ライフサイエンスコーパス: camphor

1 TRPA1 may underlie the analgesic effects of camphor.

2 zes the distal pocket for monooxygenation of camphor.

3 chiral auxiliary that is easily derived from camphor.

4 ed from glycinimines of benzophenone and (+)-camphor.

5 ive to its activity on the natural substrate camphor.

6 o chemotypes, dominated by either thujone or camphor.

7 lack potassium channels are not affected by camphor.

8 enes, for example linalool, 1,8-cineole, and camphor.

9 at S48C and S190C upon binding the substrate camphor.

10 epared on multigram scale from cheap racemic camphor.

11 e(III)-bound C5-OH(exo) and C5-H(endo)] from camphor.

12 m temperatures and sensory chemicals such as camphor.

13 (CYP101Fe(3+)) regioselectively hydroxylates camphor.

14 h is inconsistent with the analgesic role of camphor.

15 c solvent based DLLME method with thymol and camphor (1:1 mole ratio) as extraction solvent and aceto

16 s of 1:1 menthol:1,8-cineole (ME:EU) and 1:2 camphor:1,8-cineole (CA:EU) used at concentrations of 7.

17 mpounds of the REO were 1.8 cineole (52.2%), camphor (15.2%) and alpha-pinene (12.4%).

18 ially the same in the presence or absence of camphor (-211 +/- 10 and -210 +/- 15 mV, respectively).

19 The C357H mutant has a poorer K(m) for camphor (23 vs 2 microM) and a poorer K(d) for putidared

20 closan, galaxolide, and 4- methylbenzilidene camphor (4-MBC), were analyzed in the effluent of the ae

21 Camphor (40.6%) and fenchone (38.0%) were found as the m

22 ncluding its native hydroxylation substrate, camphor (a), and the alternate substrates, 5-methylenyl-

23 synthesized from myo-inositol and dimethyl d-camphor acetal in 14 steps.

24 l use, the underlying molecular mechanism of camphor action is not understood.

25 Camphor activated cultured primary keratinocytes but not

26 Similar camphor-activated TRPV1-like currents were observed in i

27 We found that, although camphor activates TRPV1 less effectively, camphor applic

28 nnel regions from capsaicin, as indicated by camphor activation in the presence of the competitive in

29 Camphor activation of rat TRPV1 was mediated by distinct

30 pen conformation, while crystallization with camphor alone is sufficient for closure of the channel.

31 own to activate TRPV3, and here we show that camphor also activates heterologously expressed TRPV1, r

32 med reduced P450-CAM.Pdx complex with excess camphor also led to phases with similar rates.

33 ne led to enhanced production of borneol and camphor, although growth and development were severely i

34 Consideration of the structures of (+)-camphor and (+)-alpha-pinene lead to active-site mutants

35 s co-operative binding between the substrate camphor and a potassium ion.

36 a second one with relatively high levels of camphor and a third one with high levels of 1,8-cineole,

37 ogy of foams remaining in the material after camphor and camphene molecules have been removed through

38 osition is crucial for the co-operativity of camphor and cation binding, and that the physiological r

39 y pure chiral N-H oxaziridines, derived from camphor and fenchone, are shown to act as electrophilic

40 converted to the P450 form upon addition of camphor and K(+).

41 In this study, the HDES thymol:camphor and levulinic acid:thymol were used as extractan

42 mint oil, Eucalyptus oil, Clove oil, Thymol, Camphor and Limonin against two different IAVs, namely i

43 nociceptors, the cold-sensitizing effects of camphor and menthol are additive.

44 Our results implicate camphor and mukB mutations as interfering with chromosom

45 oxidations of their respective substrates, d-camphor and mycinamicin IV.

46 icient catalytic system for the oxidation of camphor and other substrates by P450cam.

47 plastic material obtained by dissolution of camphor and polypropylene in camphene at 250 [Formula: s

48 ring the hydroxylation of (1R)-camphor (H(2)-camphor) and (1R)-5,5-dideuterocamphor (D(2)-camphor) as

49 of furfural, terpenoid-like compounds (e.g., camphor), and sesquiterpenes from cut plant material, wh

50 e, 4-methylbenzophenone, 4-methylbenzylidene camphor, and benzophenone-3 (BP-3), respectively.

