The key entity of a DCAR agonist, phosphatidylinositol mannoside Ac1PIM1: Its synthesis and immunomodulatory function

Yohei Arai; Shota Torigoe; Takanori Matsumaru; Sho Yamasaki; Yukari Fujimoto

doi:10.1039/c9ob02724f

The key entity of a DCAR agonist, phosphatidylinositol mannoside Ac₁PIM₁: Its synthesis and immunomodulatory function

Yohei Arai, Shota Torigoe, Takanori Matsumaru, Sho Yamasaki, Yukari Fujimoto

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

Abstract

Ac₁PIM₁is a potential biosynthetic intermediate for phosphatidylinositol mannosides (PIMs) fromMycobacterium tuberculosis. We achieved the first synthesis of Ac₁PIM₁by utilizing an allyl-type protecting group strategy and regioselective phosphorylation of inositol. A very potent agonist of an innate immune receptor DCAR, which is better than previously known agonists, is demonstrated.

Original language	English
Pages (from-to)	3659-3663
Number of pages	5
Journal	Organic and Biomolecular Chemistry
Volume	18
Issue number	19
DOIs	https://doi.org/10.1039/c9ob02724f
Publication status	Published - 2020 May 21

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1039/c9ob02724f

Fingerprint Dive into the research topics of 'The key entity of a DCAR agonist, phosphatidylinositol mannoside Ac<sub>1</sub>PIM<sub>1</sub>: Its synthesis and immunomodulatory function'. Together they form a unique fingerprint.

Cite this

@article{edd6211bc4174e109eeb38622614de61,

title = "The key entity of a DCAR agonist, phosphatidylinositol mannoside Ac1PIM1: Its synthesis and immunomodulatory function",

abstract = "Ac1PIM1is a potential biosynthetic intermediate for phosphatidylinositol mannosides (PIMs) fromMycobacterium tuberculosis. We achieved the first synthesis of Ac1PIM1by utilizing an allyl-type protecting group strategy and regioselective phosphorylation of inositol. A very potent agonist of an innate immune receptor DCAR, which is better than previously known agonists, is demonstrated.",

author = "Yohei Arai and Shota Torigoe and Takanori Matsumaru and Sho Yamasaki and Yukari Fujimoto",

year = "2020",

month = may,

day = "21",

doi = "10.1039/c9ob02724f",

language = "English",

volume = "18",

pages = "3659--3663",

journal = "Organic and Biomolecular Chemistry",

issn = "1477-0520",

publisher = "Royal Society of Chemistry",

number = "19",

}

TY - JOUR

T1 - The key entity of a DCAR agonist, phosphatidylinositol mannoside Ac1PIM1

T2 - Its synthesis and immunomodulatory function

AU - Arai, Yohei

AU - Torigoe, Shota

AU - Matsumaru, Takanori

AU - Yamasaki, Sho

AU - Fujimoto, Yukari

PY - 2020/5/21

Y1 - 2020/5/21

N2 - Ac1PIM1is a potential biosynthetic intermediate for phosphatidylinositol mannosides (PIMs) fromMycobacterium tuberculosis. We achieved the first synthesis of Ac1PIM1by utilizing an allyl-type protecting group strategy and regioselective phosphorylation of inositol. A very potent agonist of an innate immune receptor DCAR, which is better than previously known agonists, is demonstrated.

AB - Ac1PIM1is a potential biosynthetic intermediate for phosphatidylinositol mannosides (PIMs) fromMycobacterium tuberculosis. We achieved the first synthesis of Ac1PIM1by utilizing an allyl-type protecting group strategy and regioselective phosphorylation of inositol. A very potent agonist of an innate immune receptor DCAR, which is better than previously known agonists, is demonstrated.

UR - http://www.scopus.com/inward/record.url?scp=85085265218&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85085265218&partnerID=8YFLogxK

U2 - 10.1039/c9ob02724f

DO - 10.1039/c9ob02724f

M3 - Article

C2 - 32356529

AN - SCOPUS:85085265218

VL - 18

SP - 3659

EP - 3663

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

SN - 1477-0520

IS - 19

ER -