Tomoyo Kato - Academia.edu (original) (raw)

Papers by Tomoyo Kato

Research paper thumbnail of Geranial: the alarm pheromone in the nymphal stage of the oribatid mite, Nothrus palustris

Journal of Chemical Ecology, 2002

The presence of an alarm pheromone was demonstrated in the deutonymphal stage of the oribatid mit... more The presence of an alarm pheromone was demonstrated in the deutonymphal stage of the oribatid mite, Nothruspalustris (C. L. Koch). The active principle was identified as 3,7-dimethyl-(E)-2,6-octadienal, geranial, and was shown to be active at doses of 10-100 ng. This is the first such pheromone identified in oribatid mites.

Research paper thumbnail of Figure 3, Structure of ML340

Research paper thumbnail of Figure 2, Inhibition of Gli-Sufu-KO LIGHT reporter by HPI-1 and GDC-0449

Research paper thumbnail of Table 5, Summary of Gli-antagonist (Sufu-KO-LIGHT) HTS Performance

Research paper thumbnail of Table 3, Calculated Properties for ML340 (CID 6020222)

Research paper thumbnail of Table 4, Probe and Analog Submissions to MLSMR (BioFocus DPI) for Gli-Sufu Antagonist ML340

Research paper thumbnail of ChemInform Abstract: An Efficient Synthesis of Racemic Necine Bases from a Common Intermediate

Research paper thumbnail of ChemInform Abstract: An Improved Synthesis of (.+-.)-Otonecine and a Synthesis of a 12- Membered Otonecine Diester

ChemInform

An Improved Synthesis of (±)-Otonecine and a Synthesis of a 12-Membered Otonecine Diester.-Otonec... more An Improved Synthesis of (±)-Otonecine and a Synthesis of a 12-Membered Otonecine Diester.-Otonecine (VII) (overall yield 30%) is regioselectively coupled with (VIII) under Keck's conditions, followed by lactonization of (IX) to give the title ester (X).-(NIWA, H.; SAKATA, T.;

Research paper thumbnail of Chemical Ecology of Mesostigmatid Mites. : I Identification of Hydroxymethylnaphthoquinones from Uroactinia hirschmanni HIRAMATSU (Mesostigmata: Uropodidae)

Applied Entomology and Zoology

Research paper thumbnail of Chemical Ecology of Astigmatid Mites XLIV Identification of (Z, Z, Z)-5, 9, 12-Octadecatrienoic Acid and (Z, Z)-5, 9-Octadecadienoic Acid as Possible Biosynthetic Precursors of New Hydrocarbons (Z, Z, Z)-4, 8, 11-Heptadecatriene and (Z, Z)-4, 8-Heptadecadiene Found in the Astigmatid Mite, Tortoni...

Chemical Ecology of Astigmatid Mites XLIV Identification of (Z, Z, Z)-5, 9, 12-Octadecatrienoic Acid and (Z, Z)-5, 9-Octadecadienoic Acid as Possible Biosynthetic Precursors of New Hydrocarbons (Z, Z, Z)-4, 8, 11-Heptadecatriene and (Z, Z)-4, 8-Heptadecadiene Found in the Astigmatid Mite, Tortoni...

Applied Entomology and Zoology

Research paper thumbnail of Chemical Ecology of Astigmatid Mites. : XLVI Neryl Formate, the Alarm Pheromone of Rhizoglyphus setosus MANSON (Acarina: Acaridae) and the Common Pheromone Component among Four Rhizoglyphus Mites

Applied Entomology and Zoology

Research paper thumbnail of Chemical Ecology of Oribatid Mites. I. Oil Gland Components of Hydronothrus crispus Aoki

Journal of the Acarological Society of Japan, 1995

Research paper thumbnail of Chemical ecology of oribatid mites III. Chemical composition of oil gland exudates from two oribatid mites, Trhypochthoniellus sp. and Trhypochthonius japonicus (Acari: Trhypochthoniidae)

Experimental & applied acarology, 2003

The composition of oil gland exudates from two oribatid mites, Trhypochthoniellus sp. and Trhypoc... more The composition of oil gland exudates from two oribatid mites, Trhypochthoniellus sp. and Trhypochthonius japonicus, was studied with reference to the related species Trhypochthoniellus crassus. Trhypochthoniellus sp. contained a mixture of seven compounds; (Z,Z)-6,9-heptadecadiene, geranial, 3-hydroxybenzene-1,2-dicarbaldehyde (gamma-acaridial), neryl formate, neral, (Z)-8-heptadecene and geranyl formate in decreasing order of abundance. The profile of the components from T. japonicus consisted of two types depending on the locality of sampling with unknown reason; one possessing a mixture of eight compounds [(Z,E)-farnesal, gamma-acaridial, (Z,Z)-6,9-heptadecadiene, (E,E)-farnesal, (Z)-8-heptadecene and geranial in decreasing order] together with two unknown compounds, and the other composed of the same set of compounds together with 2-hydroxy-6-methylbenzaldehyde as the most abundant component. Relative abundance among common components was consistent between the two types of T. ...

