@article {2536,
	title = {Reversible decomposition of mono(alpha-hydroxy)phosphines and their reaction with alpha,beta-unsaturated aldehydes},
	journal = {Canadian Journal of Chemistry-Revue Canadienne De Chimie},
	volume = {87},
	number = {4},
	year = {2009},
	note = {ISI Document Delivery No.: 431IGTimes Cited: 4Cited Reference Count: 24Moiseev, Dmitry V. Marcazzan, Paolo James, Brian R.},
	month = {Apr},
	pages = {582-590},
	type = {Article},
	abstract = {{The mono (alpha-hydroxy) phosphines R2PCH(OH)R{\textquoteright} (R = Ph, R{\textquoteright} = H, Et, CH2Ph, Ph, p-X-C6H4; R = cyclohexyl, R{\textquoteright} = Ph) are prepared under solvent-free conditions by a 1:1 reaction of Ph2PH with the appropriate aldehyde, and their stabilities (with respect to reversible dissociation into reactants), studied in DMSO, Et2O, and MeOH, increase with decreased basicity of the hydroxyphosphine; for example, for the Ph2PCH (OH) C6H4-p-X phosphines, stability decreases in the order:X = CN > Cl > F > H > Me > OMe. A 1:1 room-temperature reaction of the (alpha-hydroxy) phosphines (except for R{\textquoteright} = H) with cinnamaldehyde in DMSO slowly yields the known mono-and di-phosphines Ph2PCH(Ph)CH2CHO (4a) and Ph2PCH(Ph)CH2CH(PPh2)OH (10a), and the corresponding R{\textquoteright}CHO aldehyde. In MeOH, the sequentially formed intermediates},
	keywords = {(alpha-hydroxy)phosphines, alpha, beta-unsaturated aldehydes, CHEMISTRY, CHLORIDE, diphenylphosphine, FORMALDEHYDE, hydrophosphination, LIGNIN, NUCLEAR MAGNETIC-RESONANCE, PHOSPHONIUM CHLORIDE, TERTIARY PHOSPHINES, TETRAKIS(HYDROXYMETHYL)PHOSPHONIUM, TRIS(HYDROXYMETHYL)PHOSPHINE, WATER},
	isbn = {0008-4042},
	url = {<Go to ISI>://000265054200007},
	author = {Moiseev, D. V. and Marcazzan, P. and James, Brian R.}
}
@article {2290,
	title = {Mass spectrometric identification of formaldehyde-induced peptide modifications under in vivo protein cross-linking conditions},
	journal = {Analytica Chimica Acta},
	volume = {618},
	number = {2},
	year = {2008},
	note = {ISI Document Delivery No.: 317FDTimes Cited: 10Cited Reference Count: 19Toews, Judy Rogalski, Jason C. Clark, Thomas J. Kast, Juergen},
	month = {Jun},
	pages = {168-183},
	type = {Article},
	abstract = {Formaldehyde cross-linking of proteins is emerging as a novel approach to study protein-protein interactions in living cells. It has been shown to be compatible with standard techniques used in functional proteomics such as affinity-based protein enrichment, enzymatic digestion, and mass spectrometric protein identification. So far, the lack of knowledge on formaldehyde-induced protein modifications and suitable mass spectrometric methods for their targeted detection has impeded the identification of the different types of crosslinked peptides in these samples. In particular, it has remained unclear whether in vitro studies that identified a multitude of amino acid residues reacting with formaldehyde over the course of several days are suitable substitutes for the much shorter reaction times of 10-20 min used in cross-linking experiments in living cells. The current study on model peptides identifies amino-termini as well as lysine, tryptophan, and cysteine side chains, i.e. a small subset of those modified after several days, as the major reactive sites under such conditions, and suggests relative position in the peptide sequence as well as sequence microenvironment to be important factors that govern reactivity. Using MALDI-MS, mass increases of 12 Da on amino groups and 30 Da on cysteines were detected as the major reaction products, while peptide fragment ion analysis by tandem mass spectrometry was used to localize the actual modification sites on a peptide. Non-specific cross-linking was absent, and could only be detected with low yield at elevated peptide concentrations. The detailed knowledge on the constraints and products of the formaldehyde reaction with peptides after short incubation times presented in this study is expected to facilitate the targeted mass spectrometric analysis of proteins after in vivo formaldehyde cross-linking. (c) 2008 Elsevier B.V. All rights reserved.},
	keywords = {Chemical modification, COMPLEXES, FORMALDEHYDE, MAP, mass, NETWORK, peptide fragmentation, protein cross-linking, PROTEOMICS, PURIFICATION, REACTIVITY, SPECTROMETRY},
	isbn = {0003-2670},
	url = {<Go to ISI>://000257004400006},
