chemistry letters€¦ · 1228 x-ray analysis of bond elongation in vo(acac) 2 at the excited state...
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Chemistry Lettershttp://www.csj.jp/journals/chem-lett/
Vol.34 No.9 CMLTAGSeptember, 2005 ISSN 0366-7022
Copyright � 2005 The Chemical Society of Japan
1206 Central Dogma for a Molecular DesignBased on DNA: DNB (Databasing/Designa-ble Nanobio) ! ENB (Engineering Nano-bio) ! FNB (Functional Nanobio)
Shu-ichi Nakano and Naoki Sugimoto
Nanobiomaterials have become of broader interest over the past few years. In this review, we demonstrate functionalbiomolecules that we have constructed based on the biophysical data on nucleotides. We propose three concepts for the de-velopment of new nanobiomaterials; DNB (Databasing or Designable Nanobio) is the process of storing the biomolecularproperties, ENB (Engineering Nanobio) is the process of conversion of the biomolecular properties to a molecular design,and FNB (Functional Nanobio) is the process of constructing functional molecules based on DNA technologies. Our approachof DNB ! ENB ! FNB can be the central dogma for a molecular design.
Highlight Review
Letter
1212 Direct Electrochemistry of HorseradishPeroxidase Immobilized on the Surface ofAu Ring/AET/Au Electrode
Li-Ping Jiang, Sheng Cai, Bo Liu, Jin-ZhongXu, Jian-Rong Zhang, and Jun-Jie Zhu
C-146 Chemistry Letters Vol.34, No.9 (2005)
Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
1214 Methods for Preparing Standard NitrateRadical (NO3) Gas to Calibrate the LIF-based Instrument for Measurements in theAtmosphere
Jun Matsumoto, Hidekazu Imai, NaohiroKosugi, and Yoshizumi Kajii
Electronic Supporting Information
1216 Fluorescence Detection of Hybrid Formationbetween Pyrrolidine-based Oxy-peptide Nu-cleic Acid and DNA
Mizuki Kitamatsu, Masanori Shigeyasu, andMasahiko Sisido
1218 Disassembling Single-walled Carbon Nano-tube Bundles by Dipole/Dipole ElectrostaticInteractions
50 nmBunshi Fugetsu, Wenhai Han, Noriaki Endo,Yuichi Kamiya, and Toshio Okuhara
1220 Facile Sythesis of Dioscin and Its Analogues
Using disogenin, D-glucopyranoseand L-rhamnopyranose asmaterials, dioscin and its twoanalogues were synthesized in afacile way.
O
O
HO
O
O
OO
OR1
R2O O
R3O
O OH
OHHO
1. R1 = O
OH
OHHO
R2 = R3 = H;
2. R2 = O
OH
OHHO
R1 = R3 = H;
3. R3 = O
OH
OHHO
R1 = R2 = H; Shujie Hou, Chuanchun Zou, Liang Zhou,Pingsheng Lei, and Dequan Yu
1222 Synthesis and Characterization of NovelIridium Complexes with Ligands of 2-Phen-ylimidazo[1,2-a]pyridine Derivatives andApplication to Organic Light-emitting Diode
Novel iridium complexes with ligands of 2-phenylimidazo[1,2-a]pyridines were prepared,and the emission maxima were found to be unusually dependent on the substituents on thephenyl ring. An OLED using the derivative was fabricated to show white emission.
