Photo-Controlled Release of NO and CO with Inorganic and Organometallic Complexes

Part of the Structure and Bonding book series (STRUCTURE, volume 165)

Abstract

The photochemical delivery of bioactive small molecules to physiological targets provides the opportunity to control the location, timing, and dosage of such delivery. We will discuss recent developments of the synthesis and studies of various metal complexes designed for targeted release of the bioregulatory diatomics nitric oxide and carbon monoxide. Of considerable interest are those systems where the NO or CO precursor and/or the photochemical product is luminescent such that imaging techniques allow one to identify the release location.

Keywords

Carbon monoxide Luminescence Near-infrared excitation Nitric oxide PhotoCORM PhotoNORM Photoreaction 

Abbreviations

4-vpy

4-Vinyl pyridine

AFX

2-Aminofluorene chromophores

BODIPY

Boron dipyrromethane difluoride

bpy

2,2′-Bipyridine

COP-1

Palladium dimeric complex

CORM

Carbon monoxide releasing moiety

COSer

Carbon monoxide sensitive biosensor

cpYFP

Circularly permuted yellow fluorescent protein

CrONO

trans-CrIII(Cyclam)(ONO)2+

Cyclam

1,4,8,11 Tetraazacyclotetradecane

DFT

Density functional theory

DMF

Dimethylformamide

DMSO

Dimethylsulfoxide

dpa

N,N-bis(2-pyridylmethyl)amine

DPBS

Dulbecco’s phosphate buffered saline

DPPQ

Diphenylphosphinoquinoline

EPR

Electron paramagnetic resonance

ES

Excited state

FLEt

Fluorescein ethyl ester

Fluor

Fluorescein

FRET

Förster resonance energy transfer

GSH

Glutathione

H2bpb

1,2-bis(pyridine-2-carboxamido)benzene

H2bqb

1,2-bis(quinoline-2-carboxamido)benzene

H2IQ1

1,2-bis(isoquinoline-1-carboxamido)benzene

H-dpaq

2-[N,N-bis(pyridine-2-ylmethyl)]-amino-N′-quinoline-8-yl-acetamido

HO

Heme oxygenase

I

Incident light intensity

Ia

Intensity of light absorbed

iCORM

Inactive CORM

Im

Imidazole

IR

Infrared

LDH

Lactate dehydrogenase

LF

Ligand field

LLL

Tripodal polypyridine ligands

mac

5,7-Dimethyl-6-anthracyl-cyclam

Mb

Myoglobin

MLCT

Metal to ligand charge transfer

NIR

Near infrared

NMR

Nuclear magnetic resonance

NOA

Nitric oxide analyzer

OEP

Octaethylporphyrinato

PaPy2QH

N,N-bis(2-pyridylmethyl)amine-N-ethyl-2-quinoline-2-carboxamide

PaPy3H

N,N-bis(2-pyridylmethyl)amine-N-ethyl-2-pyridine-2-carboxamide

PEG

Polyethylene glycol

pHEMA

Poly(2-hydroxyethyl methacrylate)

photoCORM

Photo-activated CO releasing moiety

photoNORM

Photo-activated NO releasing moiety

PL

Photoluminescence

Por

Porphyrin

PPIX

Protoporphyrin-IX

pqa

(2-Pyridylmethyl)(2-quinolylmethyl)amine

py

Pyridine

QD

Quantum dot

RBS

Roussin’s black salts

Resf

Resorufin

RRS

Roussin’s red salts

RSE

Roussin’s red esters

R-tpm

Tris(pyrazolyl)methane

Salen

N,N′-Ethylenebis(salicylideneiminato)dianion

Salophen

N,N′-1,2-Phenylenebis(salicylideneiminato)dianion

SBPy2Q

N,N-bis(2-pyridylmethyl)amine-N-ethyl-2-quinoline-2-aldimine

SBPy3

N,N-bis(2-pyridylmethyl)amine-N-ethyl-2-pyridine-2-aldimine

Seln

Selenophore

Sol

Solvent

TD-DFT

Time-dependent density functional theory

THF

Tetrahydrofuran

Thnl

Thionol

TMOS

Tetramethylorthosilicate

Tmp

Tris(hydroxymethyl)phosphine

tpa

Tris(2-pyridyl)amine

TPE

Two-photon excitation

TPP

Tetraphenylporphyrinato

TPPTS

Tris(sulfonatophenyl)phosphine trianion

UCNP

Upconverting nanoparticle

UV

Ultraviolet

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Copyright information

© Springer-Verlag Berlin Heidelberg 2014

Authors and Affiliations

  1. 1.Department of Chemistry and BiochemistryUniversity of California, Santa BarbaraSanta BarbaraUSA
  2. 2.Department of Chemistry and Center for Photochemical SciencesBowling Green State UniversityBowling GreenUSA

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