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Merck

A2647

Adenosine 5′-(β,γ-imido)triphosphate lithium salt hydrate

≥93% (HPLC), natural (organic), powder

Sinónimos:

β,γ-Imidoadenosine 5′-triphosphate lithium salt hydrate, AMP-PNP, ATP[β,γ-NH], Adenylyl imidodiphosphate lithium salt hydrate, App(NH)p

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Fórmula empírica (notación de Hill):
C10H17N6O12P3 · xLi+ · yH2O
Número CAS:
25612-73-1
Peso molecular:
506.20 (free acid basis)
MDL number:
MFCD03424105
UNSPSC Code:
41106305
PubChem Substance ID:
24890685
NACRES:
NA.51
Beilstein/REAXYS Number:
6047109
Assay:
≥93% (HPLC)
Biological source:
natural (organic)
Form:
powder
Solubility:
H2O: 50 mg/mL
Storage temp.:
−20°C

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Nombre del producto

Adenosine 5′-(β,γ-imido)triphosphate lithium salt hydrate, ≥93% (HPLC), powder

SMILES string

[Li+].[Li+].[Li+].[Li+].[H]O[H].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP([O-])(=O)OP([O-])(=O)NP([O-])([O-])=O)[C@@H](O)[C@H]3O

InChI key

PVKSNHVPLWYQGJ-KQYNXXCUSA-N

InChI

1S/C10H17N6O12P3/c11-8-5-9(13-2-12-8)16(3-14-5)10-7(18)6(17)4(27-10)1-26-31(24,25)28-30(22,23)15-29(19,20)21/h2-4,6-7,10,17-18H,1H2,(H,24,25)(H2,11,12,13)(H4,15,19,20,21,22,23)/t4-,6-,7-,10-/m1/s1

biological source

natural (organic)

assay

≥93% (HPLC)

form

powder

color

white

solubility

H2O: 50 mg/mL

shipped in

dry ice

storage temp.

−20°C

Quality Level

200

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Application

Adenosine 5′-(β,γ-imido)triphosphate lithium salt hydrate has been used in a study to research the effects of monovalent cations Li+, Na+, K+, NH4+, Rb+ and Cs+ on the solid and solution structures of the nucleic acid components. Adenosine 5′-(β,γ-imido)triphosphate lithium salt hydrate has also been used in a study to determine that antidepressants inhibit interferon-γ-induced microglial production of IL-6 and nitric oxide.

Biochem/physiol Actions

A non-hydrolyzable ATP analog. AMP-PNP competitively inhibits ATP-dependent enzyme systems, such as glutamine synthetase. It inhibits a number of enzymes which require the hydrolysis of ATP such as DNA topoisomerase II, SV40 large T-antigen helicase and a number of kinases. Blocks ATP-sensitive calcium-dependent potassium channels.

Disclaimer

AMP-PNP is very unstable in acidic conditions; rapidly hydrolyzes to the phosphoramidate and inorganic phosphate.

Preparation Note

A 10 mg/mL stock solution may be made, aliquoted and stored at -70 °C for up to 3 months.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
0000504692
0000504691
0000504689
0000504692
0000504689

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P Gayathri et al.
Science (New York, N.Y.), 338(6112), 1334-1337 (2012-11-01)
To ensure their stable inheritance by daughter cells during cell division, bacterial low-copy-number plasmids make simple DNA segregating machines that use an elongating protein filament between sister plasmids. In the ParMRC system of the Escherichia coli R1 plasmid, ParM, an
Maria Chiara Monti et al.
Nucleic acids research, 39(18), 8052-8064 (2011-07-09)
The DNA mismatch repair protein MutS recognizes mispaired bases in DNA and initiates repair in an ATP-dependent manner. Understanding of the allosteric coupling between DNA mismatch recognition and two asymmetric nucleotide binding sites at opposing sides of the MutS dimer
Vladimir M Korkhov et al.
Nature, 490(7420), 367-372 (2012-09-25)
The ATP-binding cassette (ABC) transporter BtuCD mediates the uptake of vitamin B(12) across the inner membrane of Escherichia coli. Previous structures have shown the conformations of apo states, but the transport mechanism has remained unclear. Here we report the 3.5 Å
Timothy O Street et al.
Molecular cell, 42(1), 96-105 (2011-04-09)
Hsp90 is a ubiquitous molecular chaperone. Previous structural analysis demonstrated that Hsp90 can adopt a large number of structurally distinct conformations; however, the functional role of this flexibility is not understood. Here we investigate the structural consequences of substrate binding
Ken-ichi Miyazono et al.
Journal of bacteriology, 194(3), 607-616 (2011-11-22)
Carbon catabolite repression (CCR) is a widespread phenomenon in many bacteria that is defined as the repression of catabolic enzyme activities for an unfavorable carbon source by the presence of a preferable carbon source. In Streptomyces, secondary metabolite production often
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