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Key Documents

01920

Sigma-Aldrich

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

≥99.0% (HPLC)

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:
Molecular Weight:
425.23
Beilstein/REAXYS Number:
633678
EC Number:
MDL number:
UNSPSC Code:
41106305

assay

≥99.0% (HPLC)

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

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Other Notes

Powerful inhibitor of 5′-nucleotidase from rat heart membranes; Useful tool in kinetic studies with 5′-nucleotidase

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Y Naito et al.
The Biochemical journal, 226(3), 645-651 (1985-03-15)
ADP and ATP and their analogues were evaluated as inhibitors of 5'-nucleotidase purified from heart plasma membrane. ADP analogues are more powerful inhibitors than the corresponding ATP analogues. The most powerful inhibitor found is adenosine 5'-[alpha beta-methylene]diphosphate (AOPCP) for which
J. Wierzchowski et al.
Biochimica et Biophysica Acta, 786, 170-170 (1984)

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