51 For the molecules studied, alpha-pinene, camphor, and borneol, the accuracy of following % EE cha

52 Anethole, a chief constituent of anise, camphor, and fennel, has been shown to block both inflam

53 C in both camphor-bound oxidized (CYP-S) and camphor- and CO-bound reduced CYP101 (CYP-S-CO).

54 It also is the immediate precursor to camphor, another important determinant of aroma and medi

55 gh camphor activates TRPV1 less effectively, camphor application desensitized TRPV1 more rapidly and

56 ely, TRPV3 current sensitized after repeated camphor applications, which is inconsistent with the ana

57 Both 1,8-cineole and d-camphor are C(10) monoterpenes containing a single oxyge

58 The cold-sensitizing effects of XE991 and camphor are largest in high-threshold cold nociceptors.

59 ssium channels, we found that the effects of camphor are mediated by inhibition of Kv7.2/3 channels s

60 the M-channel blocking effects of XE991 and camphor are not sufficient to initiate cold transduction

61 o chiral monoterpene molecules, limonene and camphor, are irradiated by a circularly polarized femtos

62 camphor) and (1R)-5,5-dideuterocamphor (D(2)-camphor) as induced by cryoreduction (77 K) and annealin

63 ts the use of several new methods, including camphor auxiliary-directed asymmetric alkylation and the

64 , and the alternate substrates, 5-methylenyl-camphor (b), 5,5-difluorocamphor (c), norcamphor (d), an

65 delta-3-carene, d-limonene, gamma-terpinene, camphor, beta-citronellene, and the sesquiterpene beta-c

66 disrupt the co-operativity of potassium and camphor binding by P450cam, and also to influence the ca

67 ts had tighter (+)-alpha-pinene binding than camphor binding by the wild-type.

68 binding by cytochrome P450cam is to promote camphor binding even at the expense of turnover rate, th

69 which the reduction potential is coupled to camphor binding is not found with P420cam.

70 formation in excess camphor does not promote camphor binding or closure, suggesting resistance to con

71 in the open P450cam-O conformation and that camphor binding results in conversion to the closed P450

72 he change in internal dynamics on substrate (camphor) binding to a protein (cytochrome P450cam).

73 ecules can be present at a given time in the camphor-binding region of the active site in the case of

74 ge of 6.4 water molecules is observed in the camphor-binding site of the apo form, compared to zero w

75 adamantyl moiety in similar positions at the camphor-binding site.

76 248Val and 248Thr mutants in both the ferric camphor bound resting state and ferric-cyano adducts sho

77 he second electron of the catalytic cycle to camphor-bound CYP101[FeO2](2+) Judging by the appearance

78 ed on both the apo- (i.e., camphor-free) and camphor-bound cytochrome P450cam (CYP101).

79 h and low spin Fe(III), and high spin ferric camphor-bound enzyme.

80 Decreased fluctuations are seen in the camphor-bound form using all three techniques, dominated

81 ed mutants, both in their substrate-free and camphor-bound forms, to probe active-site heme structure

82 h coupling is observed in the spectra of the camphor-bound forms.

83 eCN modes to H(2)O/D(2)O exchange in the two camphor-bound mutants, which is apparently absent for th

84 mutants, which is apparently absent for the camphor-bound native protein, is most reasonably attribu

85 of K+ concentration by 2D-TROSY-HSQC in both camphor-bound oxidized (CYP-S) and camphor- and CO-bound

86 The single turnover of (1R)(+)-camphor-bound oxyferrous cytochrome P450-CAM with one eq

87 Here we show that oxidized Pdx induces camphor-bound P450cam to shift from the closed to the op

88 esponse in the protein that differs from the camphor-bound structure.

89 tochrome P450cam) catalyses the oxidation of camphor but has also been shown to catalyse the reductiv

90 lts in tighter binding of both potassium and camphor, but has little effect on the enzymatic activity

91 We elucidate the hydroxylation of camphor by cytochrome P450 with the use of density funct

92 ion of cytochrome b5 with the reduced CYP101-camphor-carbon monoxide complex (CYP-S-CO) perturbs many

93 ydroxylation of camphor in the first step of camphor catabolism by Pseudomonas putida.

94 xposure to an unappealing but safe additive, camphor, caused the fruit fly Drosophila melanogaster to

95 We also demonstrate that camphor causes the nucleoids to decondense in vivo and w

96 Camphor chemotypes experienced less damage overall than

97 We tested this in sagebrush with thujone and camphor chemotypes.

98 ), low enzyme concentration (1 microM), high camphor concentration (1 mM), and 5--50 mM buffer concen

99 d 30% camphor), it was possible to correlate camphor concentration with a higher rate of degradation

100 Camphor continues to serve as a versatile chiral buildin

101 of alpha-pinene, eucalyptol, S-verbenone and camphor, contributing for the green, fresh, citric, and

102 by surface free energy, is a version of the "camphor dance" observed on liquid surfaces, and should b

103 val at taxane 18 is short (15 steps from a D-camphor derivative) and notably efficient.

104 The key advance involves the use of a camphor-derived aminonitrile, which is converted to the

105 those with diene, pyridine derivatives, and camphor-derived bis-pyrazolylpyridine ligands, in relati

106 the [2.2.1] thioether moiety and the [2.2.1] camphor-derived carbocyclic moiety.

