Oxodesmosine and isooxodesmosine, candidates of oxidative metabolic intermediates of pyridinium cross-links in elastin.

Abstract:

:We isolated two new dihydrooxopyridine cross-links, oxodesmosine (OXD) and isooxodesmosine (IOXD) from the acid hydrolysates of the bovine aortic elastin. OXD and IOXD were identified to have N-substituted 1,2-dihydro-2-oxopyridine and N-substituted 1,4-dihydro-4-oxopyridine skeletons, respectively, with three alpha-amino acid groups and mass of 495 (C23H37N5O7). These structures and distribution indicated that OXD and IOXD are oxidative metabolites generated from desmosine (DES) and isodesmosine (IDE), respectively, by reactive oxygen species (ROS). Effects of ROS derived from divalent metal (Fe2+, Cu2+)/H2O2 on DES, IDE, OXD, and IOXD in elastin were investigated. Changes in the contents of these cross-links in elastin were observed by using reverse-phase HPLC with UV detection. The time- and pH-dependent formation of OXD and reduction of DES and IDE in elastin by Cu2+/H2O2 and Fe2+/H2O2 were observed. OXD was found to be formed from DES by Fe2+/H2O2. No formation of IOXD was observed under the conditions of oxidation examined. By using a model compound of IDE, however, we found that 4-pyridone could be formed by Fe2+/H2O2. Elastin incubated in Cu2+/H2O2 was also solubilized dependent on solution pH and the concentration of H2O2. These results suggest that oxidative degradation of elastin with cross-links results in its weakening, followed by its solubilization. Pyridinium cross-links, such as DES and IDE, may be oxidatively metabolized by ROS, further changing to dihydrooxopyridine cross-links such as OXD and IOXD, respectively.

journal_name

Arch Biochem Biophys

authors

Umeda H,Nakamura F,Suyama K

doi

10.1006/abbi.2000.2145

subject

Has Abstract

pub_date

2001-01-01 00:00:00

pages

209-19

issue

1

eissn

0003-9861

issn

1096-0384

pii

S0003-9861(00)92145-3

journal_volume

385

pub_type

杂志文章
  • Purification and characterization of dihydrobenzophenanthridine oxidase from elicited Sanguinaria canadensis cell cultures.

    abstract::Upon treatment of Papaveracea cells with fungal elicitors, the biosynthesis of benzo[c]phenanthridine alkaloids is induced. Dihydrobenzophenanthridine oxidase, which catalyzes a later step in the biogenesis of these alkaloids, is one of the enzymes whose activity is elevated in the process. Here we report the 211-fold...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(92)90236-p

    authors: Arakawa H,Clark WG,Psenak M,Coscia CJ

    更新日期:1992-11-15 00:00:00

  • IgG-Fc glycoengineering in non-mammalian expression hosts.

    abstract::The remarkable success of therapeutic applications of immunoglobulin G (IgG) in form of monoclonal antibodies and pooled immunoglobulin G preparations has directed attention to this class of glycoproteins. It is commonly appreciated that oligosaccharides attached to the Fc-region play a critical role in the biological...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章,评审

    doi:10.1016/j.abb.2012.05.011

    authors: Loos A,Steinkellner H

    更新日期:2012-10-15 00:00:00

  • Identification and characterization of two new types of bacterial L-serine dehydratases and assessment of the function of the ACT domain.

    abstract::Two new types of bacterial Fe-S L-serine dehydratases have been identified. These join two previously recognized enzyme types, for a total of four, that are distinguished on the basis of domain arrangement and amino acid sequence. A Type 3 enzyme from Amphibacillus xylanus (axLSD) and a Type 4 enzyme from Heliscomenob...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2013.10.009

    authors: Xu XL,Grant GA

    更新日期:2013-12-01 00:00:00

  • Structural studies on glycoprotein oligosaccharides of chromaffin granule membranes and dopamine beta-hydroxylase.

