ATP-polyamine-biotin, the first cell-penetrating/penetrable ATP analog, is a potent kinase co-substrate. ATP-polyamine-biotin facilitates biotin labeling of kinase substrates in living cells.

Physicochemical Properties

Molecular Formula	C32H58N11O14P3S
Molecular Weight	945.8545
Exact Mass	945.309
CAS #	1800401-93-7
PubChem CID	118704767
Appearance	White to off-white solid powder
Density	1.8±0.1 g/cm3
Index of Refraction	1.730
LogP	-3.53
Hydrogen Bond Donor Count	10
Hydrogen Bond Acceptor Count	22
Rotatable Bond Count	27
Heavy Atom Count	61
Complexity	1590
Defined Atom Stereocenter Count	7
SMILES	CN(CCCCN(C)CCCNP(=O)(O)OP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)O)CCCNC(=O)CCCC[C@H]4[C@@H]5[C@H](CS4)NC(=O)N5
InChi Key	MODMQMYTNMWWCS-MCINONILSA-N
InChi Code	InChI=1S/C32H58N11O14P3S/c1-41(15-7-11-34-24(44)10-4-3-9-23-25-21(18-61-23)39-32(47)40-25)13-5-6-14-42(2)16-8-12-38-58(48,49)56-60(52,53)57-59(50,51)54-17-22-27(45)28(46)31(55-22)43-20-37-26-29(33)35-19-36-30(26)43/h19-23,25,27-28,31,45-46H,3-18H2,1-2H3,(H,34,44)(H,50,51)(H,52,53)(H2,33,35,36)(H2,38,48,49)(H2,39,40,47)/t21-,22+,23-,25-,27+,28+,31+/m0/s1
Chemical Name	N-[3-[4-[3-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]propyl-methylamino]butyl-methylamino]propyl]-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxyphosphonamidic acid
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro

PKA kinase and myelin basic protein (MBP), the full-length protein substrate, were treated with ATP-polyamine-biotin (APB). Kinase was required for the detection of biotinylation. Additionally, in the presence of the kinase inhibitor staurosporine, in the absence of ATP-polyamine-biotin, or during acid incubation, MBP biotinylation is lost as a result of cleavage of the phosphoramidate bond. It is only in the presence of APB co-substrate that the biotinylated Kemp peptide product is detected [1].

References

[1]. A Cell-Permeable ATP Analogue for Kinase-Catalyzed Biotinylation. Angew Chem Int Ed Engl. 2015 Aug 10;54(33):9618-21.

Solubility Data

Solubility (In Vitro)	H2O : ~6 mg/mL (~6.34 mM)
Solubility (In Vivo)	Solubility in Formulation 1: 7.69 mg/mL (8.13 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with heating and sonication.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	1.0573 mL	5.2863 mL	10.5725 mL
	5 mM	0.2115 mL	1.0573 mL	2.1145 mL
	10 mM	0.1057 mL	0.5286 mL	1.0573 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.