Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

A1640

Sigma-Aldrich

Adenosine 5′-O-thiomonophosphate dilithium salt

≥98%

Synonym(s):

5′-AMPS

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C10H12Li2N5O6PS
CAS Number:
93839-85-1
Molecular Weight:
375.15
MDL number:
MFCD00042996
UNSPSC Code:
41106305
PubChem Substance ID:
24890572
NACRES:
NA.51

Assay

≥98%

form

powder

storage temp.

−20°C

SMILES string

[Li+].[Li]SP([O-])(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23

InChI

1S/C10H14N5O6PS.2Li/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(21-10)1-20-22(18,19)23;;/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,23);;/q;2*+1/p-2/t4-,6-,7-,10-;;/m1../s1

InChI key

FZXPFDFAEUBVHA-IDIVVRGQSA-L

Related Categories

Application

Adenosine 5′′-O-thiomonophosphate (5′-AMPS) is a 5′-O-thiophosphate which along with adenosine 5′-O-(2-thiodiphosphate) and adenosine 5′-O-(3-thiotriphosphate) can act as inhibitors of phosphohydrolases. AMPS is a substrate for smooth muscle endothelial ecto-5′-nucleotidase. 5′APMS is a stimulator of 5-lipoxygenase activity of rat polymorphonuclear (PMN) leukocytes. Histidine triad nucleotide-binding protein 1 (HINT-1) phosphoramidase transforms nucleoside 5′-O-phosphorothioates such as 5′-AMPS to nucleoside 5′-O-phosphates.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H371

Hazard Classifications

Acute Tox. 4 Oral - STOT SE 2

Target Organs

Eyes,Central nervous system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

J D Pearson et al.
The Biochemical journal, 230(2), 503-507 (1985-09-01)
We compared the properties of the ectonucleotidases (nucleoside triphosphatase, EC 3.6.1.15; nucleoside diphosphatase, EC 3.6.1.6; 5'-nucleotidase, EC 3.1.3.5) in intact pig aortic smooth-muscle cells in culture with the properties that we previously investigated for ectonucleotidases of aortic endothelial cells [Cusack
D Denis et al.
Archives of biochemistry and biophysics, 273(2), 592-596 (1989-09-01)
The stable nucleotide analog guanosine 5'-O-(3-thiotriphosphate) (GTP gamma S) was found to be a very potent activator of 5-lipoxygenase in cell-free preparations from rat polymorphonuclear (PMN) leukocytes, causing a 10-fold stimulation of arachidonic acid oxidation at concentrations as low as
Magdalena Ozga et al.
The Journal of biological chemistry, 285(52), 40809-40818 (2010-10-14)
Nucleoside 5'-O-phosphorothioates are formed in vivo as primary products of hydrolysis of oligo(nucleoside phosphorothioate)s (PS-oligos) that are applied as antisense therapeutic molecules. The biodistribution of PS-oligos and their pharmacokinetics have been widely reported, but little is known about their subsequent
Adenosine 5'-phosphorothioate. A nucleotide analog that is a substrate, competitive inhibitor, or regulator of some enzymes that interact with adenosine 5'-phosphate.
A W Murray et al.
Biochemistry, 7(11), 4023-4029 (1968-11-01)
D J Montague et al.
European journal of biochemistry, 139(3), 529-534 (1984-03-15)
Adenosine diphosphatase (ADPase) activity and ATPase activity were assayed in rat liver mitochondria and outer mitochondrial membrane preparations with [beta-32P]ADP and [gamma-32P]ATP as substrates. Inhibition studies were performed with the mitochondrial ATPase inhibitor oligomycin and the adenine nucleotide transport inhibitor

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service