    abstract::Dopamine beta-hydroxylase present in the soluble matrix of bovine adrenal medullary chromaffin granules contains biantennary complex oligosaccharides and high-mannose oligosaccharides in a molar ratio of approximately 2:1. The high-mannose oligosaccharides contain an average of six mannose residues. The largest biante...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(84)90009-2

    authors: Margolis RK,Finne J,Krusius T,Margolis RU

    更新日期:1984-02-01 00:00:00

  • Increased level of glycoxidation product N(epsilon)-(carboxymethyl)lysine in rat serum and urine proteins with aging: link with glycoxidative damage accumulation in kidney.

    abstract::Accumulation of carboxymethylated proteins (CML-proteins) is taken as a biomarker of glycoxidative stress which is thought to contribute to the age-related impairment in tissue and cell function. To investigate the occurrence and extent of glycoxidative damage with aging in rat kidney, serum and urine, we have prepare...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/s0003-9861(02)00735-x

    authors: Hamelin M,Borot-Laloi C,Friguet B,Bakala H

    更新日期:2003-03-15 00:00:00

  • Superoxide from glucose oxidase or from nitroblue tetrazolium?

    abstract::Glucose oxidase reduces nitroblue tetrazolium, or ferricytochrome c, faster anaerobically than aerobically. This result is inconsistent with the conclusion that GO2 can reduce O2 to O2- which is then responsible for the reduction of NBT and of cytochrome c. Nevertheless, the aerobic reductions are partially inhibitabl...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1995.1247

    authors: Liochev SI,Fridovich I

    更新日期:1995-04-20 00:00:00

  • MicroRNA-130a has pro-fibroproliferative potential in hypertrophic scar by targeting CYLD.

    abstract::Hypertrophic scars are dermal fibrosis diseases that protrude from the surface of the skin and irregularly extend to the periphery, seriously affecting the appearance and limb function of the patient. In this study, we found that microRNA-130a (miR-130a) was increased in hypertrophic scar tissues and derived primary f...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2019.07.003

    authors: Zhang J,Zhou Q,Wang H,Huang M,Shi J,Han F,Cai W,Li Y,He T,Hu D

    更新日期:2019-08-15 00:00:00

  • The conformational analysis of oligosaccharides by H-NMR and HSEA calculation.

    abstract::The application of 1H-nuclear Overhauser enhancement, 1H-spin-lattice-relaxation-time and 1H-chemical shift measurements for the assessment of the conformational preferences of oligosaccharides are briefly reviewed. It is demonstrated that additivity rules, for the correlation of the chemical shifts of similar hydroge...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(83)90128-5

    authors: Lemieux RU,Bock K

    更新日期:1983-02-15 00:00:00

  • Regulation of two members of the steroid-inducible cytochrome P450 subfamily (3A) in rats.

    abstract::Monoclonal antibodies have been successfully isolated which are isozyme-specific for cytochrome P450p (3A1) or P4501 (3A2), two members of the steroid-inducible cytochrome P450 subfamily exhibiting 89% amino acid sequence homology, and these antibodies show less than 5% cross-reaction with 11 other cytochromes P450 (P...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1993.1154

    authors: Cooper KO,Reik LM,Jayyosi Z,Bandiera S,Kelley M,Ryan DE,Daniel R,McCluskey SA,Levin W,Thomas PE

    更新日期:1993-03-01 00:00:00

  • Antioxidant potentials of nanoceria synthesized by solution plasma process and its biocompatibility study.

    abstract::Nanoceria were synthesized by discharging plasma at 800 V with a frequency of 30 kHz for 0-25 min using a pulsed unipolar power supply into solutions containing 1 or 2 mM of Ce(NO3)2. UV-Vis spectroscopy showed a characteristic absorbance maxima at 304-320 nm for the nanoceria with increase in the intensity of the pea...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2018.02.003

    authors: Davoodbasha M,Park BR,Rhee WJ,Lee SY,Kim JW

    更新日期:2018-05-01 00:00:00

  • Activation and inactivation of an enzyme catalyzed by a single, bifunctional protein: a new example and why.

