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1 duct that is vital for the final assembly of enterobactin.
2 ransporter IroC exports both salmochelin and enterobactin.
3 rolysis and cyclization of the iron chelator enterobactin.
4 suggesting selection against a dependence on enterobactin.
5 ormally function in the adsorption of ferric enterobactin.
6 the transport of the natural ligand, ferric enterobactin.
7 al features and solution chemistry of ferric enterobactin.
8 tor by a mechanism requiring the siderophore enterobactin.
9 al deletion of entC, preventing synthesis of enterobactin.
10 modest expression levels in cultures lacking enterobactin.
11 cteria upon supplementation of cultures with enterobactin.
12 indicates that both VctA and IrgA transport enterobactin.
13 . cholerae transports, but does not make, is enterobactin.
14 a strain defective in both genes did not use enterobactin.
15 ring its transport of the siderophore ferric enterobactin.
16 iderophores yersiniabactin, salmochelin, and enterobactin.
17 r the siderophores triacetylfusarinine C and enterobactin.
18 the biosynthesis of the catechol siderophore enterobactin.
19 ) incapable of synthesizing the siderophore, enterobactin.
20 ctive in the biosynthesis of the siderophore enterobactin.
21 ed by a regulator that requires induction by enterobactin.
22 ctin, which it synthesizes and secretes, and enterobactin.
23 r to 2,3-DHBA, the iron-binding component of enterobactin.
24 cific to the biosynthesis of the siderophore enterobactin.
25 , DeltaaebF V. harveyi, do not produce amphi-enterobactins.
31 inearized and monoglycosylated derivative of enterobactin, a nonribosomal peptide and iron scavenger
32 ositive bacteria, is structurally similar to enterobactin, a well known siderophore isolated from Gra
35 bule, and measurements of the rate of ferric enterobactin adsorption to fluoresceinated FepA mutant p
37 onse to the structurally similar siderophore enterobactin, although genetic analyses indicate that th
38 C-glycosylated and linearized derivative of enterobactin, an iron scavenger (siderophore) and produc
40 n iron source or to utilize the siderophores enterobactin and aerobactin, indicating that transport o
46 terns of the Bordetella pertussis alcaligin, enterobactin and haem iron acquisition systems were exam
47 nown outer membrane receptors for alcaligin, enterobactin and haem, supporting the hypothesis that B.
48 amine receptors could serve as receptors for enterobactin and its degradation product 2,3-dihydroxybe
49 secretes two catecholate-type siderophores, enterobactin and its glucosylated derivative salmochelin
50 functional homolog of FepA that binds ferric enterobactin and may be part of a system responsible for
52 iabactin positive (Ent(+) Ybt(+)) (17%), and enterobactin and salmochelin (glycosylated Ent) positive
53 the genes required to produce and transport enterobactin and salmochelin across the outer membrane r
54 ferric iron transporter and the siderophores enterobactin and salmochelin are required by Salmonella
55 take or the ferric iron binding siderophores enterobactin and salmochelin are required for persistent
56 roB (salmochelin deficient), hvKP1DeltaentB (enterobactin and salmochelin deficient), hvKP1Deltairp2
57 hores, only the catecholate xenosiderophores enterobactin and salmochelin promoted growth of gonococc
59 perfamily pump EntS is the major exporter of enterobactin and the ABC transporter IroC exports both s
60 the mutant proteins to interact with ferric enterobactin and the protein toxins colicins B and D.
61 cular dichroism properties of bacillibactin, enterobactin and the synthetic analogs d-enterobactin, S
63 ydroxybenzoate and anthranilate, involved in enterobactin and tryptophan biosynthesis, respectively,
65 ified: enterobactin positive (Ent(+)) (81%), enterobactin and yersiniabactin positive (Ent(+) Ybt(+))
66 the synthetic, left-handed isomer of natural enterobactin, and ferric TRENCAM, which substitutes a te
67 e design, synthesis, and characterization of enterobactin-antibiotic conjugates, hereafter Ent-Amp/Am
69 an, tyrosine, and phenylalanine, which, like enterobactin, are synthesized from the precursor chorism
71 acultative pathogenic Alistipes spp. utilize enterobactin as iron source, bloom in Lcn2(-/-)/Il10(-/-
73 utants exhibited impaired growth with ferric enterobactin as the sole source of iron, demonstrating t
74 i for iron uptake, 2,3-dihydroxybenzoate and enterobactin, as well as 3-hydroxyanthranilate, an iron
75 e sole iron source when supplied with ferric enterobactin at approximately 10 microM, but growth stim
76 siderophore in different environments, with enterobactin being more important for growth in vitro un
77 hat residues previously implicated in ferric enterobactin binding by FepA were partially conserved in
80 explored, since at this site siderocalin, an enterobactin-binding mammalian gene product, is expresse
81 the interactions of these complexes with two enterobactin-binding proteins, which illuminate the infl
82 enterobactin biosynthesis, but not of other enterobactin biosynthesis genes, suppressed the mutant p
83 3-dihydroxybenzoate, the intermediate in the enterobactin biosynthesis pathway, and providing 2,3-dih
84 ich functions in the first dedicated step of enterobactin biosynthesis, but not of other enterobactin
88 coli enterobactin gene cluster, in which the enterobactin biosynthetic and transport genes lie adjace
90 stimulated the growth of an Escherichia coli enterobactin biosynthetic mutant in low iron medium, and
91 umermycin A1, yersiniabactin, pyochelin, and enterobactin biosynthetic pathways as proof of principle
93 if any, enterobactin, but elevated levels of enterobactin breakdown products 2,3- dihydroxybenzoylser
94 e for the macrocyclic lactone ring of ferric enterobactin but maintains an unsubstituted catecholate
96 that the P43 mutant secretes little, if any, enterobactin, but elevated levels of enterobactin breakd
99 so compared the binding and uptake of ferric enterobactin by homologs of FepA from Bordetella bronchi
101 lecules are key precursors to a family of 10 enterobactin-cargo conjugates presented in this work, wh
102 . coli for the uptake and utilization of the enterobactin-cargo conjugates, and growth promotion was
103 ved in the synthesis of the iron siderophore enterobactin, catalyzes the adenylation of 2,3-dihydroxy
104 induce transcription of the Bordetella bfeA enterobactin catechol xenosiderophore receptor gene, nei
105 n siderophore clusters, the Escherichia coli enterobactin cluster and the Vibrio cholera vibriobactin
107 iron-depleted conditions in the presence of enterobactin, compared to modest expression levels in cu
108 e structure of the neutral protonated ferric enterobactin complex [Fe(III)(H(3)Ent)](0) has been the
109 its discovery over 40 years ago, the ferric enterobactin complex has eluded crystallographic structu
110 teria, and the crystal structure of a ferric enterobactin complex of a protein identified as an antib
113 l stability of the three ferric complexes of enterobactin, corynebactin, and the hybrid has been inve
114 an reverse this relationship, instead making enterobactin critical for overcoming SCN-mediated growth
115 A series of growth recovery assays employing enterobactin-deficient E. coli ATCC 33475 (ent-) reveale
116 le of complementing the growth defect of the enterobactin-deficient Escherichia coli strain SAB11 in
117 e cloned yiuABC operon restored growth of an enterobactin-deficient mutant Escherichia coli strain, 1
119 Thus, there is a functional link between enterobactin-dependent and catecholamine-dependent trans
120 These studies establish that bfeR encodes an enterobactin-dependent positive regulator of bfeA transc
122 a bfeA mutant demonstrated that induction by enterobactin did not require BfeA receptor-mediated upta
126 Addition of aferric, but not iron-saturated, enterobactin elicits a dose-dependent increase in secret
127 res perturb labile cellular iron pools, only enterobactin elicits interleukin-8 secretion, suggesting
128 nterica modify the tricatecholic siderophore enterobactin (Ent) by glucosylation of three aryl carbon
135 sequesters the Escherichia coli siderophore enterobactin (Ent), preventing E. coli from acquiring ir
138 e design and syntheses of monofunctionalized enterobactin (Ent, L- and D-isomers) scaffolds where one
140 ctin esterase BesA is less specific than the enterobactin esterase Fes; BesA can hydrolyze the trilac
141 cient strain of E. coli H1187 (fepA-) or the enterobactin esterase-deficient derivative of E. coli K-
147 with 50- to 100-fold-lower affinity than Fe-enterobactin (FeEnt), despite an identical metal center,
150 chromatography assay the K(d) of the ferric enterobactin-FepB binding reaction was approximately 135
151 ome A, ferrioxamine B), catecholates (ferric enterobactin, ferric corynebactin) and eukaryotic bindin
153 was found that fit was not able to transport enterobactin, ferrichrome, transferrin, and lactoferrin
154 ve putative transporters specific for BB and enterobactin (FeuA), 3,4-DHB and PB (FatB), PB (FpuA), s
156 nsporting the catecholate siderophore ferric enterobactin from the outer to the inner membrane in Gra
157 ate geometries using the gallic complexes of enterobactin: [Ga(III)(Ent)](3)(-) and [Ga(III)(H(3)Ent)
159 kDa cytoplasmic membrane protein) within the enterobactin gene cluster were investigated by measuring
160 genetic organization of the Escherichia coli enterobactin gene cluster, in which the enterobactin bio
161 osin, pyoluteorin, mycosubtilin, nikkomycin, enterobactin, gramicidin, and several proteins from the
162 the siderophore enterochelin (also known as enterobactin) greatly enhanced detectable cross-linking
163 ere highly correlated with the results of an enterobactin growth promotion assay and a PCR analysis u
164 1DeltaiucA, with the relative activity being enterobactin > aerobactin > yersiniabactin > salmochelin
165 s) scaffolds where one catecholate moiety of enterobactin houses an alkene, aldehyde, or carboxylic a
166 inds the Fe(III) complex of the tetradentate enterobactin hydrolysis product bis(2,3-dihydroxybenzoyl
167 tions, and rationalize reports on the use of enterobactin hydrolysis products by C. jejuni, Vibrio ch
169 almochelin appears to be more important than enterobactin in the colonization of the spleen and liver
171 of gut mucus showed that CAT4 hyperexcreted enterobactin in vivo, effectively rendering the catechol
172 he small molecule iron chelator siderophore, enterobactin, in response to intracellular iron depletio
173 protein recognition and binding of modified enterobactin increase the significance of understanding
174 ia coli strains expressing various levels of enterobactin induce an enterobactin-mediated proinflamma
184 rate, showed higher affinity for both ferric enterobactin (K(d) = 30 nM) and ferric enantioenterobact
185 (III) complex of the hexadentate siderophore enterobactin (Kd approximately 0.4 +/- 0.1 microM), pref
186 ptides, resides 15 kb away from the putative enterobactin-like biosynthetic gene cluster (aebG).
189 on, synthesis, recognition, and transport of enterobactin make it perhaps the best understood of the
192 he function of CfrA, which diminished ferric enterobactin-mediated growth promotion under iron-restri
193 n assays indicated that mutants defective in enterobactin-mediated iron acquisition were unable to co
195 C-terminal decapeptide and monoglycosylated enterobactin (MGE) requires cleavage of the alpha,beta b
198 bond-forming condensation (C) domain of the enterobactin NRPS EntF was excised from the multidomain
199 ane grow normally, whereas cells that import enterobactin only to the periplasm become morphologicall
200 t IroC is not required for utilization of Fe-enterobactin or Fe-salmochelin, as had been previously s
201 n genes required for the synthesis of either enterobactin or yersiniabactin were constructed, and the
202 iation with a bacterial siderophore, such as enterobactin, or a postulated mammalian siderophore.
203 etic and transport genes lie adjacent to the enterobactin outer membrane receptor, fepA, and the util
205 These studies demonstrate that the native enterobactin platform provides a means to effectively de
206 s of K. pneumoniae isolates were identified: enterobactin positive (Ent(+)) (81%), enterobactin and y
208 ypothesized that the catecholate siderophore enterobactin, produced by Enterobacteriaceae, serves as
211 ferric complexes and the two forms of ferric enterobactin provided bond distances and disorder factor
214 pertussis was confirmed using wild-type and enterobactin receptor mutant strains in similar competit
216 the recently characterized gonococcal ferric enterobactin receptor, exhibited extremely rapid phase v
217 tibodies raised against the Escherichia coli enterobactin receptor, FepA, recognized FetA in Western
221 morphological defects, and adding exogenous enterobactin recreates these aberrations, implicating th
222 ing one or more outer membrane receptors for enterobactin-related compounds, demonstrated that the P4
223 e catecholate siderophores bacillibactin and enterobactin requires the FeuABC importer and the YusV A
224 ynthesis of tryptophan, p-aminobenzoate, and enterobactin, respectively, and are expected to share a
225 ses BesA and Fes hydrolyze bacillibactin and enterobactin, respectively, as well as the corresponding
226 additional inability of CAT40 to synthesize enterobactin resulted in a 1000-fold better colonization
227 tin deficient), and hvKP1DeltaentBDeltairp2 (enterobactin, salmochelin, and yersiniabactin deficient)
228 rast to aerobactin, the inability to produce enterobactin, salmochelin, or yersiniabactin individuall
229 lin (Amx) are linked to a monofunctionalized enterobactin scaffold via a stable poly(ethylene glycol)
231 t, is expressed inducibly at high levels and enterobactin-secreting respiratory flora is rare, sugges
232 t P43 is a critical component of the E. coli enterobactin secretion machinery and provides a rational
233 rized with the exception of the mechanism of enterobactin secretion to the extracellular environment.
234 in, enterobactin and the synthetic analogs d-enterobactin, SERGlyCAM and d-SERGlyCAM has determined t
236 showing early induction of the alcaligin and enterobactin siderophore systems, and delayed induction
237 of the mutants revealed that the lack of the enterobactin siderophore was linked to a reduced CPS exp
238 cue facilitates E. coli biosynthesis of the enterobactin siderophore, allowing E. coli growth and bi
239 ture determination of a suite of eight amphi-enterobactin siderophores composed of the cyclic lactone
240 arrying site-directed mutations of genes for enterobactin synthesis (DeltaentA::Cm; strain CAT0), fer
242 SAB11 transductants in which growth but not enterobactin synthesis was restored on media containing
243 ceptor for heme, an entB mutant defective in enterobactin synthesis, and a shuA entB double mutant ea
244 oli enzymes necessary for the final stage of enterobactin synthesis, are released by osmotic shock.
245 the chromosomal region of genes involved in enterobactin synthesis, shows strong homology to the 12-
247 Here we report the first reconstitution of enterobactin synthetase activity from pure protein compo
251 M sample of a 37 kDa fragment of the E. coli enterobactin synthetase module EntF, for which high-reso
254 ogous to EntE and EntB from Escherichia coli enterobactin synthetase; VibE activates DHB as the acyl
257 ine scaffold via glycine spacers, whereas in enterobactin the iron-binding moieties are directly atta
258 hat CueO protects E. coli cells by oxidizing enterobactin, the catechol iron siderophore of E. coli,
261 lded state, the isolated domain binds ferric enterobactin, the siderophore ligand of FepA, with an af
262 owed that the ahpC mutant secreted much less enterobactin, the siderophore that chelates and transpor
264 derestimated the affinity of FepA for ferric enterobactin: the interaction between the protein and th
265 duction of the Escherichia coli NRPS product enterobactin to map the surface of the aryl carrier prot
268 protein complex that attaches C-glycosylated enterobactins to the C-terminal serine residue of both a
270 results demonstrate that the E. coli ferric enterobactin transport machinery identifies and delivers
271 f FepA are superficially dispensable: ferric enterobactin transport occurred without them, at levels
273 E. coli K-12 derivatives defective in ferric enterobactin transport reveal that the enhanced antibact
277 erved in the distribution of porin A, ferric enterobactin transport, and strain genotypes among vacci
278 riplasmic binding protein VctP did not alter enterobactin transport, but eliminated growth stimulatio
279 hance the overall affinity or rate of ferric enterobactin transport, supporting the conclusion that t
281 the extent to which the Gram-negative ferric enterobactin uptake and processing machinery recognizes,
282 ol siderophores, including bacillibactin and enterobactin, use 2,3-DHBA as a biosynthetic subunit.
283 growth of single crystals containing ferric enterobactin using racemic crystallization, a method tha
286 Omega insertion within fetB abolished ferric enterobactin utilization without causing a loss of ferri
287 of these genes did not significantly impair enterobactin utilization, but a strain defective in both
289 d together with 2,3-dihydroxybenzoic acid or enterobactin was able to induce a Phi(cueO-lacZ) operon
291 IroN mediates utilization of the siderophore enterobactin was obtained, thereby establishing IroN as
294 n low iron conditions accumulate periplasmic enterobactin, which impairs bacterial morphology, possib
296 All the transport proteins bound ferric enterobactin with high affinity (Kd </= 100 nM) and tran
298 fied FepB also adsorbed the apo-siderophore, enterobactin, with comparable affinity (K(d) = 60 nM) bu
299 erophore NRPSs that synthesize vibriobactin, enterobactin, yersiniabactin, pyochelin, and anguibactin
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