	author = {Toews, J. and Rogalski, J. C. and Clark, T. J. and Kast, J.}
}
@article {2276,
	title = {Utility of formaldehyde cross-linking and mass spectrometry in the study of protein-protein interactions},
	journal = {Journal of Mass Spectrometry},
	volume = {43},
	number = {6},
	year = {2008},
	note = {ISI Document Delivery No.: 319PPTimes Cited: 22Cited Reference Count: 54Sutherland, Brent W. Toews, Judy Kast, Juergen},
	month = {Jun},
	pages = {699-715},
	type = {Article},
	abstract = {For decades, formaldehyde has been routinely used to cross-link proteins in cells, tissue, and in some instances, even entire organisms. Due to its small size, formaldehyde can readily permeate cell walls and membranes, resulting in efficient cross-linking, i.e. the formation of covalent bonds between proteins, DNA, and other reactive molecules. Indeed, formaldehyde cross-linking is an instrumental component of many mainstream analytical/cell biology techniques including chromatin immunoprecipitation (ChIP) of protein-DNA complexes found in nuclei; immunohistological analysis of protein expression and localization within cells, tissues, and organs; and mass spectrometry (MS)-compatible silver-staining methodologies used to visualize low abundance proteins in polyacrylamide gels. However, despite its exquisite suitability for use in the analysis of protein environments within cells, formaldehyde has yet to be commonly employed in the directed analysis of protein-protein interactions and cellular networks. The general purpose of this article is to discuss recent advancements in the use of formaldehyde cross-linking in combination with MS-based methodologies. Key advantages and limitations to the use of formaldehyde over other cross-linkers and technologies currently used to study protein-protein interactions are highlighted, and formaldehyde-based experimental approaches that are proving very promising in their ability to accurately and efficiently identify novel protein-protein and multiprotein interaction complexes are presented. Copyright (c) 2008 John Wiley \& Sons, Ltd.},
	keywords = {ANTIGEN-RETRIEVAL, CHROMATIN IMMUNOPRECIPITATION, COMPLEXES, CROSS-LINKING, FORMALDEHYDE, IDENTIFICATION, IMMUNOHISTOCHEMISTRY, INTERACTION NETWORKS, MASS SPECTROMETRY, PARAFFIN-EMBEDDED TISSUE, protein interactions, PROTEOMICS, review, SURFACE-TOPOLOGY, THROUGHPUT},
	isbn = {1076-5174},
	url = {<Go to ISI>://000257176400001},
	author = {Sutherland, B. W. and Toews, J. and Kast, J.}
}
@article {1499,
	title = {New oligophosphines and (hydroxymethyl)phosphonium chlorides},
	journal = {Inorganic Chemistry},
	volume = {45},
	number = {7},
	year = {2006},
	note = {ISI Document Delivery No.: 028HCTimes Cited: 6Cited Reference Count: 46},
	month = {Apr},
	pages = {2917-2924},
	type = {Article},
	abstract = {{The new oligophosphines [H2P(CH2)(2)](2)PH, [H2P(CH2)(2)P(H)CH2](2), and {[(H2P(CH2)(2)](2)PCH2}(2) have been made by hydrophosphination of diethyl vinylphosphonate (2) with H2P(CH2)(2)PH2 (1), using different ratios of 2/1, followed by LiAlH4 reduction of the phosphonate intermediates; the three phosphonate precursors were obtained as oils of varying purity (similar to 90-95\%) in low (similar to 20\%) to almost quantitative yield. The tri-, tetra-, and hexaphosphines were then treated with formaldehyde in the presence of hydrochloric acid to generate the corresponding water-soluble (hydroxymethyl)phosphonium chlorides {(HOCH2)(3)P[(CH2)(2)P(CH2OH)(2)](n)(CH2)(2)P(CH2PH)(3)}Cl-m (n = 1},
	keywords = {ALDEHYDES, BRIGHTNESS STABILIZING AGENTS, COMPLEXES, CRYSTAL-STRUCTURE, DERIVATIVES, FORMALDEHYDE, LIGANDS, phosphines, SALTS, WATER},
	isbn = {0020-1669},
	url = {<Go to ISI>://000236476700018},
	author = {Moiseev, D. and James, Brian R. and Patrick, B. O. and Hu, Thomas Q.}
}
@article {1499,
	title = {New oligophosphines and (hydroxymethyl)phosphonium chlorides},
	journal = {Inorganic Chemistry},
	volume = {45},
	number = {7},
	year = {2006},
	note = {ISI Document Delivery No.: 028HCTimes Cited: 6Cited Reference Count: 46},
	month = {Apr},
	pages = {2917-2924},
	type = {Article},