    abstract::Recent studies have shown that the light-dark mediated regulation of the leaf photosynthetic enzyme pyruvate, Pi dikinase results from interconversion between an active nonphosphorylated form of the enzyme and an inactive form phosphorylated on a threonine residue. These phosphorylation and dephosphorylation reactions...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章,评审

    doi:10.1016/0003-9861(86)90219-5

    authors: Burnell JN,Hatch MD

    更新日期:1986-03-01 00:00:00

  • Expression of UDP-glucuronosyltransferases (UGTs) 2B7 and 1A6 in the human brain and identification of 5-hydroxytryptamine as a substrate.

    abstract::The extrahepatic expression of UDP-glucuronosyltransferases (UGTs) is important in the detoxification of a number of endogenous and exogenous compounds, including 5-hydroxytryptamine and morphine. Studies were designed to investigate the extrahepatic expression of human UGTs using RT-PCR techniques and to determine th...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1999.1155

    authors: King CD,Rios GR,Assouline JA,Tephly TR

    更新日期:1999-05-01 00:00:00

  • Characterization of the kinetics and electron paramagnetic resonance spectroscopic properties of Acidithiobacillus ferrooxidans sulfide:quinone oxidoreductase (SQR).

    abstract::Acidithiobacillus ferrooxidans sulfide:quinone oxidoreductase (SQR) catalyzes the oxidation of sulfide to polysulfide chains or elemental sulfur coupled to quinone reduction via a non-covalent FAD cofactor. We investigated the role of the FAD using kinetics and EPR spectroscopy. The properties of the enzyme were compa...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2014.09.016

    authors: Zhang Y,Weiner JH

    更新日期:2014-12-15 00:00:00

  • Tyrosinase activity and abundance in Cloudman melanoma cells.

    abstract::Rabbit anti-tyrosinase antibodies were used to study the abundance, processing, and degradation of tyrosinase in murine (Cloudman) melanoma cells. The polyclonal antibodies precipitated low-molecular-weight (68,000 and 70,000) and high-molecular-weight (78,000 and 80,000) tyrosinases that had a precursor-product relat...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(84)90121-8

    authors: Halaban R,Pomerantz SH,Marshall S,Lerner AB

    更新日期:1984-04-01 00:00:00

  • 1H nuclear magnetic resonance studies of the conformations of vitamin D compounds in various solvents.

    abstract::Using proton NMR, the solution conformation of the A ring of vitamin D3 and its analogs has been studied by application of the Karplus relation to the observed coupling constants. The A-ring conformations of vitamins D3, D2, and 25-hydroxyvitamin D3 were found to be solvent dependent, with a clear preference for an eq...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(85)90587-9

    authors: Helmer B,Schnoes HK,DeLuca HF

    更新日期:1985-09-01 00:00:00

  • Changes of energy metabolism induced by 1-methyl-4-phenylpyridinium (MPP+)-related compounds in rat pheochromocytoma PC12 cells.

    abstract::We examined effects of three structurally related pyridinium compounds, 1-methyl-4-phenylpyridinium (MPP+), paraquat, and 1-methyl-4-(4'-nitrophenyl) pyridinium (analog 1), on the energy metabolism in pheochromocytoma PC12 cells. MPP+ inhibited the intracellular NADH oxidation by the mitochondrial respiratory chain, j...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1996.9727

    authors: Kang D,Miyako K,Kuribayashi F,Hasegawa E,Mitsumoto A,Nagano T,Takeshige K

    更新日期:1997-01-01 00:00:00

  • The fate of the carboxyl oxygens during D-proline reduction by clostridial proline reductase.

    abstract::D-Proline is converted to 5-amino valeric acid by D-proline reductase. This conversion involves the reductive cleavage of the alpha-carbon-nitrogen bond. We have examined the fate of the carboxyl oxygen atoms during conversion of D-proline to delta-NH2-valeric acid. 18O atoms from the carboxyl group of D-proline are n...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1994.1262

    authors: Arkowitz RA,Dhe-Paganon S,Abeles RH

    更新日期:1994-06-01 00:00:00

  • 3,5,3'-triiodothyronine induces mitochondrial permeability transition mediated by reactive oxygen species and membrane protein thiol oxidation.