NN
R1
R2
R3
R4Ir
O
O
1: R1 = R2 = R3 = R4 = H2: R1 = H, R2 = H, R3, R4 = Benzo3: R1 = H, R2 = F, R3 = H, R4 = F4: R1 = CF3, R2 = H, R3 = CF3, R4 = H
2
0
0.1
0.2
0.3
0.4
0.5
0.6
0.7
0.8
0.9
0 0.1 0.2 0.3 0.4 0.5 0.6 0.7 0.8x
y
NTSC
3Shin-ya Takizawa, Jun-ichi Nishida,Toshimitsu Tsuzuki, Shizuo Tokito, andYoshiro Yamashita
Electronic Supporting Information
Chemistry Letters Vol.34, No.9 (2005) C-147
Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
1224 Chiral Bis-phosphoramidites Based onLinked-BINOL for Rhodium-catalyzed 1,4-Addition of Arylboronic Acids to �,�-Unsat-urated Carbonyl Compounds
O PO
NMe2OP
O
Me2N
O
R1
[Rh(nbd)2]BF4/bisphosphoramiditeEt3N, dioxane–H2O (6/1), rtO
R3
Ar
OR3
R2R2R1Ar B(OH)2
up to 99.8%eeYasunori Yamamoto, Kazunori Kurihara,Noriyuki Sugishita, Kengo Oshita, DongguoPiao, and Norio Miyaura
Electronic Supporting Information
1226 Soft Template Synthesis of Highly Crystal-line Microscale Nanotubules of PbO
Highly crystalline microscale nanotubules of
PbO have been synthesized by using triblock
copolymer P123 as the soft template via a
practical electrodeposition process. The
obtained tubules show a diameter in the
range of 90−600 nm and length up to 15 µm.
Qin Zhou, Xiaoying Liu, Ling Liu, YanguangLi, Zhiyu Jiang, and Dongyuan Zhao
1228 X-ray Analysis of Bond Elongation inVO(acac)2 at the Excited State
Manabu Hoshino, Akiko Sekine, HidehiroUekusa, and Yuji Ohashi
Electronic Supporting Information
1230 Chemoselective Oxidation of Sulfides toSulfoxides Using N-t-Butyl-N-chlorocyan-amide
SR'R S
R'R
O
ACN:H2O, (1:1) NH
CNN
CN
Cl1 2 3 4rt, stirring, <1 min
Vinod Kumar and Mahabir Parshad Kaushik
1232 Gas-phase Catalytic Beckmann Rearrange-ment over Crystalline BPO4 of DehydrationAbility
The crystalline BPO4 with a P/B ratio around 1.5 was found to be an effective heterogeneouscatalyst for the gas-phase Beckmann rearrangement of cyclohexanone oxime, giving an ε-caprolactam selectivity more than 90%.
N OHNH
O
Gas-phaseBeckmann
Rearrangementat 300 °C
BPO4 (P/B >1)Solid AcidAnhydride
Hideto Tsuji and Tohru Setoyama
Electronic Supporting Information
C-148 Chemistry Letters Vol.34, No.9 (2005)
Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
1234 Ultrathin Gold Nanosheets Formed byPhotoreduction at the Ionic Liquid/WaterInterface
hν
[C4mim]PF6
microdroplets in water
Adsorbed Au(OH)4–
Tetsuro Soejima and Nobuo Kimizuka
Electronic Supporting Information
1236 Synthesis of New Green-emitting Gd2O2-CO3:Tb
3þ Fine Particles with High Lumines-cence Intensities
A new green-emitting Gd2O2CO3:16.9 atom %Tb3+ phosphor shows excellentphotoluminescence characteristics in spite that the particle size is in submicron scale.
