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Merck

808490

Sigma-Aldrich

N6-Propargyl-ATP sodium salt

Synonym(e):

(N6pATP) sodium salt, N6-Propargyl-adenosine-5’-triphosphate sodium salt

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About This Item

Empirische Formel (Hill-System):
C13H18N5O13P3 · xNa+
Molekulargewicht:
545.23 (free acid basis)
UNSPSC-Code:
12352106
PubChem Substanz-ID:
NACRES:
NA.22

Assay

≥95% (HPLC)

Qualitätsniveau

Form

solid

Eignung der Reaktion

reaction type: click chemistry

Löslichkeit

10 mM Tris-HCl, pH 7.5: soluble

Versandbedingung

wet ice

Lagertemp.

−20°C

SMILES String

O[C@@H]([C@H]1O)[C@@H](COP(O)(OP(O)(OP(O)(O)=O)=O)=O)O[C@@H]1N2C=NC3=C2N=CN=C3NCC#C

InChI

1S/C13H18N5O13P3/c1-2-3-14-11-8-12(16-5-15-11)18(6-17-8)13-10(20)9(19)7(29-13)4-28-33(24,25)31-34(26,27)30-32(21,22)23/h1,5-7,9-10,13,19-20H,3-4H2,(H,24,25)(H,26,27)(H,14,15,16)(H2,21,22,23)/t7-,9-,10-,13?/m1/s1

InChIKey

MUOIWXPACQCYQC-RJNFYWFKSA-N

Anwendung

N6-Propargyl-ATP is suitable for in vitro AMPylation of proteins as well as in vitro polyadenylation of RNA. The resulting alkyne-functionalized protein or RNA can be processed using Cu(I)-catalyzed click chemistry to attach azide-labeled molecules. This gives options such as introduction of a biotin group for purification tasks, introduction of a fluorescent group for detection, or crosslinking to other azide-functionalized biomolecules.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Markus Grammel et al.
Journal of the American Chemical Society, 133(43), 17103-17105 (2011-09-29)
Protein AMPylation is an emerging post-translational modification, which plays key roles in bacterial pathogenesis and cell biology. Enzymes with AMPylation activity, referred to as AMPylators, have been identified in several bacterial pathogens and eukaryotes. To facilitate the study of this
A new chemical handle for protein AMPylation at the host-pathogen interface.
Malgorzata Broncel et al.
Chembiochem : a European journal of chemical biology, 13(2), 183-185 (2012-01-04)
Markus Grammel et al.
Chembiochem : a European journal of chemical biology, 13(8), 1112-1115 (2012-04-20)
A versatile "clickable" nucleoside: Metabolic labeling of cells is useful in studying the dynamics of biological molecules. N(6) pA can be utilized by all three mammalian RNA polymerases, as well as poly(A) polymerase. Because of its alkyne modification, RNA labeled
Eui Kyoung Jang et al.
Nucleic acids research, 47(17), e102-e102 (2019-07-19)
Terminal deoxynucleotidyl transferase (TdT), which mediates template-independent polymerization with low specificity for nucleotides, has been used for nucleotide extension of DNA oligomers. One concern is that it is difficult to control the number of incorporated nucleotides, which is a limitation

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