Research paper thumbnail of Geranial: the alarm pheromone in the nymphal stage of the oribatid mite, Nothrus palustris

Journal of chemical ecology, 2002

The presence of an alarm pheromone was demonstrated in the deutonymphal stage of the oribatid mit... more The presence of an alarm pheromone was demonstrated in the deutonymphal stage of the oribatid mite, Nothruspalustris (C. L. Koch). The active principle was identified as 3,7-dimethyl-(E)-2,6-octadienal, geranial, and was shown to be active at doses of 10-100 ng. This is the first such pheromone identified in oribatid mites.

Research paper thumbnail of Chemical Ecology of Astigmatid Mites LIX Neral, the Alarm Pheromone of Schwiebea elongata (Banks) (Acari: Acaridae)

Journal of the Acarological Society of Japan, 2001

Research paper thumbnail of Male-specific EAD active compounds produced by female European chafer Rhizotrogus majalis (Razoumowsky)

Journal of chemical ecology, 2003

Chemical investigation of a female balloon-like organ of the European chafer, Rhizotrogus majalis... more Chemical investigation of a female balloon-like organ of the European chafer, Rhizotrogus majalis (Razoumowsky), with GC-EAD has resulted in the identification of female-specific compounds, (R)-3- hydroxybutan-2-one, (2R,3R)-2,3-butanediol, and meso-2,3-butanediol that are specifically EAD-active with male antennae. No behavioral role for any of the EAD active compounds could be discerned with this species.

Research paper thumbnail of Fluorescent Kabiramides:  New Probes to Quantify Actin in Vitro and in Vivo

Bioconjugate Chemistry, 2005

Research paper thumbnail of Optical lock-in detection imaging microscopy for contrast-enhanced imaging in living cells

Proceedings of the National Academy of Sciences, 2008

One of the limitations on imaging fluorescent proteins within living cells is that they are usual... more One of the limitations on imaging fluorescent proteins within living cells is that they are usually present in small numbers and need to be detected over a large background. We have developed the means to isolate specific fluorescence signals from background by using lock-in detection of the modulated fluorescence of a class of optical probe termed “optical switches.” This optical lock-in detection (OLID) approach involves modulating the fluorescence emission of the probe through deterministic, optical control of its fluorescent and nonfluorescent states, and subsequently applying a lock-in detection method to isolate the modulated signal of interest from nonmodulated background signals. Cross-correlation analysis provides a measure of correlation between the total fluorescence emission within single pixels of an image detected over several cycles of optical switching and a reference waveform detected within the same image over the same switching cycles. This approach to imaging pro...

Research paper thumbnail of Optical switching of dipolar interactions on proteins

Proceedings of the National Academy of Sciences, 2005

This work shows that optical switching between the spiro (SP) and merocyanine (MC) states of diff... more This work shows that optical switching between the spiro (SP) and merocyanine (MC) states of different photochromes specifically labeled to G-actin can be used to rapidly and reversibly modulate specific dipolar interactions within the conjugate. Members of a common spirobenzopyran photochrome and a related spironaphthoxazine that differ only in the locations of their alkylating groups were selectively labeled to Cys-374 on G-actin. The nature of MC and SP interactions within G-actin was investigated by using optical spectroscopy. The average absorption energy of the highly polarized MC is sensitive to interactions with polar groups on solvents and G-actin; the average absorption energy of the corresponding SP state was found to be relatively constant, consistent with its lower dipole moment compared with MC (5 and 20 D, respectively). Alternate excitation of spirobenzopyran G-actin conjugates with 365 and 546 nm leads to rapid transitions from the SP to MC states and MC to SP states, respectively; optical switching within spirobenzopyran-G-actin occurs with high fidelity and the recovery of specific dipolar interactions between the protein and the MC and SP states. The difference in the free energy for specific dipolar interactions between different MC states within G-actin (6 kcal͞mol) is similar to that found for complexes of G-actin and its regulatory proteins. We propose, therefore, that optical switching between SP and MC within an appropriately labeled conjugate could be used to inhibit a functional interaction with a ligand in the MC, but not the SP, state. protein engineering

Research paper thumbnail of Reactivity of Mitsunobu Reagent toward Carbonyl Compounds

Organic Letters, 2005

The sentence should read "However, there have been a few reports on the construction of an all-ca... more The sentence should read "However, there have been a few reports on the construction of an all-carbon-substituted chiral quaternary carbon center on an allyl substrate using Pd-catalyzed allylic alkylation", and the following papers should be added as references:

Research paper thumbnail of Geranial: the alarm pheromone in the nymphal stage of the oribatid mite, Nothrus palustris

Journal of Chemical Ecology, 2002

The presence of an alarm pheromone was demonstrated in the deutonymphal stage of the oribatid mit... more The presence of an alarm pheromone was demonstrated in the deutonymphal stage of the oribatid mite, Nothruspalustris (C. L. Koch). The active principle was identified as 3,7-dimethyl-(E)-2,6-octadienal, geranial, and was shown to be active at doses of 10-100 ng. This is the first such pheromone identified in oribatid mites.