Toshiyuki Masui, Yuhei Mayama, KazuhikoKoyabu, and Nobuhito Imanaka
1238 Reconstruction of Lepidocrocite Nanosheetsinto Anatase TiO2 by Rolling in Low Tem-perature
Molecular nanosheet Anatase TiO2 nanotube
Alcohol
313 K
101
202
002
200
[010]
103
a
c10112002
22
20 nmFumin Wang, Jinting Jiu, Lihua Pei, KeizoNakagawa, Seiji Isoda, and Motonari Adachi
Electronic Supporting Information
1240 The Light-induced Excited Spin StateTrapping Effect on Ni(dmit)2 Salt with anFe(III) Spin-crossover Cation: [Fe(qsal)2]-[Ni(dmit)2].2CH3CN
Kazuyuki Takahashi, HengBo Cui, HayaoKobayashi, Yasuaki Einaga, and Osamu Sato
1242 Excited States and Electron-transfer Mecha-nism in the Photosynthetic Reaction Centerof Rhodobactor sphaeroides: SAC-CI Theo-retical Study
10
A-branch
P+(12A)H-(12A)P+(12A)B-(12A) P*(22A) P+(12A)B-(12A)
P+(12A)H-(12A)
hν
3.93 10× 3
10.5 103
3.63 10× 3
53.0
0.52 × ×103
0
30
20
P*BH
PBH
P+B-H P+BH-P+B-HP+BH-
B-branch
kcal/mol
Jun-ya Hasegawa and Hiroshi Nakatsuji
Electronic Supporting Information
Chemistry Letters Vol.34, No.9 (2005) C-149
Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
1244 Formation and Photoelectron Spectroscopyof Nanoscale Cluster Anions of Biphenyl,(BP)n
� (n ¼ 2{100)
extrapolated to intercept [VDE(∞)]
Plot of VDEs of (BP)n− (n = 2−100)
as a function of n−1/3, together withVDE plots of bands I (n =2−60) andII (n = 60−100) of (Nph)n
−. TheVDEs for n = 7−100 are well fittedlinearly with n−1/3 and are
of 2.12 ± 0.07 eV. n−
n−
n−
Masaaki Mitsui, Yukino Matsumoto, NaotoAndo, and Atsushi Nakajima
1246 Luminescence Enhancement of RutheniumComplexes in Polymer Nanosheet by SurfacePlasmon Resonance of Metal Nanoparticle
Hiroyuki Tanaka, Masaya Mitsuishi, and TokujiMiyashita
1248 High Chiral Discrimination of 2,20-Ditelluro-bis(2-deoxy-�-cyclodextrin) in Recognitionof Dansyl-D/L-phenylalanine
This letter demonstrates the high chiral discrimination of 2,2′-ditellurobis(2-deoxy-β-cyclodextrin)(2-TeCD, 1) in recognizing dansyl-L-phenylalanine (DLP) and dansyl-D-phenylalanine (DDP). 1 isshown to be a very useful host in fluorescent sensing. It exhibits very good chiral enantioseletivitywith a ratio of KL/KD = 3.71 in a stoichiometry of 1:1 in the chiral discrimination of DPs.
Te Te
N
S
O
O
H*
N COOH
CH3H3C
2
34
6
78 9
10
11
1 DPsShu-Yan Jia, Ya-Qiong Hao, Li-Na Li, KaiChen, Yuqing Wu, Junqiu Liu, Lixin Wu, andYi-hong Ding
Electronic Supporting Information
1250 Synthesis and Gelation Properties of N,N0-Bis(3,4,5-trialkoxy)benzoylurea: Terpeneand Perfume Gels
NH
NH
O O OC12H25O
C12H25OOC12H25
OC12H25OC12H25
OC12H25
Terpene and Perfume Gels
Good Release of Volatile Components
New organogelator, N,N ′-bis(3,4,5-tridodecyloxy)benzoylurea, gelled organic liquid such asalcohol, hydrocabons, ethyl acetate, salad oil, terpenes, and essential and perfume oil at lowconcentration of gelator.
Kanji Kubo and Akira Mori
1252 Meso and Racemic Isomers of a New S-Bridged Diruthenium(II) Complex withPendant Aminoalkyl Groups
Ru
NN S
SNN
NH3+
NH3+
[RuCl2(bpy)2] Ru
NN
NN
meso
racemic
(2) Haet HCl
C2H5OH / H2O
(1) AgClO4
(∆Λ)
(∆∆/ΛΛ)
H+
H+(Haet = 2-aminoethanethiol)
Noriyuki Matsuura, Asako Igashira-Kamiyama,Tatsuya Kawamoto, and Takumi Konno
Electronic Supporting Information
C-150 Chemistry Letters Vol.34, No.9 (2005)
Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
1254 Fabrication and Characterization of ZnSHollow Nanostructures in Micelle System
With a CS2–sodium dodecyl benzene sulfonate (SDBS)–
used to investigate the properties of the as-obtained product.
ethylenediamine micelle system, ZnS hollow vessesls, tubes,
and hollow spheres of nanometer scale have been fabricated
controllably. The outer diameter of the hollow vessels and
tubes is 80–100 nm, whose length is up to several micrometer
and the thickness of the wall is 10–15 nm. The external
diameter of the hollow spheres is 30–50 nm and the thickness
of the shell is about 8–10 nm. The experimental procedure is
very simple and the production rate is very high. UV–vis
spectrum suggested the hollow nanostructures have quantum
confinement effect, and fluorescence spectroscopy was also
Lihong Dong, Ying Chu, Fuyong Yang, YangLiu, and Jinglin Liu
Electronic Supporting Information
1256 Odorant Binding to Bovine Odorant BindingProtein Detected by Intrinsic Fluorescence
Odorant binding to bovine odorant binding protein
(OBPb) made OBPb structure a little tighter and
odorant detection by intrinsic fluorescence possible.
For odorant with high affinity such as 3,7-dimethyl-
1-octanol (DMO), the binding reaction proceeded in
a two-step manner that inferred an existence of a
third binding site.
0
5
15
10F
luor
esce
nce
diffe
renc
e (%
)
0 20 40 60 80 100 120
Time (min)-5
DMO
cholesterol
Mineo Ikematsu, Daizo Takaoka, and MasashiYasuda
1258 Co–WS2 Hydrodesulfurization Catalysts: AnUnexpected More Favorable Combinationthan Co–MoS2
In sharp contrast togeneral belief, Co−WS2
is a much morefavorable combinationfor the generation ofcatalytic synergy forHDS than Co−MoS2,which has been widelyused in industry.Yasuaki Okamoto, Akira Kato, Usman, Kenji
Sato, and Takeshi Kubota
1260 A Facile Preparation of 2-Amino-1,3-selena-zoles by Reactions of N,N-UnsubstitutedSelenoureas with Chloroacetonitrile
RRN NH2
SeCl CN
-H2ORRN Se
NH2 Cl
CN
RRNN
Se
NH2 ClH2O
+
1 2 3 4
Mamoru Koketsu, Hidenori Tanaka, andHideharu Ishihara
1262 A New Straightforward and Mild Prepara-tion of Nickel(0) Nanoparticles NiCl2
Li, DTBB (cat.)
THF, rt, 15 minNi(0) nanoparticles
0
2
4
6
8
10
12
14
16
18
20
dis
trib
uti
on
(%
)
0.5
diameter (nm)
1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0
Francisco Alonso, Jose Juan Calvino, InakiOsante, and Miguel Yus
Electronic Supporting Information
Chemistry Letters Vol.34, No.9 (2005) C-151
Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
1264 Synthesis of the First Dihydroxyl Adduct ofGd@C82 Dihydroxy endohedral metallofullerene has been synthesized by the reaction of
Gd@C82 with H2O2.
(OH)2H2O2 +
Yazhou Zhang, Junfeng Xiang, JunpengZhuang, Yuliang Li, Bin Xin, Fen Liu, KeyueHou, and Yalin Tang
1266 An Efficient Method for the Preparationof Monoalkylated Sulfonamides from Unsub-stituted Sulfonamides and Alkyl Diphenyl-phosphinites by Oxidation–Reduction Con-densation Using Trimethylsilylmethyl Azide
ROH
ClPPh2
Ph2PORR1SO2NH2
Me3SiCH2N3
R1SO2NHRTHF
base
Hidenori Aoki, Kiichi Kuroda, and TeruakiMukaiyama
1268 Identification of Pyrolysis Reaction Model ofPolypropylene
t/t0.9
0.0 0.2 0.4 0.6 0.8 1.0
α
0.0
0.2
0.4
0.6
0.8
1.0
683 K688 K693 K708 K728 K733 K738 K
F2D3
F1D1
R3
P2/3R2
A2
A3 P2
A4P3
P4
Seungdo Kim, Young-Chun Kim, Young-MinKim, and Yujin Eom
1270 Low-Temperature Refluxing Synthesis ofNanosized LiMn2O4 Cathode Materials
TEM image and initial charge/discharge curve of the LiMn2O4 products at 80 °C
Nanosized spinel LiMn2O4 particles were synthesized from Na-birnessite precursor by a LiBr
about 50 nm with a fairly narrow size-distribution and the initial discharge capacity of the as-prepared spinels could reach 125 mAh g-1 after vacuum drying.
