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Adenosine 5′-(α,β-methylene)diphosphate

Name: Adenosine 5&#8242;-(&#945;,&#946;-methylene)diphosphate
Brand: SIGMA

≥99% (HPLC), synthetic (organic), powder

Synonym(s):

α,β-Methyleneadenosine 5′-diphosphate, ADP[α,β-CH₂], AMP-CP

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₇N₅O₉P₂

CAS Number:

3768-14-7

Molecular Weight:

425.23

NACRES:

NA.51

PubChem Substance ID:

24896872

UNSPSC Code:

41106305

EC Number:

223-194-0

MDL number:

MFCD00042991

Beilstein/REAXYS Number:

633678

Assay:

≥99% (HPLC)

Biological source:

synthetic (organic)

Form:

powder

Solubility:

water: 50 mg/mL, clear, colorless

Storage temp.:

−20°C

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Properties

Product Name

Adenosine 5′-(α,β-methylene)diphosphate, ADP analog

biological source

synthetic (organic)

Quality Segment

200

assay

≥99% (HPLC)

form

powder

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP(O)(=O)CP(O)(O)=O)[C@@H](O)[C@H]3O

InChI

1S/C11H17N5O9P2/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(25-11)1-24-27(22,23)4-26(19,20)21/h2-3,5,7-8,11,17-18H,1,4H2,(H,22,23)(H2,12,13,14)(H2,19,20,21)/t5-,7-,8-,11-/m1/s1

InChI key

OLCWZBFDIYXLAA-IOSLPCCCSA-N

Description

Application

Adenosine 5′-(α,β-methylene)diphosphate has been used as a component of culture media, to study its effects as an inhibitor of cluster of differentiation 73 (CD73) and adenosinergic signaling regulation via CD73 or ecto-5′-nucleotidase.

Preparation Note

soluble in water up to Approx. 50 mg/ml with heating

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This Item	M8386	A8016	01897
Sigma-Aldrich M3763 Adenosine 5′-(α,β-methylene)diphosphate	Sigma-Aldrich M8386 α,β-Methyleneadenosine 5′-diphosphate sodium salt	Sigma-Aldrich A8016 Adenosine 5′-[β-thio]diphosphate trilithium salt	Sigma-Aldrich 01897 Adenosine 5′-diphosphate disodium salt
description ADP analog	description CD73 inhibitor	description ≥80% (HPLC)	description ≥90%
biological source synthetic (organic)	biological source synthetic (organic)	biological source -	biological source -
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 100
assay ≥99% (HPLC)	assay ≥98% (HPLC)	assay ≥80% (HPLC)	assay ≥90%
form powder	form powder	form powder	form powder or crystals
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C
solubility water: 50 mg/mL, clear, colorless	solubility water: 50 mg/mL, clear to slightly hazy, colorless	solubility -	solubility -

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

Eyeshields, Gloves, type N95 (US)

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