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M6517

α,β-Methyleneadenosine 5′-triphosphate lithium salt

Name: &#945;,&#946;-Methyleneadenosine 5&#8242;-triphosphate lithium salt
Brand: SIGMA

≥93% (HPLC), P2 purinoceptor agonist, solid

Synonym(s):

AMP-CPP

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₈N₅O₁₂P₃ · xLi⁺

CAS Number:

104809-20-3

Molecular Weight:

505.21 (free acid basis)

UNSPSC Code:

41106305

eCl@ss:

32160414

PubChem Substance ID:

24277720

NACRES:

NA.77

MDL number:

MFCD00148925

Assay:

≥93% (HPLC)

Form:

solid

Quality level:

200

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Product Name

α,β-Methyleneadenosine 5′-triphosphate lithium salt, ≥93% (HPLC), solid

Quality Level

200

assay

≥93% (HPLC)

form

solid

color

white

solubility

H₂O: 100 mg/mL

storage temp.

−20°C

SMILES string

[Li+].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP(O)(=O)CP(O)(=O)OP(O)([O-])=O)[C@@H](O)[C@H]3O

InChI

1S/C11H18N5O12P3.Li/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(27-11)1-26-29(19,20)4-30(21,22)28-31(23,24)25;/h2-3,5,7-8,11,17-18H,1,4H2,(H,19,20)(H,21,22)(H2,12,13,14)(H2,23,24,25);/q;+1/p-1/t5-,7-,8-,11-;/m1./s1

InChI key

NVHVREPTGDOYIC-YCSZXMBFSA-M

Gene Information

human ... P2RX1(5023)

Related Categories

Bioactive Small Molecules

Phosphates

Bioactive Small Molecule Agonists

Application

α,β-Methyleneadenosine 5′-triphosphate lithium salt has been used:

as P2-purinoreceptor agonist (P2X), to analyse its effects on membrane conductance in the astrocytes of caudal nucleus
as a P2X receptor agonist, to increase the calcium current in the neurons in satellite cells
to determine the functional sensitivities of purinergic agonists on P2Y receptors in rat and to determine its effect on developing outer sulcus cells

Biochem/physiol Actions

P2 purinoceptor agonist that is more potent than ATP at the P2X subtype.

Features and Benefits

This compound is featured on the P2 Receptors: P2X Ion Channel Family and P2 Receptors: P2Y G-Protein Family pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Physical form

hygroscopic solid

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

0000545751

0000487432

0000487431

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How the MccB bacterial ancestor of ubiquitin E1 initiates biosynthesis of the microcin C7 antibiotic.

Catherine A Regni et al.

The EMBO journal, 28(13), 1953-1964 (2009-06-06)

The 39-kDa Escherichia coli enzyme MccB catalyses a remarkable posttranslational modification of the MccA heptapeptide during the biosynthesis of microcin C7 (MccC7), a 'Trojan horse' antibiotic. The approximately 260-residue C-terminal region of MccB is homologous to ubiquitin-like protein (UBL) activating

The use of antagonists to characterize the receptors mediating depolarization of the rat isolated vagus nerve by alpha, beta-methylene adenosine 5'-triphosphate.

D J Trezise et al.

British journal of pharmacology, 112(1), 282-288 (1994-05-01)

1. We have previously found that the P2x-purinoceptor agonist, alpha, beta-methylene adenosine 5'-triphosphate (alpha, beta-methylene ATP), depolarizes the rat cervical vagus nerve, measured with a 'grease-gap' extracellular recording technique. This effect was attenuated by the P2 purinoceptor antagonist, suramin. In

PCNA accelerates the nucleotide incorporation rate by DNA polymerase δ.

Tanumoy Mondol et al.

Nucleic acids research, 47(4), 1977-1986 (2019-01-04)

DNA polymerase delta (Pol δ) is responsible for the elongation and maturation of Okazaki fragments in eukaryotic cells. Proliferating cell nuclear antigen (PCNA) recruits Pol δ to the DNA and serves as a processivity factor. Here, we show that PCNA

Is there a basis for distinguishing two types of P2-purinoceptor?

G Burnstock et al.

General pharmacology, 16(5), 433-440 (1985-01-01)

It is suggested that the P2-purinoceptor may be separated into two subtypes largely on the basis of the rank order of agonist potency of structural analogues of ATP and also on the activity of antagonists at the P2-purinoceptor: Subtype 1

GABA-mediated modulation of ATP-induced intracellular calcium responses in nodose ganglion neurons of the rat

Yokoyama T, et al.

Neuroscience Letters, 584, 168-172 (2015)

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Global Trade Item Number

SKU	GTIN
M6517-25MG	04061834060963
M6517-100MG	04061832083193
M6517-10MG	04061832083209
M6517-5MG	04061832083223

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