Search

Your search keyword '"Sando, Shinsuke"' showing total 522 results
Start Over Author "Sando, Shinsuke"
522 results on '"Sando, Shinsuke"'

3. Amide-to-ester substitution as a stable alternative to N-methylation for increasing membrane permeability in cyclic peptides.

Author

Hosono, Yuki, Uchida, Satoshi, Shinkai, Moe, Townsend, Chad, Kelly, Colin, Naylor, Matthew, Lee, Hsiau-Wei, Kanamitsu, Kayoko, Ishii, Mayumi, Ueki, Ryosuke, Ueda, Takumi, Takeuchi, Koh, Sugita, Masatake, Akiyama, Yutaka, Lokey, Scott, Morimoto, Jumpei, and Sando, Shinsuke

Subjects
Peptides, Cyclic, Amides, Methylation, Esters, Cell Membrane Permeability, Peptides, Permeability
Abstract

Naturally occurring peptides with high membrane permeability often have ester bonds on their backbones. However, the impact of amide-to-ester substitutions on the membrane permeability of peptides has not been directly evaluated. Here we report the effect of amide-to-ester substitutions on the membrane permeability and conformational ensemble of cyclic peptides related to membrane permeation. Amide-to-ester substitutions are shown to improve the membrane permeability of dipeptides and a model cyclic hexapeptide. NMR-based conformational analysis and enhanced sampling molecular dynamics simulations suggest that the conformational transition of the cyclic hexapeptide upon membrane permeation is differently influenced by an amide-to-ester substitution and an amide N-methylation. The effect of amide-to-ester substitution on membrane permeability of other cyclic hexapeptides, cyclic octapeptides, and a cyclic nonapeptide is also investigated to examine the scope of the substitution. Appropriate utilization of amide-to-ester substitution based on our results will facilitate the development of membrane-permeable peptides.

Published
2023

5. In vivo detection of γ-glutamyl-transferase up-regulation in glioma using hyperpolarized γ-glutamyl-[1-13C]glycine.

Author

Batsios, Georgios, Najac, Chloé, Cao, Peng, Viswanath, Pavithra, Subramani, Elavarasan, Saito, Yutaro, Gillespie, Anne Marie, Yoshihara, Hikari AI, Larson, Peder, Sando, Shinsuke, and Ronen, Sabrina M

Subjects
Brain, Cell Line, Tumor, Animals, Humans, Rats, Glioblastoma, Carbon Isotopes, gamma-Glutamyltransferase, Dipeptides, Molecular Probes, Magnetic Resonance Imaging, Feasibility Studies, Xenograft Model Antitumor Assays, Gene Expression Regulation, Neoplastic, Up-Regulation, Male, Molecular Imaging, Cell Line, Tumor, Gene Expression Regulation, Neoplastic
Abstract

Glutathione (GSH) is often upregulated in cancer, where it serves to mitigate oxidative stress. γ-glutamyl-transferase (GGT) is a key enzyme in GSH homeostasis, and compared to normal brain its expression is elevated in tumors, including in primary glioblastoma. GGT is therefore an attractive imaging target for detection of glioblastoma. The goal of our study was to assess the value of hyperpolarized (HP) γ-glutamyl-[1-13C]glycine for non-invasive imaging of glioblastoma. Nude rats bearing orthotopic U87 glioblastoma and healthy controls were investigated. Imaging was performed by injecting HP γ-glutamyl-[1-13C]glycine and acquiring dynamic 13C data on a preclinical 3T MR scanner. The signal-to-noise (SNR) ratios of γ-glutamyl-[1-13C]glycine and its product [1-13C]glycine were evaluated. Comparison of control and tumor-bearing rats showed no difference in γ-glutamyl-[1-13C]glycine SNR, pointing to similar delivery to tumor and normal brain. In contrast, [1-13C]glycine SNR was significantly higher in tumor-bearing rats compared to controls, and in tumor regions compared to normal-appearing brain. Importantly, higher [1-13C]glycine was associated with higher GGT expression and higher GSH levels in tumor tissue compared to normal brain. Collectively, this study demonstrates, to our knowledge for the first time, the feasibility of using HP γ-glutamyl-[1-13C]glycine to monitor GGT expression in the brain and thus to detect glioblastoma.