    abstract::Ca(2+)-loaded rat liver mitochondria treated with 3,5,3'-triiodothyronine (T3) undergo nonspecific inner membrane permeabilization, as evidenced by mitochondrial swelling, a decrease in membrane potential (delta psi), and an increase in the rate of oxygen uptake. T3 analogues thyroxine (T4), 3',5'-diiodothyronine (T2)...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1998.0657

    authors: Castilho RF,Kowaltowski AJ,Vercesi AE

    更新日期:1998-06-01 00:00:00

  • A role for rubredoxin in oxidative stress protection in Desulfovibrio vulgaris: catalytic electron transfer to rubrerythrin and two-iron superoxide reductase.

    abstract::Desulfovibrio vulgaris rubredoxin, which contains a single [Fe(SCys)4] site, is shown to be a catalytically competent electron donor to two enzymes from the same organism, namely, rubrerythrin and two-iron superoxide reductase (a.k.a. rubredoxin oxidoreductase or desulfoferrodoxin). These two enzymes have been implica...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.2001.2531

    authors: Coulter ED,Kurtz DM Jr

    更新日期:2001-10-01 00:00:00

  • Substrate specificity and kinetic mechanism of Escherichia coli ribulokinase.

    abstract::L-ribulokinase is unusual among kinases since it phosphorylates all four 2-ketopentoses with almost the same k(cat) values. The K(m)'s differ, however, being 0.14 mM for L- and 0.39 mM for d-ribulose and 3.4 mM for l- and 16 mM for d-xylulose. In addition, L-arabitol is phosphorylated at C-5 (K(m) 4 mM) and ribitol (a...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.2001.2613

    authors: Lee LV,Gerratana B,Cleland WW

    更新日期:2001-12-15 00:00:00

  • Oxidative stress in cardiovascular disease: myth or fact?

    abstract::Oxidative stress is a mechanism with a central role in the pathogenesis of atherosclerosis, cancer, and other chronic diseases. It also plays a major role in the aging process. Ischemic heart disease is perhaps the human condition in which the role of oxidative stress has been investigated in more detail: reactive oxy...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章,评审

    doi:10.1016/j.abb.2003.06.002

    authors: Ceconi C,Boraso A,Cargnoni A,Ferrari R

    更新日期:2003-12-15 00:00:00

  • Resonance Raman spectroscopic evidence for an anionic flavin semiquinone in bovine liver monoamine oxidase.

    abstract::The flavoprotein monoamine oxidase B (MAO B) from bovine liver, as isolated, has an unusual additional absorption band at 412 nm, which is similar to the absorption of its anionic flavin semiquinone form, (Fl.-), and other typical (Fl.-) flavoproteins. Denaturation of the enzyme results in the elimination of this anom...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1993.1025

    authors: Yue KT,Bhattacharyya AK,Zhelyaskov VR,Edmondson DE

    更新日期:1993-01-01 00:00:00

  • Different mechanisms of tert-butyl hydroperoxide-induced lethal injury in normal and tumor thymocytes.

    abstract::Normal thymocytes and thymoma cells have been exposed to the toxic action of tert-butyl hydroperoxide (t-BOOH) to study the mechanisms of oxidative lethal cell injury and the sensitivity of normal and tumor cells to an oxidative stress. From our data, we can suggest that: (a) In thymoma cells two mechanisms can operat...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1994.1283

    authors: Bartoli GM,Piccioni E,Agostara G,Calviello G,Palozza P

    更新日期:1994-07-01 00:00:00

  • Effect of nitrous oxide inactivation of vitamin B12 on the levels of folate coenzymes in rat bone marrow, kidney, brain, and liver.