107 Camphor-derived lactams and other related chiral control

108 on for the synthesis of chromanones by novel camphor-derived N-heterocyclic carbenes is described.

109 sulfur ylides derived from readily available camphor-derived sulfonium salts for the synthesis of gly

110 The chiral, camphor-derived, [2.2.1] bicyclic sulfide 7 was employed

111 Camphor did not activate the capsaicin-insensitive chick

112 receptor neurons, and long-term feeding on a camphor diet led to reversible downregulation of TRPL pr

113 proximately 6 K) of the ternary complexes of camphor, dioxygen, and ferro-cytochrome P450cam to injec

114 However, in the presence of potassium the camphor dissociation constants of these mutants are sign

115 e absence of potassium, along with decreased camphor dissociation constants.

116 crystals of the open conformation in excess camphor does not promote camphor binding or closure, sug

117 Topically applied camphor elicits a sensation of cool, but nothing is know

118 mpounds with structures and odors similar to camphor evoked uptake in paired ventral domains not prev

119 othujone), camphane (camphene), and bornane (camphor) families.

120 Nitrogen is transferred, together with the camphor/fenchone unit, when deprotonated esters, malonat

121 phor reversed after returning the flies to a camphor-free diet long term.

122 The camphor-free structures are observed in a distinct open

123 00 ns) are performed on both the apo- (i.e., camphor-free) and camphor-bound cytochrome P450cam (CYP1

124 Removal of substrate (+)-camphor from the active site of cytochrome P450(cam) (CY

125 Linalool, Geranyl acetate, Limonene, Camphor, Geraniol, and other while leaves are rich in (E

126 ates formed during the hydroxylation of (1R)-camphor (H(2)-camphor) and (1R)-5,5-dideuterocamphor (D(

127 Camphor has recently been shown to activate TRPV3, and h

128 eukaryotic cells are sensitive to killing by camphor; however, the mechanism by which camphor kills h

129 The camphor hydroxylase cytochrome P450(cam) (CYP101) cataly

130 Local protein backbone dynamics of the camphor hydroxylase cytochrome P450(cam) (CYP101) depend

131 Comparison of the average structures of the camphor hydroxylase cytochrome P450(cam) (CYP101) obtain

132 ver assays performed using the reconstituted camphor hydroxylase system of which Pdx is the natural c

133 terminal monooxygenase in a three-component camphor-hydroxylating system from Pseudomonas putida.

134 S] ferredoxin, putidaredoxin (Pdx), from the camphor hydroxylation pathway of Pseudomonas putida have

135 evels of P450cam, more effectively supported camphor hydroxylation.

136 relaxation upon annealing to 230 K; for H(2)-camphor in D(2)O, the magnitude of the C5-OH(exo) signal

137 TRPL) cation channel was a direct target for camphor in gustatory receptor neurons, and long-term fee

138 For D(2)-camphor in H(2)O buffer, H/D exchange causes the C5-OH(e

139 91 reproduced the cold-sensitizing effect of camphor in nociceptors.

140 the reactive species in the hydroxylation of camphor in P450cam.

141 Binding of camphor in the active site modifies the free-energy land

142 CYP101) catalyzes the 5-exo hydroxylation of camphor in the first step of camphor catabolism by Pseud

143 One orientation was similar to that of camphor in the wild-type enzyme while the other was sign

144 ccupied similar positions to those found for camphor in the wild-type structure, (+)-cis-verbenol wou

145 asing the binding orientation toward that of camphor in the wild-type structure.

146 at the production of recombinant borneol and camphor in vitro, and in metabolic engineering efforts a

147 Although citronellic acid and (+/-)-camphor increased baseline activity of the nervous syste

148 The camphor-induced desensitization of TRPV1 and block of TR

149 We also found that camphor inhibited several other related TRP channels, in

150 Camphor is a naturally occurring compound that is used a

151 The camphor is held more firmly in place as indicated by a l

152 Camphor is oxidized by wild-type P450(cam) exclusively t

153 ferences of CN and celluloid (70% CN and 30% camphor), it was possible to correlate camphor concentra

154 by camphor; however, the mechanism by which camphor kills has not been elucidated.

155 opical solution of plant terpenes containing camphor, menthol, eugenol, eucalyptol, and vanillin.

156 closil B column, on which the enantiomers of camphor, menthone, piperitone and carvone oximes were fu

157 hat stabilizes the active site and decreases camphor mobility yet retains a partially open conformati

158 s attributed to angle strain in the bicyclic camphor moiety.

159 is a result of simultaneous binding of three camphor molecules in three locations around P450cam: (a)

160 In the camphor monooxygenase system from Pseudomonas putida, th

161 Pdx binding also enhances the camphor monooxygenation reaction.

162 ogical electron donors are unable to support camphor monooxygenation.

