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10102547001

Roche

AMP-PNP

Adenylyl-imidodiphosphate

Synonym(s):

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

Empirical Formula (Hill Notation):
C10H17N6O12P3 · xLi+ · yH2O
CAS Number:
Molecular Weight:
506.20 (free acid basis)
Beilstein:
6047109
UNSPSC Code:
12352204

Quality Level

form

powder

mol wt

Mr 506.2 (ANP-PNP)
Mr 529.9 (AMP-PNP-Li4)

packaging

pkg of 25 mg

manufacturer/tradename

Roche

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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General description

AMP-PNP (adenylyl-imidodiphosphate) is a non-hydrolysable analogue of ATP. It inhibits fast axonal transport and facilitates the interaction between membranous organelles and microtubules.
AMP-PNP(adenylyl-imidodiphosphate) is an artificial substrate of enzyme, adenylate cyclase. Adenylate cyclase helps to hydrolyze adenylyl-imidodiphosphate slowly than ATP.

Application

AMP-PNP has been used in the preparation of nucleotide solutions, two-motor fluorescence assay, preparation of flow-cells with kinesin and cascade binding assays.
AMP-PNP is a competitive inhibitor of most ATP-dependent systems. A good substrate for enzymes hydrolyzing between the α- and β-phosphorus atom, yet is resistant to enzymes cleaving between the β- and γ-phosphorus atom. Substrate of snake venom phosphodiesterase and adenylate cyclase.
AMP-PNP has been used for two-motor fluorescence assay.

Features and Benefits

Contents
88% AMP-PNP (from N), 4.5% lithium, 6% water

Quality

Contaminants: ≤1.5% Pi , <0.1% ATP (enzymatically)

Storage and Stability

Store at -15–-25 °C. (Store dry!)

Other Notes

For life science research only. Not for use in diagnostic procedures.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

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’.

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High accuracy measurements of nanometer-scale distances between fluorophores at the single-molecule level
Niekamp S, et al.
bioRxiv, 234740-234740 (2017)
Laurel M Pegram et al.
Proceedings of the National Academy of Sciences of the United States of America, 116(31), 15463-15468 (2019-07-18)
Conformational selection by small molecules expands inhibitory possibilities for protein kinases. Nuclear magnetic resonance (NMR) measurements of the mitogen-activated protein (MAP) kinase ERK2 have shown that activation by dual phosphorylation induces global motions involving exchange between two states, L and
Nucleotide dependence of the dimerization of ATP binding cassette nucleotide binding domains
Fendley GA, et al.
Biochemical and Biophysical Research Communications, 480(2), 268-272 (2016)
Arthur Chow et al.
Methods in enzymology, 667, 365-402 (2022-05-08)
Pseudokinases often operate through functionally related enzymes and receptors. A prime example is the pseudokinase KSR (Kinase Suppressor of RAS), which can act as both an amplifier and inhibitor of members in the RAS-MAPK (Mitogen Activated Protein Kinase) signaling pathway.
Cristina Olivieri et al.
eLife, 9 (2020-04-28)
In the nucleus, the spatiotemporal regulation of the catalytic subunit of cAMP-dependent protein kinase A (PKA-C) is orchestrated by an intrinsically disordered protein kinase inhibitor, PKI, which recruits the CRM1/RanGTP nuclear exporting complex. How the PKA-C/PKI complex assembles and recognizes

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