ライフサイエンスコーパス: camphor

1 zes the distal pocket for monooxygenation of camphor.

2 chiral auxiliary that is easily derived from camphor.

3 o chemotypes, dominated by either thujone or camphor.

4 ive to its activity on the natural substrate camphor.

5 lack potassium channels are not affected by camphor.

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

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

8 at S48C and S190C upon binding the substrate camphor.

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

10 m temperatures and sensory chemicals such as camphor.

11 m temperatures and sensory chemicals such as camphor.

12 h is inconsistent with the analgesic role of camphor.

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

14 TRPA1 may underlie the analgesic effects of camphor.

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

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

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

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

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

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

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

22 Camphor activated cultured primary keratinocytes but not

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

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

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

26 Camphor activation of rat TRPV1 was mediated by distinct

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

65 248Val and 248Thr mutants in both the ferric camphor bound resting state and ferric-cyano adducts sho

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

89 Camphor-derived lactams and other related chiral control

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

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

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

93 Camphor did not activate the capsaicin-insensitive chick

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

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

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

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

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

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

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

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

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

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

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

105 00 ns) are performed on both the apo- (i.e., camphor-free) and camphor-bound cytochrome P450cam (CYP1

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

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

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

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

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

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

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

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

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

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

116 evels of P450cam, more effectively supported camphor hydroxylation.

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

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

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

120 91 reproduced the cold-sensitizing effect of camphor in nociceptors.

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

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

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

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

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

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

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

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

129 Camphor is a naturally occurring compound that is used a

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

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

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

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

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

135 In the camphor monooxygenase system from Pseudomonas putida, th

136 Pdx binding also enhances the camphor monooxygenation reaction.

137 ogical electron donors are unable to support camphor monooxygenation.

138 The camphor monoxygenase cytochrome P450cam (CYP101) require

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

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

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

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

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

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

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

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

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

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

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

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

151 ruit fly Drosophila melanogaster to decrease camphor rejection.

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

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

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

155 abolished 2-APB activation without affecting camphor responses.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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