Research paper thumbnail of Figure 3, Structure of ML340

Research paper thumbnail of Figure 2, Inhibition of Gli-Sufu-KO LIGHT reporter by HPI-1 and GDC-0449

Research paper thumbnail of Table 5, Summary of Gli-antagonist (Sufu-KO-LIGHT) HTS Performance

Research paper thumbnail of Table 3, Calculated Properties for ML340 (CID 6020222)

Research paper thumbnail of Table 4, Probe and Analog Submissions to MLSMR (BioFocus DPI) for Gli-Sufu Antagonist ML340

Research paper thumbnail of ChemInform Abstract: An Efficient Synthesis of Racemic Necine Bases from a Common Intermediate

Research paper thumbnail of ChemInform Abstract: An Improved Synthesis of (.+-.)-Otonecine and a Synthesis of a 12- Membered Otonecine Diester

ChemInform

An Improved Synthesis of (±)-Otonecine and a Synthesis of a 12-Membered Otonecine Diester.-Otonec... more An Improved Synthesis of (±)-Otonecine and a Synthesis of a 12-Membered Otonecine Diester.-Otonecine (VII) (overall yield 30%) is regioselectively coupled with (VIII) under Keck's conditions, followed by lactonization of (IX) to give the title ester (X).-(NIWA, H.; SAKATA, T.;

Research paper thumbnail of Chemical Ecology of Mesostigmatid Mites. : I Identification of Hydroxymethylnaphthoquinones from Uroactinia hirschmanni HIRAMATSU (Mesostigmata: Uropodidae)

Applied Entomology and Zoology

Research paper thumbnail of Chemical Ecology of Astigmatid Mites XLIV Identification of (Z, Z, Z)-5, 9, 12-Octadecatrienoic Acid and (Z, Z)-5, 9-Octadecadienoic Acid as Possible Biosynthetic Precursors of New Hydrocarbons (Z, Z, Z)-4, 8, 11-Heptadecatriene and (Z, Z)-4, 8-Heptadecadiene Found in the Astigmatid Mite, Tortoni...

Chemical Ecology of Astigmatid Mites XLIV Identification of (Z, Z, Z)-5, 9, 12-Octadecatrienoic Acid and (Z, Z)-5, 9-Octadecadienoic Acid as Possible Biosynthetic Precursors of New Hydrocarbons (Z, Z, Z)-4, 8, 11-Heptadecatriene and (Z, Z)-4, 8-Heptadecadiene Found in the Astigmatid Mite, Tortoni...

Applied Entomology and Zoology

Research paper thumbnail of Chemical Ecology of Astigmatid Mites. : XLVI Neryl Formate, the Alarm Pheromone of Rhizoglyphus setosus MANSON (Acarina: Acaridae) and the Common Pheromone Component among Four Rhizoglyphus Mites

Applied Entomology and Zoology

Research paper thumbnail of Chemical Ecology of Oribatid Mites. I. Oil Gland Components of Hydronothrus crispus Aoki

Journal of the Acarological Society of Japan, 1995

Research paper thumbnail of Chemical ecology of oribatid mites III. Chemical composition of oil gland exudates from two oribatid mites, Trhypochthoniellus sp. and Trhypochthonius japonicus (Acari: Trhypochthoniidae)

Experimental & applied acarology, 2003

The composition of oil gland exudates from two oribatid mites, Trhypochthoniellus sp. and Trhypoc... more The composition of oil gland exudates from two oribatid mites, Trhypochthoniellus sp. and Trhypochthonius japonicus, was studied with reference to the related species Trhypochthoniellus crassus. Trhypochthoniellus sp. contained a mixture of seven compounds; (Z,Z)-6,9-heptadecadiene, geranial, 3-hydroxybenzene-1,2-dicarbaldehyde (gamma-acaridial), neryl formate, neral, (Z)-8-heptadecene and geranyl formate in decreasing order of abundance. The profile of the components from T. japonicus consisted of two types depending on the locality of sampling with unknown reason; one possessing a mixture of eight compounds [(Z,E)-farnesal, gamma-acaridial, (Z,Z)-6,9-heptadecadiene, (E,E)-farnesal, (Z)-8-heptadecene and geranial in decreasing order] together with two unknown compounds, and the other composed of the same set of compounds together with 2-hydroxy-6-methylbenzaldehyde as the most abundant component. Relative abundance among common components was consistent between the two types of T. ...