    abstract::The effects of nitrous oxide inactivation of the vitamin B12-dependent enzyme, methionine synthetase, on the distribution of folic acid derivatives in rat bone marrow cells, kidney, brain, and liver were determined. Methionine synthetase activity was decreased by about 90% in bone marrow cells, kidney, and brain and b...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(86)90114-1

    authors: Wilson SD,Horne DW

    更新日期:1986-01-01 00:00:00

  • Decomposition of S-nitrosoglutathione in the presence of copper ions and glutathione.

    abstract::The decomposition of S-nitrosoglutathione (GSNO) in the presence of Cu2+ and glutathione (GSH) was studied by stopped-flow/rapid-scan spectroscopy. Reduction of Cu2+ by GSH and subsequent formation of a GS-*Cu+ complex occurred within 200 ms, with the amount of complex formed depending on the GSH-to-Cu2+ ratio. The ra...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1996.0247

    authors: Gorren AC,Schrammel Astrid,Schmidt K,Mayer B

    更新日期:1996-06-15 00:00:00

  • Aging of tubulin at neutral pH: the destabilizing effect of vinca alkaloids.

    abstract::The effect of the vinca alkaloid drugs, vincristine, vinblastine, catharanthine, and vindoline, on the aging process of tubulin has been examined. It was found that addition of vincristine or vinblastine accelerated by a factor of 3-3.5 the transformation of tubulin from the 5.8 S alpha-beta-tubulin dimer to paucidisp...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(92)90499-m

    authors: Prakash V,Timasheff SN

    更新日期:1992-05-15 00:00:00

  • Vanadate-stimulated NADH oxidation by xanthine oxidase: an intrinsic property.

    abstract::Vanadate-dependent oxidation of NADH by xanthine oxidase does not require the presence of xanthine and therefore is not due to cooxidation. Addition of NADH or xanthine had no effect on the oxidation of the other substrate. Oxidation of NADH was high at acid pH and oxidation of xanthine was high at alkaline pH. The sp...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/0003-9861(86)90643-0

    authors: Khandke L,Gullapalli S,Patole MS,Ramasarma T

    更新日期:1986-02-01 00:00:00

  • Tamulustoxin: a novel potassium channel blocker from the venom of the Indian red scorpion Mesobuthus tamulus.

    abstract::We have characterized tamulustoxin, a novel 35-amino-acid peptide found in the venom of the Indian red scorpion (Mesobuthus tamulus). Tamulustoxin was identified through a [125I]toxin I screen, designed to identify toxins that block voltage-activated potassium channels. Tamulustoxin has also been cloned by RT-PCR, usi...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.2000.2135

    authors: Strong PN,Clark GS,Armugam A,De-Allie FA,Joseph JS,Yemul V,Deshpande JM,Kamat R,Gadre SV,Gopalakrishnakone P,Kini RM,Owen DG,Jeyaseelan K

    更新日期:2001-01-01 00:00:00

  • A novel variant of mouse MATE-1 H+/organic cation antiporter with a long hydrophobic tail.

    abstract::Mammalian multidrug and toxic compound extrusion 1 (MATE1) are polyspecific H+-coupled exporters of organic cations (OCs) and responsible for excretion of metabolic waste products and xenobiotics. Here, we report a novel variant of mouse MATE1, mMATE1b, that has a long carboxyl terminal hydrophobic tail homologous to ...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1016/j.abb.2007.10.010

    authors: Kobara A,Hiasa M,Matsumoto T,Otsuka M,Omote H,Moriyama Y

    更新日期:2008-01-15 00:00:00

  • Modulation of extracellular matrix gene expression in bovine high-density chondrocyte cultures by ascorbic acid and enzymatic resuspension.

    abstract::To define the influence of time in culture on gene expression for extracellular matrix proteins we have examined the progression of changes in gene expression for chondrocyte extracellular matrix proteins from the time the chondrocytes are initially isolated from their native cartilaginous matrix through 13 days of hi...

    journal_title:Archives of biochemistry and biophysics

    pub_type: 杂志文章

    doi:10.1006/abbi.1994.1415

    authors: Hering TM,Kollar J,Huynh TD,Varelas JB,Sandell LJ

    更新日期:1994-10-01 00:00:00