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Merck
CN

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:
25612-73-1
Molecular Weight:
506.20 (free acid basis)
UNSPSC Code:
12352204
Beilstein/REAXYS Number:
6047109

Key Documents

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Product Name

AMP-PNP, Adenylyl-imidodiphosphate

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

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

form

powder

mol wt

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

packaging

pkg of 25 mg

manufacturer/tradename

Roche

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Analysis Note

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

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

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.

Other Notes

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

Preparation Note

Store at -15–-25 °C. (Store dry!)

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
68953120
64473120
63452521
57154521
57154520

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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
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)
Luke A Yates et al.
Structure (London, England : 1993), 28(1), 96-104 (2019-11-20)
Yeast Tel1 and its highly conserved human ortholog ataxia-telangiectasia mutated (ATM) are large protein kinases central to the maintenance of genome integrity. Mutations in ATM are found in ataxia-telangiectasia (A-T) patients and ATM is one of the most frequently mutated
S T Brady
Nature, 317(6032), 73-75 (1985-09-05)
Identification of the ATPase involved in fast axonal transport of membranous organelles has proven difficult. Myosin and dynein, other ATPases known to be involved in cell motility, have properties that are inconsistent with the established properties of fast axonal transport
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