PeptideDB

5'-O-DMT-2'-O-iBu-N-Bz-Guanosine (5'-O-DMT-2'-O-TBDMS-ibu-rG) 81279-39-2

5'-O-DMT-2'-O-iBu-N-Bz-Guanosine (5'-O-DMT-2'-O-TBDMS-ibu-rG) 81279-39-2

CAS No.: 81279-39-2

5'-O-DMT-2'-O-iBu-N-Bz-Guanosine can be used for silicon-based protection of nucleosides.
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This product is for research use only, not for human use. We do not sell to patients.

5'-O-DMT-2'-O-iBu-N-Bz-Guanosine can be used for silicon-based protection of nucleosides.

Physicochemical Properties


Molecular Formula C41H51N5O8SI
Molecular Weight 769.96
Exact Mass 769.351
CAS # 81279-39-2
PubChem CID 135451092
Appearance White to light yellow solid powder
Density 1.25
LogP 6.874
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 10
Rotatable Bond Count 14
Heavy Atom Count 55
Complexity 1310
Defined Atom Stereocenter Count 4
SMILES

CC(C)C(=O)NC1=NC2=C(C(=O)N1)N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)COC(C4=CC=CC=C4)(C5=CC=C(C=C5)OC)C6=CC=C(C=C6)OC)O)O[Si](C)(C)C(C)(C)C

InChi Key JMCNKJFOIJGYRG-CJEGOSRCSA-N
InChi Code

InChI=1S/C41H51N5O8Si/c1-25(2)36(48)44-39-43-35-32(37(49)45-39)42-24-46(35)38-34(54-55(8,9)40(3,4)5)33(47)31(53-38)23-52-41(26-13-11-10-12-14-26,27-15-19-29(50-6)20-16-27)28-17-21-30(51-7)22-18-28/h10-22,24-25,31,33-34,38,47H,23H2,1-9H3,(H2,43,44,45,48,49)/t31-,33-,34-,38-/m1/s1
Chemical Name

N-[9-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-[tert-butyl(dimethyl)silyl]oxy-4-hydroxyoxolan-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide
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


References

[1]. Practical silyl protection of ribonucleosides. Org Lett. 2013 Sep 20;15(18):4710-3.


Solubility Data


Solubility (In Vitro) DMSO : 100 mg/mL (129.88 mM)
Solubility (In Vivo) Solubility in Formulation 1: 2.5 mg/mL (3.25 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
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 2: ≥ 2.5 mg/mL (3.25 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 1.2988 mL 6.4938 mL 12.9877 mL
5 mM 0.2598 mL 1.2988 mL 2.5975 mL
10 mM 0.1299 mL 0.6494 mL 1.2988 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.