Research paper thumbnail of Geranial: the alarm pheromone in the nymphal stage of the oribatid mite, Nothrus palustris

Journal of chemical ecology, 2002

The presence of an alarm pheromone was demonstrated in the deutonymphal stage of the oribatid mit... more The presence of an alarm pheromone was demonstrated in the deutonymphal stage of the oribatid mite, Nothruspalustris (C. L. Koch). The active principle was identified as 3,7-dimethyl-(E)-2,6-octadienal, geranial, and was shown to be active at doses of 10-100 ng. This is the first such pheromone identified in oribatid mites.

Research paper thumbnail of Chemical Ecology of Astigmatid Mites LIX Neral, the Alarm Pheromone of Schwiebea elongata (Banks) (Acari: Acaridae)

Journal of the Acarological Society of Japan, 2001

Research paper thumbnail of Male-specific EAD active compounds produced by female European chafer Rhizotrogus majalis (Razoumowsky)

Journal of chemical ecology, 2003

Chemical investigation of a female balloon-like organ of the European chafer, Rhizotrogus majalis... more Chemical investigation of a female balloon-like organ of the European chafer, Rhizotrogus majalis (Razoumowsky), with GC-EAD has resulted in the identification of female-specific compounds, (R)-3- hydroxybutan-2-one, (2R,3R)-2,3-butanediol, and meso-2,3-butanediol that are specifically EAD-active with male antennae. No behavioral role for any of the EAD active compounds could be discerned with this species.

Research paper thumbnail of Fluorescent Kabiramides:  New Probes to Quantify Actin in Vitro and in Vivo

Bioconjugate Chemistry, 2005

Research paper thumbnail of Optical lock-in detection imaging microscopy for contrast-enhanced imaging in living cells

Proceedings of the National Academy of Sciences, 2008

One of the limitations on imaging fluorescent proteins within living cells is that they are usual... more One of the limitations on imaging fluorescent proteins within living cells is that they are usually present in small numbers and need to be detected over a large background. We have developed the means to isolate specific fluorescence signals from background by using lock-in detection of the modulated fluorescence of a class of optical probe termed “optical switches.” This optical lock-in detection (OLID) approach involves modulating the fluorescence emission of the probe through deterministic, optical control of its fluorescent and nonfluorescent states, and subsequently applying a lock-in detection method to isolate the modulated signal of interest from nonmodulated background signals. Cross-correlation analysis provides a measure of correlation between the total fluorescence emission within single pixels of an image detected over several cycles of optical switching and a reference waveform detected within the same image over the same switching cycles. This approach to imaging pro...

Research paper thumbnail of Optical switching of dipolar interactions on proteins

Proceedings of the National Academy of Sciences, 2005

This work shows that optical switching between the spiro (SP) and merocyanine (MC) states of diff... more This work shows that optical switching between the spiro (SP) and merocyanine (MC) states of different photochromes specifically labeled to G-actin can be used to rapidly and reversibly modulate specific dipolar interactions within the conjugate. Members of a common spirobenzopyran photochrome and a related spironaphthoxazine that differ only in the locations of their alkylating groups were selectively labeled to Cys-374 on G-actin. The nature of MC and SP interactions within G-actin was investigated by using optical spectroscopy. The average absorption energy of the highly polarized MC is sensitive to interactions with polar groups on solvents and G-actin; the average absorption energy of the corresponding SP state was found to be relatively constant, consistent with its lower dipole moment compared with MC (5 and 20 D, respectively). Alternate excitation of spirobenzopyran G-actin conjugates with 365 and 546 nm leads to rapid transitions from the SP to MC states and MC to SP states, respectively; optical switching within spirobenzopyran-G-actin occurs with high fidelity and the recovery of specific dipolar interactions between the protein and the MC and SP states. The difference in the free energy for specific dipolar interactions between different MC states within G-actin (6 kcal͞mol) is similar to that found for complexes of G-actin and its regulatory proteins. We propose, therefore, that optical switching between SP and MC within an appropriately labeled conjugate could be used to inhibit a functional interaction with a ligand in the MC, but not the SP, state. protein engineering

Research paper thumbnail of Reactivity of Mitsunobu Reagent toward Carbonyl Compounds

Organic Letters, 2005

The sentence should read "However, there have been a few reports on the construction of an all-ca... more The sentence should read "However, there have been a few reports on the construction of an all-carbon-substituted chiral quaternary carbon center on an allyl substrate using Pd-catalyzed allylic alkylation", and the following papers should be added as references: