New fluorogenic substrates containing bimane system for ribonuclease T1.

E Sato; S Itoh; Y Kanaoka

doi:10.1248/bpb1978.14.43

Home/Archive/PubMed

PubMed · 1907323

New fluorogenic substrates containing bimane system for ribonuclease T1.

E Sato·S Itoh·Y Kanaoka

View original source ↗Export metadata ↓

Abstract

As a part of the development of organic fluorescent reagents, bimane derivatives were coupled to guanosine 3'-monophosphate, and they were shown to be useful fluorogenic substrates for the assay of ribonuclease T1.

Explore related subjects

Bridged Bicyclo Compounds Bridged Bicyclo Compounds, Heterocyclic Fluorescent Dyes Hydrolysis Molecular Structure Ribonuclease T1 Spectrometry, Fluorescence Substrate Specificity Journal Article

Keep this discovery

Explore connections, maps & timelines

BibTeX RIS

E Sato, S Itoh, Y Kanaoka. 1991. New fluorogenic substrates containing bimane system for ribonuclease T1.. https://doi.org/10.1248/bpb1978.14.43

Cite the original work for its findings. Save a collection to share your selection of sources.

KEEP EXPLORING

Related citations

PubMed2007

Addition of difluorocarbene to 3',4'-unsaturated nucleosides: synthesis of 2'-deoxy analogues with a 2-oxabicyclo[3.1.0]hexane framework.

Treatment of protected 2'-deoxy-3',4'-unsaturated nucleosides derived from adenosine and uridine with difluorocarbene [generated from bis(trifluoromethyl)mercury and sodium iodide] gave fused-ring 2,2-difluorocyclopropane compounds. Stereoselective alpha-face addition to the dihydrofuran ring resulted from hindrance by the protected beta-anomeric nucleobases. A protected uracil compound was converted smoothly into the cytosine derivative via a 4-(1,2,4-triazol-1-yl) intermediate. Removal of the protecting groups gave new difluorocyclopropane-fused nucleoside analogues. The solid-state conformation of the nearly planar furanosyl ring in the uracil compound had a shallow 2E pucker, and a more pronounced 1E conformation was present in the furanosyl ring of the cytosine derivative.

Bridged Bicyclo Compounds↗

PubMed2007

Scalable synthesis of (+)-2-amino-3-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid as a potent and selective group II metabotropic glutamate receptor agonist.

We successfully synthesized the potent and selective group II mGluR agonist (+)-1 (MGS0008) via a process incorporating the key step of efficient fluorination of epoxide (+/-)-5c. This method would be adaptable to large-scale synthesis to produce (+)-1 in multi-gram quantities.

Bridged Bicyclo Compounds↗

PubMed2006

Synthesis and structure-activity relationships of uracil nucleotide derivatives and analogues as agonists at human P2Y2, P2Y4, and P2Y6 receptors.

A series of UTP, UDP, and UMP derivatives and analogues were synthesized and evaluated at the human pyrimidinergic P2Y receptor subtypes P2Y2, P2Y4, and P2Y6 stably expressed in 1321N1 astrocytoma cells. Substituents at N3 of UTP were poorly tolerated by P2Y2 and P2Y4 receptors. In contrast, a large phenacyl substituent at N3 of UDP was well tolerated by the P2Y6 receptor, yielding a potent and selective P2Y6 receptor agonist (3-phenacyl-UDP, EC50=70 nM, >500-fold selective). The most potent and selective P2Y2 receptor agonist of the present series was 2-thio-UTP (EC50=50 nM, >or=30-fold selective vs P2Y4 and P2Y6). All modifications at the uracil base of UTP led to a decrease in potency at the P2Y4 receptor. A beta,gamma-dichloromethylene modification in the triphosphate chain of 5-bromo-UTP was tolerated by all three receptor subtypes, thus opening up a new strategy to obtain ectonucleotide diphosphohydrolase- and phosphatase-resistant P2Y2, P2Y4, and P2Y6 receptor agonists.

Bridged Bicyclo Compounds↗