Synonym
Linear-benzoadenosine diphosphate; Lin-benzo-ADP;
IUPAC/Chemical Name
((2R,3S,4R,5R)-5-(8-amino-3H-imidazo[4,5-g]quinazolin-3-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl trihydrogen diphosphate
InChi Key
QMGBJUQQYZORLL-HKUMRIAESA-N
InChi Code
InChI=1S/C14H17N5O10P2/c15-13-6-1-8-9(2-7(6)16-4-17-13)19(5-18-8)14-12(21)11(20)10(28-14)3-27-31(25,26)29-30(22,23)24/h1-2,4-5,10-12,14,20-21H,3H2,(H,25,26)(H2,15,16,17)(H2,22,23,24)/t10-,11-,12-,14-/m1/s1
SMILES Code
NC1=C2C=C(N=CN3[C@H]4[C@@H]([C@@H]([C@@H](COP(OP(O)(O)=O)(O)=O)O4)O)O)C3=CC2=NC=N1
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
477.26
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Cheng A, Fitzgerald TJ, Bhatnagar D, Roskoski R Jr, Carlson GM. Allosteric nucleotide specificity of phosphorylase kinase: correlation of binding, conformational transitions, and activation. Utilization of lin-benzo-ADP to measure the binding of other nucleoside diphosphates, including the phosphorothioates of ADP. J Biol Chem. 1988 Apr 25;263(12):5534-42. PubMed PMID: 3356696.
2: Weber J, Wilke-Mounts S, Lee RS, Grell E, Senior AE. Specific placement of tryptophan in the catalytic sites of Escherichia coli F1-ATPase provides a direct probe of nucleotide binding: maximal ATP hydrolysis occurs with three sites occupied. J Biol Chem. 1993 Sep 25;268(27):20126-33. PubMed PMID: 8376371.
3: Weber J, Schmitt S, Grell E, Schäfer G. Differentiation of the nucleotide-binding sites on nucleotide-depleted mitochondrial F1-ATPase by means of a fluorescent ADP analogue. J Biol Chem. 1990 Jul 5;265(19):10884-92. PubMed PMID: 2141603.
4: Weber J, Lee RS, Grell E, Senior AE. Investigation of the aurovertin binding site of Escherichia coli F1-ATPase by fluorescence spectroscopy and site-directed mutagenesis. Biochemistry. 1992 Jun 9;31(22):5112-6. PubMed PMID: 1534996.
5: Wilke-Mounts S, Weber J, Grell E, Senior AE. Tryptophan-free Escherichia coli F1-ATPase. Arch Biochem Biophys. 1994 Mar;309(2):363-8. PubMed PMID: 8135549.