MT-DADMe-ImmA is an inhibitor (blocker/antagonist) of human 5'-methylthioadenosine phosphorylase (MTAP) with Ki of 90 pM.

Physicochemical Properties

Molecular Formula	C13H19N5OS
Molecular Weight	293.3879
Exact Mass	293.131
CAS #	653592-04-2
PubChem CID	656970
Appearance	White to off-white solid powder
LogP	0
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	4
Heavy Atom Count	20
Complexity	334
Defined Atom Stereocenter Count	2
SMILES	S(C([H])([H])[H])C([H])([H])[C@@]1([H])C([H])([H])N(C([H])([H])C2=C([H])N([H])C3C(N([H])[H])=NC([H])=NC2=3)C([H])([H])[C@]1([H])O[H]
InChi Key	NTHMDFGHOCNNOE-ZJUUUORDSA-N
InChi Code	InChI=1S/C13H19N5OS/c1-20-6-9-4-18(5-10(9)19)3-8-2-15-12-11(8)16-7-17-13(12)14/h2,7,9-10,15,19H,3-6H2,1H3,(H2,14,16,17)/t9-,10+/m1/s1
Chemical Name	(3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-(methylsulfanylmethyl)pyrrolidin-3-ol
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
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	Two head and neck squamous cell lines, FaDu and Cal27, underwent cell engraftment after being treated with MT-DADMe-ImmA and MTA. This treatment also decreased polyamine levels, enhanced cellular MTA concentration, and inhibited MTAP. Normal human fibroblast cell lines (CRL2522 and GM02037) and MCF7 (a breast cancer cell line with an MTAP gene deletion) did not respond to the same treatment. No cell line was able to undergo cell hybridization when MT-DADMe-ImmA was used alone, suggesting that MTA is the active ingredient [2].
ln Vivo	The inhibitory effect of MT-DADMe-ImmA has a half-life of 50 minutes and a total inhibition time of 250 minutes. Sidewall MT-DADMe-ImmA has a biological half-life of 6.3 days and MTAP activity recovers slowly. In immune-deficient mice, the time-dependent growth of FaDu tumors can be inhibited by intraperitoneal or lateral injection of MT-DADMe-ImmA [2].
References	[1]. Second generation transition state analogue inhibitors of human 5'-methylthioadenosine phosphorylase. J Med Chem. 2005 Jul 14;48(14):4679-89. [2]. A transition state analogue of 5'-methylthioadenosine phosphorylase induces apoptosis in head and neck cancers. J Biol Chem. 2007 Jul 20;282(29):21477-86.

Solubility Data

Solubility (In Vitro)

DMSO : ~100 mg/mL (~340.84 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (8.52 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (8.52 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (8.52 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.4084 mL	17.0422 mL	34.0843 mL
	5 mM	0.6817 mL	3.4084 mL	6.8169 mL
	10 mM	0.3408 mL	1.7042 mL	3.4084 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.