catena-Poly[[dipyridine-mercury(II)]-μ-5-amino-2,4,6-triiodo-isophthalato].

  Acta crystallographica. Section E, Structure reports online 20081001

• Synthesis of dipicolylamino substituted quinazoline as chemosensor for cobalt(II) recognition based on excited-state intramolecular proton transfer.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20080701

• Synthesis and evaluation of a series of 99mTc(CO)3+ lisinopril complexes for in vivo imaging of angiotensin-converting enzyme expression.

  Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20080601

• Modulating affinities of di-2-picolylamine (DPA)-substituted quinoline sensors for zinc ions by varying pendant ligands.

  Inorganic chemistry 20080519

• Deprotonation induced ligand-to-metal electron transfer: synthesis of a mixed-valence Rh(-I,I) dinuclear compound and its reaction with dioxygen.

  Journal of the American Chemical Society 20080507

• [Bis(2-pyridylmeth-yl)amine]dichloridomercury(II).

  Acta crystallographica. Section E, Structure reports online 20080201

• CH...Metal(II) axial interaction in planar complexes (metal=Cu, Pd) and implications for possible environmental effects of alkyl groups at biological copper sites.

  Journal of inorganic biochemistry 20080101

• (Acetonitrile)[bis-(2-pyridylmeth-yl)amine]bis-(perchlorato)copper(II).

  Acta crystallographica. Section E, Structure reports online 20080101

• Iron(III) complexes of tridentate 3N ligands as functional models for catechol dioxygenases: the role of ligand N-alkyl substitution and solvent on reaction rate and product selectivity.

  Inorganic chemistry 20071126

• Kinetics and mechanism of the substitution reactions of [PtCl(bpma)]+, [PtCl(gly-met-S,N,N)] and their aqua analogues with L-methionine, glutathione and 5'-GMP.

  Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20071101

• Solvation effects on the stability of silver(I) complexes with pyridine-containing ligands studied by thermodynamic and DFT methods.

  Inorganic chemistry 20070528

• Efficient functionalizations of heteroatom-bridged calix[2]arene[2]triazines on the larger rim.

  The Journal of organic chemistry 20070511

• Electrochemical behaviour of mononuclear Fe(III) complexes as models for oxygenases: reactivity of Fe(II) species electrochemically formed in situ toward dioxygen.

  Dalton transactions (Cambridge, England : 2003) 20070314

• Assessment of chelatable mitochondrial iron by using mitochondrion-selective fluorescent iron indicators with different iron-binding affinities.

  Chembiochem : a European journal of chemical biology 20070212

• Pi-pi stacking assisted binding of aromatic amino acids by copper(II)-aromatic diimine complexes. Effects of ring substituents on ternary complex stability.

  Dalton transactions (Cambridge, England : 2003) 20070121

• Hydrogen-atom transfer in open-shell organometallic chemistry: the reactivity of Rh(II)(cod) and Ir(II)(cod) radicals.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20070101

• Kinetic and mechanistic study on the reactions of [Pt(bpma)(H2O)]2+ and [Pd(bpma)(H2O)]2+ with some nucleophiles. Crystal structure of [Pd(bpma)(py)](ClO4)2.

  Dalton transactions (Cambridge, England : 2003) 20060628

• Kinetics and mechanism of the reactions of Pd(II) complexes with azoles and diazines. Crystal structure of [Pd(bpma)(H2O)](ClO4)2.2H2O.

  Dalton transactions (Cambridge, England : 2003) 20060628

• Synthesis and in vitro/in vivo evaluation of novel 99mTc(CO)3-folates.

  Bioconjugate chemistry 20060101

• Copper(I) and -(II) complexes of neutral and deprotonated N-(2,6-diisopropylphenyl)-3-[bis(2-pyridylmethyl)amino]propanamide.

  Inorganic chemistry 20051212

• Amino acid and peptide bioconjugates of copper(II) and zinc(II) complexes with a modified N,N-bis(2-picolyl)amine ligand.

  Inorganic chemistry 20050725

• Functional models for catechol dioxygenases: iron(III) complexes of cis-facially coordinating linear 3N ligands.

  Journal of inorganic biochemistry 20050501

• Boron dipyrromethene fluorophore based fluorescence sensor for the selective imaging of Zn(II) in living cells.

  Organic & biomolecular chemistry 20050421

• DPA-substituted coumarins as chemosensors for zinc(II): modulation of the chemosensory characteristics by variation of the position of the chelate on the coumarin.

  Chemical communications (Cambridge, England) 20040507

• Synthesis, structure and comparison of the DNA cleavage ability of metal complexes M(II)L with the N-(2-ethoxyethanol)-bis(2-picolyl)amine ligand L (M = Co, Ni, Cu and Zn).

  Dalton transactions (Cambridge, England : 2003) 20040421

• Zinc(II) complexes with intramolecular amide oxygen coordination as models of metalloamidases.

  Dalton transactions (Cambridge, England : 2003) 20040107

• Structural studies on the stepwise chelating processes of bidentate 2-(aminomethyl)pyridine and tridentate bis(2-pyridylmethyl)amine toward an acetate-bridged dirhodium(II) center.

  Inorganic chemistry 20031103

• (2-pyridylmethyl)ammonium pyridine-2-carboxylate: the product of oxidative degradation of bis(2-pyridylmethyl)amine.

  Acta crystallographica. Section C, Crystal structure communications 20011201

• A sterically hindered N,N,O tripod ligand and its zinc complex chemistry.

  Inorganic chemistry 20010507