287934-47-8

Basic information

• Product Name: methyl (Z)-2-[6'-(N-t-butoxycarbonylglycylglycylglycylamino)-β-D-galactopyranosyloxy]-3-p-hydroxyphenyl-acrylate
• Synonyms: methyl (Z)-2-[6'-(N-t-butoxycarbonylglycylglycylglycylamino)-β-D-galactopyranosyloxy]-3-p-hydroxyphenyl-acrylate
• CAS NO: 287934-47-8
• Molecular Weight: 626.618
• Mol File: 287934-47-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl (Z)-2-[6'-(N-t-butoxycarbonylglycylglycylglycylamino)-β-D-galactopyranosyloxy]-3-p-hydroxyphenyl-acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (Z)-2-[6'-(N-t-butoxycarbonylglycylglycylglycylamino)-β-D-galactopyranosyloxy]-3-p-hydroxyphenyl-acrylate(287934-47-8)
• EPA Substance Registry System: methyl (Z)-2-[6'-(N-t-butoxycarbonylglycylglycylglycylamino)-β-D-galactopyranosyloxy]-3-p-hydroxyphenyl-acrylate(287934-47-8)

Safety Data

• Hazardous Substances Data: 287934-47-8(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 556-33-2 glycine-glycine-glycine 
• 295797-71-6 methyl (Z)-2-(6'-O-p-toluenesulfonyl-2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyloxy)-3-p-t-butyldimethylsilyloxyphenylacrylate 
• 295797-72-7 methyl (Z)-2-(6'-O-p-toluenesulfonyl-2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyloxy)-3-p-hydroxyphenylacrylate 
• 223930-89-0 (Z)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-acrylic acid methyl ester 
• 295797-78-3 (Z)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-2-yloxy]-acrylic acid methyl ester 
• 295797-73-8 methyl (Z)-2-(6'-azido-2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyloxy)-3-p-hydroxyphenylacrylate 
• 295797-77-2 (Z)-3-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-acrylic acid methyl ester 
• 295797-74-9 methyl (Z)-2-(6'-azido-β-D-galactopyranosyloxy)-3-p-hydroxyphenylacrylate 
• 28320-73-2 ((N-(tert-butoxycarbonyl)glycyl)glycyl)glycine 
• 287934-39-8 (Z)-2-((2S,3R,4S,5R,6R)-6-Aminomethyl-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-3-(4-hydroxy-phenyl)-acrylic acid methyl ester 

Relevant articles and documents

Fluorescence study on the nyctinasty of Cassia mimosoides L. using novel fluorescence-labeled probe compounds

We synthesized fluorescence-labeled probe compounds bearing 6-((7-amino-4-methylcoumarin-3-acetyl)amino)-hexanoyl (AMCA, 1), 6-N-(7-nitrobenz-2-oxa-1, 3-diazol-4-yl)-aminohexanoyl (NBD, 2), and 6-(4-((5-dimethylaminonaphthalene-1-sulfonyl)-amino))-hexanoyl (dansyl, 3) groups as the fluorescent functionality. In these probe compounds, NBD-type probe, 2, showed leaf-opening activity at 5×10-6 M. The bioactivity of 2 is one-fifth as strong as that of the natural product, potassium isolespedezate (6). We carried out the binding experiment using 1 in a plant body. Then, it was suggested that fluorescence-labeled probe compound directly bound to a motor cell in pulvina of Cassia mimosoides. And this binding was specific to C. mimosoides. Probe compounds cannot bind plant sections of other nyctinastic plants.

Synthetic probe compounds for bioorganic studies of nyctinasty, based on the leaf-opening substance of Lespedeza cuneata G. Don

In a previous paper, the syntheses of potassium galactolespedezate (1) and potassium galactoisolespedezate (2), artificial leaf-opening substances useful for bioorganic studies of nyctinasty were reported. The fluorescent probe compounds, fluorescence-labeled galactoisolespedezate (3) and iodo-one (4), designed on the basis of 1 and 2 were prepared. Especially, compound 3 was bioactive at 5x10-5 M, one-fiftieth as strong as the natural leaf-opening substance. This fluorescent probe would be useful for bioorganic studies of nyctinasty. (C) 2000 Elsevier Science Ltd.