	abstract = {{The new oligophosphines [H2P(CH2)(2)](2)PH, [H2P(CH2)(2)P(H)CH2](2), and {[(H2P(CH2)(2)](2)PCH2}(2) have been made by hydrophosphination of diethyl vinylphosphonate (2) with H2P(CH2)(2)PH2 (1), using different ratios of 2/1, followed by LiAlH4 reduction of the phosphonate intermediates; the three phosphonate precursors were obtained as oils of varying purity (similar to 90-95\%) in low (similar to 20\%) to almost quantitative yield. The tri-, tetra-, and hexaphosphines were then treated with formaldehyde in the presence of hydrochloric acid to generate the corresponding water-soluble (hydroxymethyl)phosphonium chlorides {(HOCH2)(3)P[(CH2)(2)P(CH2OH)(2)](n)(CH2)(2)P(CH2PH)(3)}Cl-m (n = 1},
	keywords = {ALDEHYDES, BRIGHTNESS STABILIZING AGENTS, COMPLEXES, CRYSTAL-STRUCTURE, DERIVATIVES, FORMALDEHYDE, LIGANDS, phosphines, SALTS, WATER},
	isbn = {0020-1669},
	url = {<Go to ISI>://000236476700018},
	author = {Moiseev, D. and James, Brian R. and Patrick, B. O. and Hu, Thomas Q.}
}
@article {3068,
	title = {DETERMINATION OF THE SPECTROSCOPIC CONSTANTS OF A DARK VIBRATIONAL-STATE - FERMI AND CORIOLIS PERTURBATIONS IN THE NU-2 BAND OF FORMYL CHLORIDE},
	journal = {Journal of Chemical Physics},
	volume = {101},
	number = {1},
	year = {1994},
	note = {ISI Document Delivery No.: NT521Times Cited: 20Cited Reference Count: 25},
	month = {Jul},
	pages = {31-38},
	type = {Article},
	abstract = {The nu(2) infrared fundamental of the transient molecule formyl chloride, HCOCl, has been recorded at high resolution. Detailed assignments of the rotational structure have been made for both HCO Cl-35 and (HCOCl)-Cl-37. The nu(2) band, whose origin is at 1784.1377 cm(-1) in (HCOCl)-Cl-35, is predominantly A type with a very weak B-type component. Numerous excited state perturbations occur throughout the band, caused mainly by Δ K-a\=2 Fermi resonance and Δ K-a\=1 Coriolis interactions with the 3(1)5(1) vibrational state. Even though no {\textquoteright}{\textquoteright}extra{\textquoteright}{\textquoteright} lines resulting from the perturbations could be assigned, a complete analysis of the perturbed rotational structure has been possible. Accurate molecular constants for both the {\textquoteright}{\textquoteright}bright{\textquoteright}{\textquoteright} perturbed 2(1) state and the {\textquoteright}{\textquoteright}dark{\textquoteright}{\textquoteright} 3(1)5(1) perturbing state have been obtained, using a Hamiltonian which includes both the Fermi and Coriolis interactions; only two interaction parameters are needed, one for each mechanism. Further perturbations at high K-a are assigned to Coriolis interactions with the 5(2)6(1) level.},
	keywords = {ACID, CL ATOM, FORMALDEHYDE, FTIR, INFRARED-SPECTRUM, MICROWAVE-SPECTRUM, OH, OXIDATION},
	isbn = {0021-9606},
	url = {<Go to ISI>://A1994NT52100005},
	author = {Joo, D. L. and Clouthier, D. J. and Merer, A. J.}
}
@article {7202,
	title = {A SPECTROSCOPIC VIEW OF INTERNAL-CONVERSION IN A SMALL POLYATOMIC MOLECULE - SUB-DOPPLER INTRACAVITY DYE-LASER SPECTROSCOPY OF THIOFORMALDEHYDE},
	journal = {Journal of Chemical Physics},
	volume = {97},
	number = {3},
	year = {1992},
	note = {ISI Document Delivery No.: JE891Times Cited: 4Cited Reference Count: 28},
	month = {Aug},
	pages = {1630-1637},
	type = {Article},
	abstract = {Intracavity dye laser spectroscopy has been used to obtain sub-Doppler spectra of selected rotational lines in the A approximately 1A2-X approximately 1A1 4(0)1 band of thioformaldehyde with very high resolution and sensitivity. Many of the spectra show extra lines due to perturbations involving high vibrational levels of the ground state. Most of the perturbations observed for K(a){\textquoteright} = 0 and 4 are found to correlate well with previous observations of anomalously long single rotational level fluorescence lifetimes and reduced quantum yields [J. Dunlop and D. J. Clouthier, J. Chem. Phys. 93, 6371 (1990)]. S1-S0 interaction matrix elements of 0.001-0.006 cm-1 are found for levels involved in simple two level perturbations. The large number of small random perturbations by levels of the ground state is indicative of the first stages of the onset of quantum chaos in a small molecule. Some larger perturbations in the rotational structure are also observed; these are caused by additional local interactions with levels of the nearby triplet state.},
	keywords = {A1A2 EXCITED-STATE, FORMALDEHYDE, lifetimes, MAGNETIC, OPTICAL DOUBLE-RESONANCE, ROTATION SPECTRUM, ROVIBRONIC LEVELS, SINGLET-TRIPLET PERTURBATIONS, TRANSITIONS, TRILET PERTURBATIONS, VISIBLE ABSORPTION SYSTEM},
	isbn = {0021-9606},
	url = {<Go to ISI>://A1992JE89100003},
	author = {Clouthier, D. J. and Huang, G. and Merer, A. J.}
}
