Abstract:
:Triglyceride analogues were synthesized in which one of the primary acyl ester functions has been replaced by an alkyl group and the secondary acyl ester bond has been replaced by an acyl amino bond. The chain length at either position was varied, and both (R)- and (S)-enantiomers of each compound were synthesized. These pseudo triglycerides contain only one hydrolyzable ester bond, and they are ideally suited to studying the influence of the chain length at the 1-, 2-, and 3-position on lipase activity and on stereopreference. These substrates were used to characterize cutinase from Fusarium solani pisi. Our results show that the activity of cutinase is very sensitive to the length and distribution of the acyl chains and that the highest activities are found when the chains at positions 1 and 3 contain three or four carbon atoms. The enzyme preferentially hydrolyzes the (R)-enantiomers, but this preference is strongly dependent on the acyl chain length distribution, with (R) over (S) activity ratios varying from about 30 to 1. This enantioselectivity was found in three different assay systems: a mixed micellar, a reverse micellar, and a monolayer study. Our data suggest that at least two alkyl chains of the pseudo triglycerides must be fixed during hydrolysis. Therefore, these substrates were used to characterize mutants of cutinase with mutations in putative lipid binding domains. Two mutants (A85F and A85W) have increased activities. The results obtained with these mutants suggest an interaction of the acyl chain of the scissile ester bond with a surface loop, comprising residues 80-90, in the enzyme-substrate complex.
journal_name
Biochemistryjournal_title
Biochemistryauthors
Mannesse ML,Cox RC,Koops BC,Verheij HM,de Haas GH,Egmond MR,van der Hijden HT,de Vlieg Jdoi
10.1021/bi00019a020subject
Has Abstractpub_date
1995-05-16 00:00:00pages
6400-7issue
19eissn
0006-2960issn
1520-4995journal_volume
34pub_type
杂志文章相关文献
BIOCHEMISTRY文献大全abstract::Aminoacylation of tRNA by aminoacyl-tRNA synthetases is the essential reaction that matches protein amino acids with the trinucleotide sequences specified in mRNA. Direct electrostatic interactions made by tRNA synthetases with discriminating functional groups on the tRNA bases have long been known to determine aminoa...
journal_title:Biochemistry
pub_type: 杂志文章,评审
doi:10.1021/bi7014647
更新日期:2007-09-18 00:00:00
abstract::The pH dependence of buffer catalysis of exchange of the C-4 amino protons of cyclic cytosine 2',3'-monophosphate (cCMP) and the N-1 proton of cyclic guanosine 2',3'-monophosphate (cGMP) conforms to an exchange mechanism, in which protonation of the nucleobases at C(N-3) AND G(N-7) establishes the important intermedia...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi00608a035
更新日期:1978-07-25 00:00:00
abstract::The importance of DNA polymerase-DNA minor groove interactions on translesion synthesis (TLS) was examined in vitro using variants of exonuclease-deficient Klenow polymerase and site-specifically modified DNA oligonucleotides. Polymerase variant R668A lacks primer strand interactions, while variant Q849A lacks templat...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi047591g
更新日期:2005-05-10 00:00:00
abstract::The heat-stable, protein inhibitor of the cyclic adenosine monophosphate (cAMP) dependent protein kinase [Walsh, D. A., Ashby, C. D., Gonzalez, C., Calkins, D., Fischer, E., & Krebs, E (1971a) J. Biol. Chem. 246, 1977-1985] has been purified to homogeneity from rabbit skeletal muscle by preparative electrophoresis. Em...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi00589a011
更新日期:1979-10-30 00:00:00
abstract::Manganese peroxidase (MnP) is an extracellular heme enzyme that catalyzes the peroxide-dependent oxidation of Mn(II) to Mn(III). The Mn(III) is released from the enzyme in complex with oxalate. One heme propionate and the side chains of Glu35, Glu39, and Asp179 were identified as Mn(II) ligands in the 2.0 A resolution...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi047318e
更新日期:2005-05-03 00:00:00
abstract::Human angiotensin-converting enzyme (ACE) has two homologous domains, the N and C domains, with differing substrate preferences. X-ray crystal structures of the C and N domains complexed with various inhibitors have allowed identification of active site residues that might be important for the molecular basis of this ...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi8002605
更新日期:2008-06-03 00:00:00
abstract::The 1H chemical shifts for the formyl and benzoyl protons of the individual diastereoisomeres of folinic acid bound to dihydrofolate reductase have been measured. For the tightly bound biologically active 6S, alpha S isomer, the "bound" signals were assigned by using transfer of saturation methods. In this case, only ...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi00510a019