refluxing method in hexanol at temperature as low as 80 °C. The average crystallite size is
Fu Zhou, Xuemei Zhao, Huagui Zheng, TaoShen, and Chenming Tang
1272 Corallinafuran and Corallinaether, NovelToxic Compounds from Crustose CorallineRed Algae
Corallinafuran Corallinaether
1
3
51'
3'
5'
O
OHBr
Br
Br13
6
8 9a 9b
4a5a
OBr
OMeBr
Br5
Makoto Kitamura, Tomoyuki Koyama,Yoshikatsu Nakano, and Daisuke Uemura
C-152 Chemistry Letters Vol.34, No.9 (2005)
Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
1274 Fabrication of Antimony Junction Nano-wires in Anodic Alumina Membranes
Antimony junction nanowire arrays were fabricatedin the anodic alumina membranes by simp etchingprocess in phosphoric acid solution.
Liang Li, Yanhe Xiao, Youwen Yang,Guanghai Li, Yan Li, and Lide Zhang
1276 Globular Self-aggregates Formed with aUrea-functionalized Resorcinarene Deriva-tive in Chloroform
Osamu Hayashida, Shinji Matsumoto, and ItaruHamachi
Electronic Supporting Information
1278 Synthesis of Ferromagnetic CsCuCr Prus-sian Blue Analogue with a Tetragonal Struc-ture
We synthesized a CsCu[Cr(CN)6]·2.1H2O ferromagnet (Curie temperature = 65 K), which has atetragonal structure (I 4m2) due to Jahn–Teller distortion on CuII.
Cu N C
CsCr
a
bc
I 4m2
11.2
08 Å
7.345 Å
-6
-4
-2
0
2
4
6
Fou
rier
tran
sfor
m
6543210Distance / Å
EXAFSCu K-edge
Wataru Kosaka, Tohru Ishihara, HisashiYashiro, Yayoi Taniguchi, KazuhitoHashimoto, and Shin-ichi Ohkoshi
Electronic Supporting Information
1280 Cyano-bridged One-dimensional SmIII–FeIII
Molecule-based Magnet with an OrderingTemperature of 3.4K
Chunhua Ge, Hui-Zhong Kou, Zhong-Hai Ni,Yun-Bo Jiang, Li-Fang Zhang, Ai-Li Cui, andOsamu Sato
1282 Electrocatalytic Oxidation of NADH Using aNovel Modified Electrode with a RutheniumComplex Containing Phenanthroline Qui-none
N
N
O
ON
N
O
O
N N
NH
Ru2+
S
O
Au
2ClO4−
NO
S
OOH
S
O
O
O
AuAu
EDC + NHS Ru complexMPA
A ruthenium complex containing phenanthroline quinone was immobilized on a goldelectrode. This modified electrode exhibited an electrocatalytic response to the oxidationof NADH.
Keiko Yokoyama, Yoshikazu Ueda, NobuhumiNakamura, and Hiroyuki Ohno
Chemistry Letters Vol.34, No.9 (2005) C-153
Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
1284 New Organometallic Approach to SynthesizeHigh-quality CdSe Quantum Dots
High-quality CdSe quantum dots with different sizes were prepared by a new organometallicmethod. Their emission peaks can be tuned from 478 to 654 nm in PL spectra. The FWHM(full width at half maximum) of the best one is only 22 nm without any size sorting.
400 450 500 550 600 650 700
Inte
nsity
(a.
u.)
