A streamlined synthetic approach to the truncated linear trisaccharide fragment of QS-21.

IF 4.2 3区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Frontiers in Chemistry Pub Date : 2025-09-23 eCollection Date: 2025-01-01 DOI:10.3389/fchem.2025.1650302

Jhe-Sian Lin, Zheng-Hao Tzeng, Jasper S Dumalaog, Shang-Cheng Hung

引用次数: 0

Abstract

QS-21, a potent immunostimulatory saponin obtained from Quillaja saponaria Molina, a soapbark tree native to Chile, has undergone extensive study for its broad application as a vaccine adjuvant against various infectious diseases and cancers. The structure of QS-21, which features a linear oligosaccharide moiety, provides a critical attachment site for both the labile acyl side chain and the distinctive sugar unit that defines each major saponin variant. In this study, we present an efficient synthetic approach to the truncated linear trisaccharide fragment of QS-21, circumventing the challenges associated with the synthesis of the rare sugar D-fucose. The synthesis of this linear trisaccharide enables streamlined access to a homogeneous QS-21.

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QS-21截断的线性三糖片段的流线型合成方法。

QS-21是一种强效免疫刺激皂素，其提取自一种原产于智利的皂皮树，由于其作为多种传染病和癌症的疫苗佐剂的广泛应用，已经进行了广泛的研究。QS-21的结构以线性低聚糖部分为特征，为不稳定的酰基侧链和定义每种主要皂苷变体的独特糖单元提供了关键的附着位点。在这项研究中，我们提出了一种有效的合成方法来合成QS-21的截断的线性三糖片段，避免了与合成稀有糖D-焦点相关的挑战。这种线性三糖的合成可以简化获得均匀的QS-21。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Frontiers in Chemistry Chemistry-General Chemistry

CiteScore

8.50

自引率

3.60%

发文量

1540

审稿时长

12 weeks

期刊介绍： Frontiers in Chemistry is a high visiblity and quality journal, publishing rigorously peer-reviewed research across the chemical sciences. Field Chief Editor Steve Suib at the University of Connecticut is supported by an outstanding Editorial Board of international researchers. This multidisciplinary open-access journal is at the forefront of disseminating and communicating scientific knowledge and impactful discoveries to academics, industry leaders and the public worldwide. Chemistry is a branch of science that is linked to all other main fields of research. The omnipresence of Chemistry is apparent in our everyday lives from the electronic devices that we all use to communicate, to foods we eat, to our health and well-being, to the different forms of energy that we use. While there are many subtopics and specialties of Chemistry, the fundamental link in all these areas is how atoms, ions, and molecules come together and come apart in what some have come to call the “dance of life”. All specialty sections of Frontiers in Chemistry are open-access with the goal of publishing outstanding research publications, review articles, commentaries, and ideas about various aspects of Chemistry. The past forms of publication often have specific subdisciplines, most commonly of analytical, inorganic, organic and physical chemistries, but these days those lines and boxes are quite blurry and the silos of those disciplines appear to be eroding. Chemistry is important to both fundamental and applied areas of research and manufacturing, and indeed the outlines of academic versus industrial research are also often artificial. Collaborative research across all specialty areas of Chemistry is highly encouraged and supported as we move forward. These are exciting times and the field of Chemistry is an important and significant contributor to our collective knowledge.