更新日期:1981-03-31 00:00:00
abstract::The predominant working hypothesis of Alzheimer's disease is that the proximate pathologic agents are oligomers of the amyloid β-protein (Aβ). "Oligomer" is an ill-defined term. Many different types of oligomers have been reported, and they often exist in rapid equilibrium with monomers and higher-order assemblies. Th...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi3007687
更新日期:2012-08-14 00:00:00
abstract::We have measured the concentration of mRNAs coding for immunoglobulins, k and lambda type light chains and gamma 1 type heavy chain, in mouse spleen cells activated by bacterial lipopolysaccharide or sheep red blood cells. These mRNAs were quantitated by hybridization to radioactive DNA complementary to highly purifie...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi00645a018
更新日期:1977-12-27 00:00:00
abstract::We determined the effect of vertebrate albumins on the stability of several physiologically relevant prostaglandins. All naturally occurring prostaglandins with beta-hydroxy ketone group decomposed by first-order kinetics, dependent on the albumin concentration in 0.1 M, pH 7.4, buffer at 37 degrees C. Even subphysiol...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi00524a033
更新日期:1981-10-13 00:00:00
abstract::The conformations of melittin, an amphipathic polypeptide consisting of 26 amino acid residues, and its hydrophobic (residues 1--19) and hydrophilic (residues 20--26) fragments were examined in various solvent systems, including H2O, 2H2O, 2-chloroethanol, and 1,2-dimyristoylphosphatidylcholine (DMPC) multilayers, by ...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi00539a006
更新日期:1982-05-11 00:00:00
abstract::The kinetics of tert-butyl isocyanide binding to the heme protein horseradish peroxidase (HRP) at 22 degrees C was examined on all time scales, from minutes to picoseconds, in aqueous borate buffer at pH 9.08. Unlike myoglobin (Mb) or hemoglobin, HRP shows two bimolecular ligand binding processes. For comparison, bind...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi9518149
更新日期:1996-02-06 00:00:00
abstract::We report on the determination of the solution structure of two sequence-related oligonucleotides, d(GTACGTAC)2 and d(CATCGATG)2. Results have been obtained by using a combined approach of (a) two-dimensional NMR, including proton and phosphorus experiments, (b) restrained molecular mechanics performed with sugar phas...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi00037a045
更新日期:1995-09-19 00:00:00
abstract::The late intermediates involved in the activation mechanism of bovine rhodopsin are investigated by time-resolved optical absorption spectroscopy. Measurements from 10 μs to 200 ms after photolysis were carried out on membrane suspensions of bovine rhodopsin at a temperature of 15 °C and at pH of 7.3, 8.0, and 8.7. Th...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/acs.biochem.6b00687
更新日期:2016-09-13 00:00:00
abstract::The septins are a conserved family of guanosine-5'-triphosphate (GTP)-binding proteins. In mammals they are involved in a variety of cellular processes, such as cytokinesis, exocytosis, and vesicle trafficking. Specifically, SEPT4 has also been shown to be expressed in both human colorectal cancer and malignant melano...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi061549z
更新日期:2006-11-21 00:00:00
abstract::We have studied the effect of the binding of ribosomal protein S1 and initiation factor IF3 on the accessibility of nucleotide residues 584-1506 in the small subunit of the Escherichia coli ribosome. Protein S1 strongly decreases RNase V1 attack at G1164, in hairpin 40 of the 3' major domain, and weakly decreases DMS ...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi00112a007
更新日期:1991-12-03 00:00:00
abstract::Aspartoacylase catalyzes the deacetylation of N-acetylaspartic acid (NAA) to produce acetate and L-aspartate and is the only brain enzyme that has been shown to effectively metabolize NAA. Although the exact role of this enzymatic reaction has not yet been completely elucidated, the metabolism of NAA appears to be nec...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi052608w
更新日期:2006-05-09 00:00:00
abstract::In order to compare the interfacial behavior of the polyheme cytochromes c which belong to the cytochrome c3 superfamily, the monomolecular film technique was used to determine whether and how these metalloproteins interact with (phospho)lipids). Measurements of the variations of surface pressure and surface potential...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi00036a005
更新日期:1995-09-12 00:00:00