163 The camphor monoxygenase cytochrome P450cam (CYP101) require

164 structures of exo and endo deprotonation of camphor, norcamphor, and dehydronorcamphor have been loc

165 ations of the UV-filters 4-methylbenzylidene-camphor, octocrylene, and benzophenone-4 are 3.2 x 10(-4

166 id and cyclohexanol with vinegar, cheese and camphor odours were the most abundant compounds.

167 ent attachment is observed in the absence of camphor or any of the other reaction components.

168 self-propelled motion if compared with pure camphor or pure camphene or of a camphene-camphor wax.

169 or sensitivity of TRPV3 to 2-APB, but not to camphor or voltage.

170 ut with much reduced selectivity compared to camphor oxidation by the wild-type.

171 )(1) min(-)(1), which was 70% of the rate of camphor oxidation by wild-type P450(cam).

172 The mutant also exhibits a greatly decreased camphor oxidation rate, elevated uncoupling rate, and mu

173 We also found that menthol--like camphor--potently inhibits Kv7.2/3 channels.

174 Hydroxylation of H(2)-camphor produced a primary product state in which 5-exo-

175 eering efforts aimed at lowering borneol and camphor production in plants.

176 ion of the G248E (but not G248D) mutant with camphor, putidaredoxin, putidaredoxin reductase, and NAD

177 i) and a vicinal amino alkoxide derived from camphor (R*OLi) in THF/pentane afford an asymmetric (RCC

178 d to maximise metabolite extraction: menthol/camphor ratio (1.5:1), liquid/solid ratio (100:1, volume

179 In contrast, camphor reduces potassium outward currents in cultured s

180 ruit fly Drosophila melanogaster to decrease camphor rejection.

181 crcB, which when present in high copy confer camphor resistance on a cell and suppress mutations in t

182 Unlike chromosomal camphor resistant mutants, high copy number crcA, cspE a

183 common substrates, androstenedione (AD) and camphor, respectively.

184 abolished 2-APB activation without affecting camphor responses.

185 show that exposure of isolated nucleoids to camphor results in unfolding of the chromosome.

186 e in TRPL levels and increased acceptance of camphor reversed after returning the flies to a camphor-

187 Data obtained and presented for camphor, ruthenium metal complexes, the peptide gramicid

188 We found that camphor sensitizes a subpopulation of menthol-sensitive

189 MD) in the presence and absence of substrate camphor shows structural displacements resulting from th

190 chirality within the sultam ring and not the camphor skeletal core.

191 eveloped a novel method to functionalize the camphor skeleton at C8 using an intramolecular hydrogen

192 fter binding homochiral 1 R-( -) or 1 S-( +) camphor sulfonate ( R-CSA or S-CSA), guest-to-host chira

193 between the two enantiomers of chiral guest camphor sulfonate.

194 The second route is characterized by a camphor sulfonic acid mediated isomerization of a beta-h

195 ions, the chiral sulfur ylides (derived from camphor sulfonic acid) with different aryl groups were r

196 red using HCl, KCl, KNO 3, Ni(NO 3) 2, LiCl, camphor sulfonic acid, and K 3Fe(CN) 6 ionic solutions.

197 -alpha-Pinene is structurally related to (+)-camphor, the natural substrate of the heme monooxygenase

198 grooming) from pen mates, but when they wore camphor, the normal social greeting ceremony was curtail

199 As is the case for camphor, the P450cam exhibits stereoselectivity for bind

200 ole, which is structurally very similar to d-camphor, the substrate for the most thoroughly investiga

201 With excess camphor, three successive species were observed after ge

202 d-P450cam fusion protein efficiently oxidize camphor to 5-exo-hydroxycamphor and 5-oxocamphor.

203 A1) that catalyzes the same hydroxylation of camphor to 5-exo-hydroxycamphor is CYP101D1.

204 c reaction involving conversion of substrate camphor to 5-exo-hydroxycamphor.

205 sition of hemoglobin and (ii) the binding of camphor to cytochrome P450.

206 of a thioesterase from Cinnamomum camphora (camphor) to alter alkane Cn and expression of the branch

207 ts in increased high-spin haem fractions and camphor turnover activities in the absence of potassium,

208 ed compared with the wild-type, although the camphor turnover activities remain marginally higher.

209 We report here that camphor unfolds the nucleoid of Escherichia coli and tha

210 resonance of the 8-CH3 group of CYP101-bound camphor upon addition of cytochrome b5, a phenomenon als

211 When D(2)-camphor was hydroxylated under the same condition in H(2

212 uterated competitive tighter binding ligand, camphor, was used to displace the adamantane-bound speci

213 re camphor or pure camphene or of a camphene-camphor wax.

214 The natural compound camphor, which modulates sensations of warmth in humans,

215 ed in reduced production of ( +)-borneol and camphor without compromising plant growth and developmen