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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H14N8O10P2
Molecular Weight 468.2133
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of 8-AZIDOADENOSINE DIPHOSPHATE

SMILES

NC1=NC=NC2=C1N=C(N=[N+]=[N-])N2[C@@H]3O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]3O

InChI

InChIKey=QKOGBDPZPKWEHG-UUOKFMHZSA-N
InChI=1S/C10H14N8O10P2/c11-7-4-8(14-2-13-7)18(10(15-4)16-17-12)9-6(20)5(19)3(27-9)1-26-30(24,25)28-29(21,22)23/h2-3,5-6,9,19-20H,1H2,(H,24,25)(H2,11,13,14)(H2,21,22,23)/t3-,5-,6-,9-/m1/s1

HIDE SMILES / InChI

Molecular Formula C10H14N8O10P2
Molecular Weight 468.2133
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 1
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Combined mutation of catalytic glutamate residues in the two nucleotide binding domains of P-glycoprotein generates a conformation that binds ATP and ADP tightly.
2004-07-23
Investigation of the role of glutamine-471 and glutamine-1114 in the two catalytic sites of P-glycoprotein.
2000-10-03
1H-NMR studies on nucleotide binding to the catalytic sites of bovine mitochondrial F1-ATPase.
1988-12-19
Identification of amino acid residues photolabeled with 2-azido[alpha-32P]adenosine diphosphate in the beta subunit of beef heart mitochondrial F1-ATPase.
1986-07-29
Demonstration of two exchangeable non-catalytic and two cooperative catalytic sites in isolated bovine heart mitochondrial F1, using the photoaffinity labels [2-3H]8-azido-ATP and [2-3H]8-azido-ADP.
1986-06-10
Covalent modification of substrate-binding sites of Escherichia coli ADP-glucose synthetase. Isolation and structural characterization of 8-azido-ADP-glucose-incorporated peptides.
1986-01-25
The use of 8-azido-ATP and 8-azido-ADP as photoaffinity labels of the ATP synthase in submitochondrial particles: evidence for a mechanism of ATP hydrolysis involving two independent catalytic sites?
1985-08-28
Chemical approach to the structure and functioning of the H+-linked ATPases. Exploration of binding sites for natural ligands on the F1 -ATPases by photoaffinity labeling.
1982
Photolabelling with 8-azido-adenine nucleotides of adenine nucleotide-binding sites in isolated spinach chloroplast ATPase (CF1).
1981-02-12
The number and localisation of adenine nucleotide-binding sites in beef-heart mitochondrial ATPase (F1) determined by photolabelling with 8-azido-ATP and 8-azido-ADP.
1980-12-03
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:00:20 GMT 2025
Edited
by admin
on Mon Mar 31 19:00:20 GMT 2025
Record UNII
GSN94OF83M
Record Status Validated (UNII)
Record Version
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Name Type Language
8-AZIDOADENOSINE DIPHOSPHATE
Preferred Name English
Code System Code Type Description
CAS
59432-65-4
Created by admin on Mon Mar 31 19:00:20 GMT 2025 , Edited by admin on Mon Mar 31 19:00:20 GMT 2025
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EPA CompTox
DTXSID70974840
Created by admin on Mon Mar 31 19:00:20 GMT 2025 , Edited by admin on Mon Mar 31 19:00:20 GMT 2025
PRIMARY
MESH
C021622
Created by admin on Mon Mar 31 19:00:20 GMT 2025 , Edited by admin on Mon Mar 31 19:00:20 GMT 2025
PRIMARY
FDA UNII
GSN94OF83M
Created by admin on Mon Mar 31 19:00:20 GMT 2025 , Edited by admin on Mon Mar 31 19:00:20 GMT 2025
PRIMARY
PUBCHEM
121934
Created by admin on Mon Mar 31 19:00:20 GMT 2025 , Edited by admin on Mon Mar 31 19:00:20 GMT 2025
PRIMARY