abstract::The reactions of metmyoglobin (metMb) and methemoglobin (metHb), oxidized to their respective oxoferryl free radical species (.Mb-FeIV = O/.Hb-4FeIV = O) by tert-butyl hydroperoxide (t-BuOOH), with nitric oxide (NO.) were studied by a combination of optical, electron spin resonance (ESR), ionspray mass (MS), fluoresce...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi00020a014
更新日期:1995-05-23 00:00:00
abstract::The Raman laser temperature-jump technique has been used to measure the kinetics of the coil to helix reaction of poly(cytidylic acid) [poly(C)] in aqueous cosolvent mixtures. The rate of helix formation has a low activation energy and is proportional to reciprocal solvent viscosity. The observations suggest helix for...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi00509a003
更新日期:1981-03-17 00:00:00
abstract::Periodate-oxidized ATP (o-ATP) was prepared as an affinity label of nucleotide binding sites on the chloroform-released ox heart mitochondrial ATPase. In the presence of MgSO4, o-ATP is a substrate for the ATPase. It can act as a reversible, competitive inhibitor of ATPase activity and can also induce an irreversible ...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi00260a025
更新日期:1982-08-17 00:00:00
abstract::We have used a photochemical method to map covalent binding sites of the carcinogen benzo[a]pyrenediol epoxide (BPDE) within DNA from the transcriptional control region of the chicken adult beta-globin gene. Our preliminary low-resolution mapping has demonstrated that this region contains highly preferred BPDE binding...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi00358a045
更新日期:1986-05-20 00:00:00
abstract::The ionization and phase behavior of 1,2-dipalmitoyl-sn-glycero-3-phosphoserine have been investigated under a variety of condtions by several different methods. As measured by turbidity changes, the temperature of the crystal-liquid crystal phase transition of this lipid is influenced by pH and mono- and divalent ca...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi00649a025
更新日期:1976-02-24 00:00:00
abstract::Chicken liver phosphoenolpyruvate carboxykinase (PEPCK) was rapidly inactivated by micromolar concentrations of ferrous sulfate in the presence of ascorbate at pH 7.4. Omitting ascorbate or replacing the Fe2+ with Mn2+ or Mg2+ gives no inactivation. Mn2+, Mg2+, or Co2+ at 100-fold molar excess over Fe2+ offered comple...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi970574p
更新日期:1997-12-09 00:00:00
abstract::The interaction of the Escherichia coli single-stranded DNA binding protein (SSB) with oligo- and poly-nucleotides has been studied by 270-MHz 1H NMR spectroscopy and fast kinetic techniques. d(pT)8 and poly(dT) were used to study noncooperative and cooperative binding, respectively. The H6, H1', and CH3 resonances of...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi00320a036
更新日期:1984-12-04 00:00:00
abstract::Catalase (hydroperoxidase) HPII of Escherichia coli is the largest catalase so far characterized, existing as a homotetramer of 84 kDa subunits. Each subunit has a core structure that closely resembles small subunit catalases, supplemented with an extended N-terminal sequence and compact flavodoxin-like C-terminal dom...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi034208j
更新日期:2003-05-20 00:00:00
abstract::The active-site zinc in human glutathione-dependent formaldehyde dehydrogenase (FDH) undergoes coenzyme-induced displacement and transient coordination to a highly conserved glutamate residue (Glu-67) during the catalytic cycle. The role of this transient coordination of the active-site zinc to Glu-67 in the FDH catal...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi052554q
更新日期:2006-04-18 00:00:00
abstract::The RING or Really Interesting New Gene represents a family of eukaryotic sequences that bind Zn (II) ions and participate in intracellular processes involving protein-protein interaction. Although found in over 400 different proteins, very little is known regarding the structure-function properties of these domains b...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi701949p
更新日期:2008-03-25 00:00:00
abstract::Moesin binds to a large range of proteins through its N terminal FERM (band 4.1, ezrin, radixin, moesin) domain. In full-length moesin isolated from cells, this binding is masked by binding to the C-terminal domain of moesin (C-ERMAD). Activation takes place by phosphorylation of Thr 558 in the C-ERMAD, which releases...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi010419h
更新日期:2001-06-19 00:00:00
abstract::High-resolution, solid-state 15N NMR has been used to study the chemical shift anisotropies of the Schiff bases in bacteriorhodopsin (bR) and in an extensive series of model compounds. Using slow-spinning techniques, we are able to obtain sufficient rotational sideband intensity to determine the full 15N chemical shif...
journal_title:Biochemistry
pub_type: 杂志文章
doi:10.1021/bi00434a033
更新日期:1989-04-18 00:00:00