Published
2020

8. Oxidation-guided and collision-induced linearization assists de novo sequencing of thioether macrocyclic peptides.

Author

Hayashi, Ayaka, Goto, Yuki, Saito, Yutaro, Suga, Hiroaki, Morimoto, Jumpei, and Sando, Shinsuke

Subjects
AMINO acid sequence, PEPTIDES, OXIDATION
Abstract

Oxidation of a thioether linkage in thioether-closed macrocyclic peptides led to collision-induced site-selective linearization of the peptides. This method has allowed for de novo sequencing of thioether macrocyclic peptides. The utility of the sequencing method was demonstrated by identifying the correct peptide sequences from a virtually randomized thioether macrocyclic peptide library. [ABSTRACT FROM AUTHOR]

Published
2024
Full Text
View/download PDF

12. Comprehensive Application of XFEL Microcrystallography for Challenging Targets in Various Organic Compounds

Author

Takaba, Kiyofumi, primary, Maki-Yonekura, Saori, additional, Inoue, Ichiro, additional, Tono, Kensuke, additional, Fukuda, Yasuhiro, additional, Shiratori, Yota, additional, Peng, Yiying, additional, Morimoto, Jumpei, additional, Inoue, Satoru, additional, Higashino, Toshiki, additional, Sando, Shinsuke, additional, Hasegawa, Tatsuo, additional, Yabashi, Makina, additional, and Yonekura, Koji, additional

Published
2024
Full Text
View/download PDF

16. Hypoxia activates SREBP2 through Golgi disassembly in bone marrow‐derived monocytes for enhanced tumor growth

Author

Nakahara, Ryuichi, primary, Aki, Sho, additional, Sugaya, Maki, additional, Hirose, Haruka, additional, Kato, Miki, additional, Maeda, Keisuke, additional, Sakamoto, Daichi M, additional, Kojima, Yasuhiro, additional, Nishida, Miyuki, additional, Ando, Ritsuko, additional, Muramatsu, Masashi, additional, Pan, Melvin, additional, Tsuchida, Rika, additional, Matsumura, Yoshihiro, additional, Yanai, Hideyuki, additional, Takano, Hiroshi, additional, Yao, Ryoji, additional, Sando, Shinsuke, additional, Shibuya, Masabumi, additional, Sakai, Juro, additional, Kodama, Tatsuhiko, additional, Kidoya, Hiroyasu, additional, Shimamura, Teppei, additional, and Osawa, Tsuyoshi, additional

Published
2023
Full Text
View/download PDF

20. Bottom-up design of peptide nanoshapes in water using oligomers of N-methyl-L/D-alanine

Author

Morimoto, Jumpei, primary, Shiratori, Yota, additional, Yokomine, Marin, additional, Ueda, Takumi, additional, Nakamuro, Takayuki, additional, Takaba, Kiyofumi, additional, Maki-Yonekura, Saori, additional, Umezawa, Koji, additional, Miyanishi, Koichiro, additional, Fukuda, Yasuhiro, additional, Watanabe, Takumu, additional, Mizukami, Wataru, additional, Takeuchi, Koh, additional, Yonekura, Koji, additional, Nakamura, Eiichi, additional, and Sando, Shinsuke, additional

Published
2023
Full Text
View/download PDF

24. Whole-body and whole-organ 3D imaging of hypoxia using activatable covalent fluorescent probe compatible with tissue clearing

Author

Sakamoto, Daichi M., primary, Tamura, Iori, additional, Yi, Bo, additional, Hasegawa, Sho, additional, Saito, Yutaro, additional, Yamada, Naoki, additional, Takakusagi, Yoichi, additional, Kubota, Shimpei I., additional, Harada, Hiroshi, additional, Hanaoka, Kenjiro, additional, Taki, Masayasu, additional, Nangaku, Masaomi, additional, Tainaka, Kazuki, additional, and Sando, Shinsuke, additional

Published
2023
Full Text
View/download PDF

32. Structure-guided design enables development of a hyperpolarized molecular probe for detection of aminopeptidase N activity in vivo

Author

Saito, Yutaro, Yatabe, Hiroyuki, Tamura, Iori, Kondo, Yohei, Ishida, Ryo, Seki, Tomohiro, Hiraga, Keita, Eguchi, Akihiro, Takakusagi, Yoichi, Saito, Keisuke, Oshima, Nobu, Ishikita, Hiroshi, Yamamoto, Kazutoshi, C. Krishna, Murali, Sando, Shinsuke, and Yoichi, Takakusagi

Abstract

Dynamic nuclear polarization (DNP) is a cutting-edge technique that dramatically enhances the detection sensitivity of molecules using nuclear magnetic resonance imaging (NMR/MRI). This methodology enables real-time imaging of dynamic metabolic status in vivo using MRI. To expand the targetable metabolic reactions, there is a demand for developing exogenous, i.e., artificially designed, DNP-NMR molecular probes; however, complying with the requirements of practical DNP-NMR molecular probes is challenging due to the lack of established design guidelines. Herein, we report Ala-[1-13C]Gly-d2-NMe2 as a DNP-NMR molecular probe for in vivo detection of aminopeptidase N (APN) activity. We developed this probe rationally through precise structural investigation, calculation, biochemical assessment, and advanced molecular design to achieve rapid and detectable responses to enzyme activity in vivo. With the fabricated probe, we successfully detected enzymatic activity in vivo. This report presents a comprehensive approach for the development of artificially derived, practical DNP-NMR molecular probes through structure-guided molecular design.

Published
2022

34. Structure-guided design enables development of a hyperpolarized molecular probe for the detection of aminopeptidase N activity in vivo

Author

Saito, Yutaro, primary, Yatabe, Hiroyuki, additional, Tamura, Iori, additional, Kondo, Yohei, additional, Ishida, Ryo, additional, Seki, Tomohiro, additional, Hiraga, Keita, additional, Eguchi, Akihiro, additional, Takakusagi, Yoichi, additional, Saito, Keisuke, additional, Oshima, Nobu, additional, Ishikita, Hiroshi, additional, Yamamoto, Kazutoshi, additional, Krishna, Murali C., additional, and Sando, Shinsuke, additional

Published
2022
Full Text
View/download PDF

35. Design of Nuclear Magnetic Resonance Molecular Probes for Hyperpolarized Bioimaging

Author

Kondo, Yohei, Nonaka, Hiroshi, Takakusagi, Yoichi, Sando, Shinsuke, and Yoichi, Takakusagi

Abstract

Nuclear hyperpolarization has emerged as a method to dramatically enhance the sensitivity of NMR. By applying this powerful tool, small molecules with stable isotopes have been subjected to highly sensitive biomedical molecular imaging. The recent development of molecular probes for hyperpolarized in vivo analysis has demonstrated the ability of this technique to provide unique metabolic and physiological information. This review presents a brief introduction of hyperpolarization technology, approaches to rational design of molecular probes for hyperpolarized analysis, and examples of molecules that have met with in vitro or in vivo success.

Published
2020

37. Structure-based relaxation analysis reveals C-terminal [1-13C]glycine-d2 in peptides has long spin-lattice relaxation time that is applicable to in vivo hyperpolarized magnetic resonance studies

Author

Kondo, Yohei, primary, Saito, Yutaro, additional, Seki, Tomohiro, additional, Takakusagi, Yoichi, additional, Morimoto, Jumpei, additional, Nonaka, Hiroshi, additional, Miyanishi, Koichiro, additional, Mizukami, Wataru, additional, Negoro, Makoto, additional, Elhelaly, Abdelazim Elsayed, additional, Hyodo, Fuminori, additional, Matsuo, Masayuki, additional, Raju, Natarajan, additional, Swenson, Rolf, additional, Krishna, Murali C., additional, Yamamoto, Kazutoshi, additional, and Sando, Shinsuke, additional

Published
2022
Full Text
View/download PDF

47. Development of a Hyperpolarized Molecular Probe for in vivo Detection of Aminopeptidase N Activity

Author

Saito, Yutaro, Kondo, Yohei, Ishida, Ryo, Seki, Tomohiro, Tamura, Iori, Yatabe, Hiroyuki, Takakusagi, Yoichi, Yamamoto, Kazutoshi, Nonaka, Hiroshi, C Krishna, Murali, and Sando, Shinsuke

Abstract

Aminopeptidase N (APN) is an enzyme which preferentially cleaves peptides with neutral residues at N-terminus. This peptidase has attracted many interests as an important biomarker of cancers because of its relationship with malignancy, metastasis and angiogenesis. However, APN-activity detection in deep areas has not been achieved although several kinds of fluorescent and luminescent probes have been developed to date1. Nuclear magnetic resonance (NMR) is a powerful technique to monitor molecules in a body because this technique has advantages in high tissue penetration and low invasiveness, allowing a molecular detection at deep area. However, the sensitivity of NMR is severely low for in vivo application. To overcome this problem, dynamic nuclear polarization (DNP) has emerged. NMR signals are dramatically enhanced by using this method. Previously, a DNP-NMR molecular probe for detection of APN-activity has been reported by our group2. This probe was designed in points of view of APN-selectivity and spin-lattice relaxation time (T1) related with hyperpolarized lifetime. By using this probe, APN-activity was successfully detected in experiments in vitro. However, this probe has not been applicable in vivo. In this study, we have developed a practical molecular probe for DNP-NMR to detect APN-activity in vivo through rational molecular design based on the previous probe. It is demonstrated that this probe has many advantages for in vivo application and enables detection of APN-activity in xenograft tumors bearing mice. 1) C. L. Schreiber, B. D. Smith, Contrast Media & Molecular Imaging 2018, 2018, 5315172. 2) R. Hata, H. Nonaka, Y. Takakusagi, K. Ichikawa, S. Sando, Angew. Chem., Int. Ed. 2016, 55, 1765., 日本化学会第100 回春季年会 2020

Published
2020

48. Novel Real-time Hyperpolarized 13C Metabolic Tracer Probes gamma-Glutamyl Transferase Activities in vivo Human Tumor Xenografts

Author

Yamamoto, Kazutoshi, Seki, Tomohiro, Oshima, Nobu, Itoda, Marino, Kondo, Yohei, Saito, Yutaro, Takakusagi, Yoichi, Kishimoto, Shun, Brender, Jeffery, Malinowski, Ronja, Jan, Henrik Ardenkjær-Larsen, Nonaka, Hiroshi, Krishna, Murali, and Sando, Shinsuke

Subjects
digestive system, digestive system diseases
Abstract

Although the dissolution dynamic nuclear polarization approach overcomes the relatively poor MR sensitivity of in vivo metabolites, the limited number of available hyperpolarized 13C probes reminds a drawback. Here, we synthesized a novel gamma-glutamyl transferase (GGT) probe as a promising hyperpolarizing probe. It is well known that dysregulation of GGT activities in malignant cells leads to more aggressive phenotypes by producing reactive oxygen species. GGT is important for glutathione homeostasis and has been used as a diagnostic marker for various pathologies. In this presentation, for the first time, a novel hyperpolarized GGT probe was demonstrated in vivo human tumor xenografts to detect real-time GGT as a prospective biomarker for monitoring the tumor progression and prognosis with/without cancer therapeutic approaches., 61st ENC

Published
2020

49. Unexpected preference of the E. coli translation system for the ester bond during incorporation of backbone-elongated substrates

Author

Sando, Shinsuke, Abe, Kenji, Sato, Nobuhiko, Shibata, Toshihiro, Mizusawa, Keigo, and Aoyama, Yasuhiro

Subjects
Escherichia coli -- Genetic aspects, Escherichia coli -- Research, Esters -- Structure, Esters -- Chemical properties, Chemistry
Abstract

The E. coli translation system is found to exhibit an unexpected and unnatural preference towards the ester bond during the formation and incorporation of various substrates with elongated backbones, imposing several ribosomal limitations. The results show that the side chain of different stereochemistry of the [beta]-substrate is preferred and enhances the incorporation efficiency, as compared to their parent substrates.

Published
2007

50. 13C Dynamic Nuclear Polarization using SA-BDPA at 6.7 T and 1.1 K:Coexistence of Pure Thermal Mixing and Well-Resolved Solid Effect

Author

Radaelli, Alice, Yoshihara, Hikari A.I., Nonaka, Hiroshi, Sando, Shinsuke, Ardenkjær-Larsen, Jan Henrik, Gruetter, Rolf, Capozzi, Andrea, Radaelli, Alice, Yoshihara, Hikari A.I., Nonaka, Hiroshi, Sando, Shinsuke, Ardenkjær-Larsen, Jan Henrik, Gruetter, Rolf, and Capozzi, Andrea

Abstract

SA-BDPA is a water-soluble, narrow-line width radical previously used for dynamic nuclear polarization (DNP) signal enhancement in solid-state magic angle spinning NMR spectroscopy. Here, we report the first study using SA-BDPA under dissolution DNP conditions (6.7 T and 1.15 K). Longitudinal-detected (LOD)-electron spin resonance (ESR) and 13C DNP measurements were performed on samples containing 8.4 M [13C]urea dissolved in 50:50 water:glycerol (v/v) doped with either 60 or 120 mM SA-BDPA. Two distinct DNP mechanisms, both "pure"thermal mixing and a well-resolved solid effect could clearly be identified. The radical's ESR line width (30-40 MHz), broadened predominantly by dipolar coupling, excluded any contribution from the cross effect. Microwave frequency modulation increased the enhancement by DNP at the lower radical concentration but not at the higher radical concentration. These results are compared to data acquired with trityl radical AH111501, highlighting the unusual 13C DNP properties of SA-BDPA.

Published
2020

Catalog

Books, media, physical & digital resources
See catalog results