Showing papers by "Hisashi Yamamoto published in 2023"
TL;DR: The optimal induction regimen remains controversial as no randomized controlled trial has compared the efficacy of different induction therapies as discussed by the authors , and the optimal induction strategy remains open for further study as of yet.
Abstract: Mantle cell lymphoma is considered an aggressive B‐cell lymphoma. The optimal induction regimen remains controversial as no randomized controlled trial has compared the efficacy of different induction therapies.
2 citations
TL;DR: In this article , a simple and highly efficient reaction system for one-pot tripeptide synthesis without the need for expensive coupling reagents was proposed. But the method was not suitable for the synthesis of a wide variety of peptides.
Abstract: Efficient and straightforward peptide bond formation of N-, and C-terminal unprotected amino acids was successfully achieved by using trimethylaluminum. The coupling reaction was accomplished by pre-reaction of N-, and C-terminal unprotected amino acids and trimethylaluminum to form a five-membered ring that smoothly reacted with nucleophilic amino acid esters. This simple and highly efficient reaction system allows one-pot tripeptide synthesis without the need for expensive coupling reagents. Furthermore, peptide bond formation can be effectively achieved even for amino acids with bulky substituents at the side chain to afford the corresponding tripeptides in high yields in a one-pot manner. In addition, the reaction can be applied for further peptide elongation by the subsequent addition of amino acids and trimethylaluminum. We anticipate that this cost-effective, straightforward, and efficient protocol will be useful for the synthesis of a wide variety of peptides.
1 citations
TL;DR: The selective editing of a Peptide skeleton via C-N bond formation at N-terminal Aliphatic Side Chains Chem. Sci. as discussed by the authors , 13, 14382-14386, DOI: 10.1039/d2sc04909k.
Abstract: G e o r g T h i e m e V e r l a g K G , R ü d i g e r s t r a ß e 1 4 , 7 0 4 6 9 S t u t t g a r t , G e r m a n y 201 Y . H A N , J . S H I , S . L I , T . D A N , W . Y A N G , M . Y A N G * ( S H A A N X I N O R M A L U N I V E R S I T Y , X I ’ A N , P . R . O F C H I N A ) Selective Editing of a Peptide Skeleton via C-N bond Formation at N-terminal Aliphatic Side Chains Chem. Sci. 2022, 13, 14382–14386, DOI: 10.1039/d2sc04909k.
TL;DR: In this paper , two new stable super silyl-based groups (tris(trihexylsilyl) and propargyl super Silyl groups) were developed as hydrophobic tags to increase the solubility in organic solvents and the reactivity of peptides during LPPS.
Abstract: Tag-assisted liquid-phase peptide synthesis (LPPS) is one of the important processes in peptide synthesis in pharmaceutical discovery. Simple silyl groups have positive effects when incorporated in the tags due to their hydrophobic properties. Super silyl groups contain several simple silyl groups and play an important role in modern aldol reactions. In view of the unique structural architecture and hydrophobic properties of the super silyl groups, herein, two new types of stable super silyl-based groups (tris(trihexylsilyl)silyl group and propargyl super silyl group) were developed as hydrophobic tags to increase the solubility in organic solvents and the reactivity of peptides during LPPS. The tris(trihexylsilyl)silyl group can be installed at the C-terminal of the peptides in ester form and N-terminal in carbamate form for peptide synthesis and it is compatible with hydrogenation conditions (Cbz chemistry) and Fmoc-deprotection conditions (Fmoc chemistry). The propargyl super silyl group is acid-resistant, which is compatible with Boc chemistry. Both tags are complementary to each other. The preparation of these tags requires less steps than previously reported tags. Nelipepimut-S was synthesized successfully with different strategies using these two types of super silyl tags.
TL;DR: In this article , the authors proposed a method to solve the problem of "uniformity" and "uncertainty" in the context of data mining, and proposed a solution.
Abstract:
TL;DR: In this article , the late stage introduction of Oxime Ethers into Peptides at the Carboxylic Acid Site Org. is described. But this paper is limited to the use of oxime ethers.
Abstract: G e o r g T h i e m e V e r l a g K G , R ü d i g e r s t r a ß e 1 4 , 7 0 4 6 9 S t u t t g a r t , G e r m a n y 311 Y . L I U , Z . H E , W . M A , G . B A O , Y . L I , C . Y U , J . L I , R . E , Z . X U * , R . W A N G * , W . S U N * ( L A N Z H O U U N I V E R S I T Y , P . R . O F C H I N A ) Copper(I)-Catalyzed Late-Stage Introduction of Oxime Ethers into Peptides at the Carboxylic Acid Site Org. Lett. 2022, 24, 9284–9253, DOI: 10.1021/acs.orglett.2c03813.
10 Feb 2023
TL;DR: In this article , a π*−π* interaction pathway between the two proximal ester groups was proposed to synthesize peptides from catechol diesters, which can be complete in 2-3 min in some cases.
Abstract: Peptide bond formation has drawn more and more attention due to its importance in medicinal chemistry and drug discovery. Using active esters to construct peptide bonds is an indispensable strategy in this field. We herein report a fast and efficient amination reaction to synthesize peptides from catechol diesters. Catechol monoesters are good active esters in peptide synthesis due to the anchimeric assistance effect. In previously reported work, the amination reaction was inactivated if the 2-hydroxyl group in the catechol esters was functionalized. However, we found an unusual acceleration of the amination reactivity when the 2-hydroxyl group was functionalized as an ester group. The reaction can be complete in 2–3 min in some cases. This acceleration was found through experimental studies to not result from the anchimeric assistance effect. We proposed a π*−π* interaction pathway between the two proximal ester groups. Some computational studies were made to support this assumption.