Accéder au contenu
Merck
Toutes les photos(1)

Principaux documents

Voir toute la documentation

02070

Sigma-Aldrich

Adenosine 5′-triphosphate P3-[1-(2-nitrophenyl)ethyl ester] disodium salt

≥95% (HPLC)

Synonyme(s) :

NPE caged ATP, ‘Caged ATP’

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme
Toutes les photos(1)

About This Item

Formule empirique (notation de Hill):
C18H21N6Na2O15P3
Numéro CAS:
171800-68-3
Poids moléculaire :
700.29
Numéro MDL:
MFCD00077294
Code UNSPSC :
41106305
ID de substance PubChem :
329747384

Essai

≥95% (HPLC)

Température de stockage

−20°C

Chaîne SMILES 

[Na+].[Na+].CC(OP([O-])(=O)OP([O-])(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23)c4ccccc4[N+]([O-])=O

InChI

1S/C18H23N6O15P3.2Na/c1-9(10-4-2-3-5-11(10)24(27)28)37-41(31,32)39-42(33,34)38-40(29,30)35-6-12-14(25)15(26)18(36-12)23-8-22-13-16(19)20-7-21-17(13)23;;/h2-5,7-9,12,14-15,18,25-26H,6H2,1H3,(H,29,30)(H,31,32)(H,33,34)(H2,19,20,21);;/q;2*+1/p-2/t9?,12-,14-,15-,18-;;/m1../s1

Clé InChI

DWGOHIKVVKFGGU-DZHDPEGHSA-L

Application

Adenosine 5′-triphosphate γ-(1-[2-nitrophenyl]ethyl) ester (“Caged” ATP) is used as a photolyzing substrate of luciferase-mediated firefly bioluminescence and other ATP-dependent photolytic processes. Caged ATP has also been used to study the dynamics of ATP-driven linear molecular motors such as myosin Va. Caged ATP is used to study intracellular mechanisms; Irradiation with a short light pulse of 360 nm wavelength releases the parent compound from its cage resulting in a time- and quantity-specific concentration increase of ATP within the cell; Relaxation of muscle fibres by photolysis of caged ATP.

Autres remarques

Used to study intracellular mechanisms.; Irradiation with a short light pulse of 360 nm wavelength releases the parent compound from its cage, resulting in a time- and quantity-specific concentration increase of ATP within the cell.; Relaxation of muscle fibres by photolysis of caged ATP; Caged ATP as a tool in active transport research

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H319

Classification des risques

Eye Irrit. 2

Code de la classe de stockage

12 - Non Combustible Liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°C)

Not applicable

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number
BCBR0697V
BCBQ2373V
BCBQ0726V
BCBL4847V

Vous ne trouvez pas la bonne version ?

Si vous avez besoin d'une version particulière, vous pouvez rechercher un certificat spécifique par le numéro de lot.

Rechercher un(e) COA

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Direct observation of the myosin Va recovery stroke that contributes to unidirectional stepping along actin.
Shiroguchi K, Chin HF, et al.
PLoS Biology, e1001031-e1001031 (2011)
Y E Goldman et al.
Nature, 300(5894), 701-705 (1982-12-23)
A novel method has been developed for studying the reaction kinetics of the force-generating mechanism in muscle. Inert photolabile precursors of ATP or ADP are incorporated into muscle fibres having their surface membrane barrier removed. The nucleotide is then rapidly
Caged ATP as a tool in active transport research.
J H Kaplan
Society of General Physiologists series, 40, 385-396 (1986-01-01)
Takeshi Kageyama et al.
Photochemistry and photobiology, 87(3), 653-658 (2011-01-07)
The reaction process of firefly bioluminescence was studied by photolyzing caged-ATP to adenosine triphosphate (ATP) within 100 ms. The intensity of luminescence increases markedly to reach a maximum within 1 s, maintains almost the same intensity up to 5 s
Christian Völlmecke et al.
The FEBS journal, 276(21), 6172-6186 (2009-09-29)
The mechanism of ATP hydrolysis of a shortened variant of the heavy metal-translocating P-type ATPase CopB of Sulfolobus solfataricus was studied. The catalytic fragment, named CopB-B, comprises the nucleotide binding and phosphorylation domains. We demonstrated stoichiometric high-affinity binding of one
Afficher tous les articles scientifiques apparentés

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique