N-[4-({6-amino-9-[(2R,4R,5R)-5-(aziridin-1-ylmethyl)-3,4-dihydroxyoxolan-2-yl]-9H-purin-8-yl}amino)butyl]-5-(dimethylamino)naphthalene-1-sulfonamide

• ChemBase ID: 159972
• Molecular Formular: C28H37N9O5S
• Molecular Mass: 611.71568
• Monoisotopic Mass: 611.26383633
• SMILES: n1cnc2c(c1N)nc(n2[C@H]1C([C@H]([C@H](O1)CN1CC1)O)O)NCCCCNS(=O)(=O)c1c2c(ccc1)c(ccc2)N(C)C
• Canonical SMILES: OC1[C@@H](O)[C@H](O[C@H]1n1c(NCCCCNS(=O)(=O)c2cccc3c2cccc3N(C)C)nc2c1ncnc2N)CN1CC1
• InChI: InChI=1S/C28H37N9O5S/c1-35(2)19-9-5-8-18-17(19)7-6-10-21(18)43(40,41)33-12-4-3-11-30-28-34-22-25(29)31-16-32-26(22)37(28)27-24(39)23(38)20(42-27)15-36-13-14-36/h5-10,16,20,23-24,27,33,38-39H,3-4,11-15H2,1-2H3,(H,30,34)(H2,29,31,32)/t20-,23+,24?,27-/m1/s1
• InChIKey: VGZRGCLUYTZVPR-LLGMTXTDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[4-({6-amino-9-[(2R,4R,5R)-5-(aziridin-1-ylmethyl)-3,4-dihydroxyoxolan-2-yl]-9H-purin-8-yl}amino)butyl]-5-(dimethylamino)naphthalene-1-sulfonamide
• IUPAC Traditional name: N-[4-({6-amino-9-[(2R,4R,5R)-5-(aziridin-1-ylmethyl)-3,4-dihydroxyoxolan-2-yl]purin-8-yl}amino)butyl]-5-(dimethylamino)naphthalene-1-sulfonamide
• Synonyms: 8-Amino[1''-(N''-dansyl)-4''-aminobutyl]-5'-(1-aziridinyl)-5'-deoxy Adenosine

Database IDs

• CAS Number: 256953-68-1
• PubChem SID: 162254107
• PubChem CID: 46780234

CALCULATED PROPERTIES

• Acid pKa: 9.912732
• H Acceptors: 12
• H Donor: 5
• LogD (pH = 5.5): 0.67017686
• LogD (pH = 7.4): 0.9050239
• Log P: 0.90955657
• Molar Refractivity: 164.1529 cm^3
• Polarizability: 63.956573 Å^3
• Polar Surface Area: 183.76 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Yellow Fluorescent Solid

DETAILS

Toronto Research Chemicals - A603685

A fluorescent cofactor reagent for the sequence-specific labeling of DNA methyltransferase from Thermus aquaticus (M*Taql). It binds about 4-fold better than the natural cofactor AdoMet to M*Taql. In addition, the reagent can be used to sequence-specifi

REFERENCES

• Plijevalijcic, G., et al.: J.A.C.S., 125, 3486 (2003)