Org Biomol Chem. 2010 Apr 21;8(8):1843-8.

Novel nucleobase-simplified cyclic ADP-ribose analogue: A concise synthesis and Ca(2+)-mobilizing activity in T-lymphocytes.

Li L, Siebrands CC, Yang Z, Zhang L, Guse AH, Zhang L.

Source

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100083, PR China.

Abstract

A purine nucleobase-simplified cyclic ADP ribose (cADPR) analogue was synthesized, in which a 1,2,3-triazole-4-amide was constructed, instead of a purine moiety, and the northern ribose was replaced by an ether strand. Compound exhibits calcium release activity in intact T-lymphocytes and indicates that it is a membrane-permeable cADPR mimic. Thus, the cADPR analogue containing 1,2,3-triazole-4-amide provides a novel template for further designing cADPR analogues and elucidating their structure-activity relationships.

PMID:: 20449488; [PubMed - indexed for MEDLINE]

Publication Types, MeSH Terms, Substances

Publication Types

Research Support, Non-U.S. Gov't

MeSH Terms

Substances

LinkOut - more resources

Full Text Sources

Other Literature Sources

COS Scholar Universe

Molecular Biology Databases

CALCIUM, ELEMENTAL - HSDB

Supplemental Content

Save items

Related citations in PubMed

Synthesis of stable and cell-type selective analogues of cyclic ADP-ribose, a Ca(2+)-mobilizing second messenger. Structure--activity relationship of the N1-ribose moiety. [J Am Chem Soc. 2005]
Synthesis of stable and cell-type selective analogues of cyclic ADP-ribose, a Ca(2+)-mobilizing second messenger. Structure--activity relationship of the N1-ribose moiety.
Kudoh T, Fukuoka M, Ichikawa S, Murayama T, Ogawa Y, Hashii M, Higashida H, Kunerth S, Weber K, Guse AH, et al. J Am Chem Soc. 2005 Jun 22; 127(24):8846-55.
Trifluoromethylated cyclic-ADP-ribose mimic: synthesis of 8-trifluoromethyl-N(1)-[(5''-O-phosphorylethoxy)methyl]-5'-O-phosphorylinosine-5',5''-cyclic pyrophosphate (8-CF(3)-cIDPRE) and its calcium release activity in T cells. [Org Biomol Chem. 2010]
Trifluoromethylated cyclic-ADP-ribose mimic: synthesis of 8-trifluoromethyl-N(1)-[(5''-O-phosphorylethoxy)methyl]-5'-O-phosphorylinosine-5',5''-cyclic pyrophosphate (8-CF(3)-cIDPRE) and its calcium release activity in T cells.
Dong M, Kirchberger T, Huang X, Yang ZJ, Zhang LR, Guse AH, Zhang LH. Org Biomol Chem. 2010 Oct 21; 8(20):4705-15. Epub 2010 Aug 25.
A minimal structural analogue of cyclic ADP-ribose: synthesis and calcium release activity in mammalian cells. [J Biol Chem. 2005]
A minimal structural analogue of cyclic ADP-ribose: synthesis and calcium release activity in mammalian cells.
Guse AH, Gu X, Zhang L, Weber K, Krämer E, Yang Z, Jin H, Li Q, Carrier L, Zhang L. J Biol Chem. 2005 Apr 22; 280(16):15952-9. Epub 2005 Feb 15.
Review Ca(2+)-signalling in human T-lymphocytes. Potential roles for cyclic ADP-ribose and 2'-phospho-cyclic ADP-ribose. [Adv Exp Med Biol. 1997]
Review Ca(2+)-signalling in human T-lymphocytes. Potential roles for cyclic ADP-ribose and 2'-phospho-cyclic ADP-ribose.
Guse AH, da Silva CP, Potter BV, Mayr GW. Adv Exp Med Biol. 1997; 419:431-6.
Review Modulator and messenger functions of cyclic ADP-ribose in calcium signaling. [Recent Prog Horm Res. 1996]
Review Modulator and messenger functions of cyclic ADP-ribose in calcium signaling.
Lee HC. Recent Prog Horm Res. 1996; 51:355-88; discussion 389.

See reviews... See all...

Related information

Related Citations
Calculated set of PubMed citations closely related to the selected article(s) retrieved using a word weight algorithm. Related articles are displayed in ranked order from most to least relevant, with the “linked from” citation displayed first.
Compound (MeSH Keyword)
PubChem chemical compound records that are classified under the same Medical Subject Headings (MeSH) controlled vocabulary as the current articles.
Substance (MeSH Keyword)
PubChem chemical substance (submitted) records that are classified under the same Medical Subject Headings (MeSH) controlled vocabulary as the current articles.

Recent activity

Clear Turn Off Turn On

Novel nucleobase-simplified cyclic ADP-ribose analogue: A concise synthesis and ...
Novel nucleobase-simplified cyclic ADP-ribose analogue: A concise synthesis and Ca(2+)-mobilizing activity in T-lymphocytes.
Org Biomol Chem. 2010 Apr 21 ;8(8):1843-8.

PubMed
Social support and social networks: their relationship to the successful and uns...
Social support and social networks: their relationship to the successful and unsuccessful survival of elderly people in the community. An analysis of concepts and a review of the evidence.
Fam Pract. 1991 Mar ;8(1):68-83.

PubMed
Association study of the polymorphisms on chromosome 12p13 with atherothrombotic...
Association study of the polymorphisms on chromosome 12p13 with atherothrombotic stroke in the Japanese population.
J Hum Genet. 2010 Jul ;55(7):473-6. Epub 2010 May 7 .

PubMed
Anatomically shaped tooth and periodontal regeneration by cell homing.
Anatomically shaped tooth and periodontal regeneration by cell homing.
J Dent Res. 2010 Aug ;89(8):842-7. Epub 2010 May 6 .

PubMed
Bioluminescence in the ocean: origins of biological, chemical, and ecological di...
Bioluminescence in the ocean: origins of biological, chemical, and ecological diversity.
Science. 2010 May 7 ;328(5979):704-8.

PubMed

Your browsing activity is empty.

Activity recording is turned off.

Turn recording back on

PubMed

Result Filters

Display Settings:

Send to: