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A6904

Sigma-Aldrich

Adenosine 5′-diphosphate, periodate oxidized sodium salt

90-95%

Synonym(s):

oADP, Adenosine 5′-diphosphate-2′,3′-dialdehyde

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About This Item

Empirical Formula (Hill Notation):
C10H13N5O10P2
CAS Number:
71997-39-2
Molecular Weight:
425.19
MDL number:
MFCD00056957
UNSPSC Code:
41106305
PubChem Substance ID:
24891152
NACRES:
NA.51

assay

90-95%

form

solid

storage temp.

−20°C

SMILES string

[Na].Nc1ncnc2n(cnc12)[C@H](O[C@H](COP(O)(=O)OP(O)(O)=O)C=O)C=O

InChI

1S/C10H13N5O10P2.Na.H/c11-9-8-10(13-4-12-9)15(5-14-8)7(2-17)24-6(1-16)3-23-27(21,22)25-26(18,19)20;;/h1-2,4-7H,3H2,(H,21,22)(H2,11,12,13)(H2,18,19,20);;/t6-,7+;;/m0../s1

InChI key

VWUMWPCYVOHNRD-AUCRBCQYSA-N

Application

Adenosine 5′-diphosphate-2′,3′-dialdehyde (oADP) is used to stimulate the permeability transition in mitochondria. oADP and oATP modify the duration and intensity of firefly luciferase-containing reactions. oADP has been used as an affinity label for the NAD+ binding site of recombinant Candida boidinii formate dehydrogenase (FDH) and to inactivate muscle pyruvate kinase.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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S R Ford et al.
Archives of biochemistry and biophysics, 314(2), 261-267 (1994-11-01)
Addition of periodate-oxidized ATP (oATP) to firefly luciferase-containing reaction mixtures enhanced light production when the reaction mixture contained > approximately 8 microM ATP. The time course of light production was changed from a flash pattern to a constant light output
N E Labrou et al.
European journal of biochemistry, 267(22), 6657-6664 (2000-10-29)
The 2',3'-dialdehyde derivative of ADP (oADP) has been shown to be an affinity label for the NAD+ binding site of recombinant Candida boidinii formate dehydrogenase (FDH). Inactivation of FDH by oADP at pH 7.6 followed biphasic pseudo first-order saturation kinetics.
Stephanie V Wrottesley et al.
The British journal of nutrition, 120(5), 557-566 (2018-07-31)
This study examines the associations between maternal Traditional dietary pattern adherence and HIV/treatment with neonatal size and adiposity in urban, black South Africans, as well as how specific maternal factors - that is BMI and gestational weight gain (GWG) -
W Henke et al.
Biochimica et biophysica acta, 1363(3), 209-216 (1998-04-29)
Periodate-oxidized ADP (oADP)2 and periodate-oxidized ATP (oATP) stimulate the permeability transition in energized rat liver mitochondria measured as the Ca2+-efflux induced by Ca2+ and Pi. In the presence of Mg2+ and Pi, mitochondria lose intramitochondrial adenine nucleotides at a slow
G Bezares et al.
Archives of biochemistry and biophysics, 253(1), 133-137 (1987-02-15)
Rabbit muscle pyruvate kinase was inactivated by 2', 3'-dialdehyde ADP with the incorporation of one molecule of reagent per enzyme subunit. The inactivated protein was digested with trypsin after reduction and carboxymethylation. The labeled peptide was isolated by gel filtration

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