Wavelength (nm)
a b c d e f
Xiaobo Liu, Yuhan Lin, Yanming Chen, LijiaAn, Xiangling Ji, and Bingzheng Jiang
1286 Structure of Duplex Oxide Layer inPorous Alumina Studied by 27Al MAS andMQMASNMR
Takahiro Iijima, Seiichi Kato, Ryuichi Ikeda,Shinobu Ohki, Giyuu Kido, Masataka Tansho,and Tadashi Shimizu
1288 Photochemistry of Salicylideneaniline Ana-logue at Low Temperature
Asuka Ohshima, Atsuya Momotake, and TatsuoArai
1290 FTIR Studies on Selected MesoporousMetallosilicate Molecular Sieves
1800 1600 1400 1200 1000 800 600 400
1096
1093
1091
1089
1086
1084
1081
1079
1077
1075
1073
1069
1066
957
954
V-MCM-41
Cr-MCM-41
Tra
nsm
ittan
ce (
arb
unit)
Wavenumbers (cm−1)
984
988
986
982
980
978
975
972
965
960
Fe-MCM-41
Ti-MCM-41
Mo-MCM-41
990 Ce-MCM-41
Cu-MCM-41
Ni-MCM-41
Nb-MCM-41
Zr-MCM-41
Mn-MCM-41
Co-MCM-41
Sn-MCM-41
In this communication letter, the substitution of silicon by metal ionsshifts the lattice vibration band to a lower wavenumber. Compared to theSi–MCM-41, the wavenumber of the antisymmetric Si–O–Si vibrationband of M–MCM-41 sample probably increases from 1066 to 1096 cm-1
(Figure 1). These shifts should be due to the increase of the mean Si–Olength in the walls caused by the substitution of the silicon (radius 40 pm)by the larger size of substituted metal ions. The observed shifts, which alsodepend on the change in the ionic radii as on the degree of substitution, arecomparatively small. Therefore, only a low degree of substitution issuggested. Interestingly, the wavenumber shifts decrease in the seriesCr- > V- > Mo- > Ti- > Fe- > Sn- > Co- > Mn- > Zr- > Nb- > Ni- > Cu- >Ce–MCM-41, although the ionic radius of the metal ions, from Cr to Ceions is linearly decreased. At the same time, the wavenumber of the anti-symmetric Si–O–M (M-metal ions) vibration bands of M–MCM-41samples increase from 954 to 990 cm .-1
Manickam Selvaraj, Byong Hoo Kim, and TaiGyu Lee
1292 Control of Polysilane Conformation byPhotoisomerization of Pendant AzobenzeneGroups
SiSi
SiSi
SiSi
Si Si Si Si Si
SiSi
Si
Si
SiSi
Si
Si
Si Si
Si
slowly winding helix random coil
hν
∆
Hiroaki Horiuchi, Toru Fukushima, ChangliZhao, Tetsuo Okutsu, and Hiroshi Hiratsuka
C-154 Chemistry Letters Vol.34, No.9 (2005)
Copyright � 2005 The Chemical Society of Japan http://www.csj.jp/journals/chem-lett/
1294 Rhodium-catalyzed Synthesis of Indenols byRegioselective Coupling of Alkynes withOrtho-carbonylated Arylboronic Acids
dioxane/H2O (10/1)35−60 °C, 4 h
1.2 equiv. 1.0 equiv.
B(OH)2
+
R1
R2
R
O
R1
R2
[Rh(OH)(cod)]2(3−5 mol % Rh)
HOR
78–94% yield82:18–>98:2 regioselectivity
Ryo Shintani, Kazuhiro Okamoto, and TamioHayashi
Electronic Supporting Information
1296 Morphological and Phase Changes in Calci-um Oxalate Crystals Induced by SulfatedPolysaccharide Extracted from Algae Eu-cheuma striatum
The sulfated polysaccharide (SPS) isolated from marine algae can inhibit the formation of
calcium oxalate (CaOxa) urinary stones by inhibiting the growth of CaOxa crystal,
preventing the aggregation of calcium oxalate monohydrate, and induce the formation of
calcium oxalate dihydrate crystals. This result indicated that SPS may be a potential
inhibitor to CaOxa urinary stones.
Jian-Ming Ouyang and Xiu-Mei Wu
1298 Reversible Wettability Switch of Large AreaTiO2 Films
UV
darkZhiguo Zhou, Fuyou Li, Qunliang Song, TaoYi, Xiaoyuan Hou, and Chunhui Huang
Electronic Supporting Information
1300 Surface Modification of PhotoluminescentCdS Nanocrystals Inducing SpontaneousPhase Transfer Reaction
Phase transfer of the size-controlled photoluminescent CdS nanocrystals.
Blue Green
Hexane
Water Susumu Kuwabata, Keiichi Sato, ShinyaHattori, Taeko Chiba, Keiko Ueda-Sarson,Yasuhiro Tachibana, and Tsukasa Torimoto