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MilliporeSigma

A2647

Sigma-Aldrich

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

≥93% (HPLC), 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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About This Item

Fórmula empírica (notación de Hill):
C10H17N6O12P3 · xLi+ · yH2O
Número de CAS:
Peso molecular:
506.20 (free acid basis)
Beilstein/REAXYS Number:
6047109
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

biological source

natural (organic)

assay

≥93% (HPLC)

form

powder

color

white

solubility

H2O: 50 mg/mL

shipped in

dry ice

storage temp.

−20°C

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

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

InChI key

PVKSNHVPLWYQGJ-KQYNXXCUSA-N

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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.

Caution

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

Reconstitution

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Bryan H Schmidt et al.
Nature structural & molecular biology, 19(11), 1147-1154 (2012-10-02)
Type IIA topoisomerases control DNA supercoiling and disentangle chromosomes through a complex ATP-dependent strand-passage mechanism. Although a general framework exists for type IIA topoisomerase function, the architecture of the full-length enzyme has remained undefined. Here we present the structure of
Ya-Nan Xu et al.
Nucleic acids research, 40(19), 9802-9814 (2012-08-14)
Bloom (BLM) syndrome is an autosomal recessive disorder characterized by an increased risk for many types of cancers. Previous studies have shown that BLM protein forms a hexameric ring structure, but its oligomeric form in DNA unwinding is still not
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
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
Pierre Petit et al.
Acta crystallographica. Section D, Biological crystallography, 67(Pt 11), 929-935 (2011-11-22)
Glucokinase (GK) catalyses the formation of glucose 6-phosphate from glucose and ATP. A specific feature of GK amongst hexokinases is that it can cycle between active and inactive conformations as a function of glucose concentration, resulting in a unique positive

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