For research use only. Not for therapeutic Use.
S-<wbr></wbr>Adenosylhomocysteine (SAH) hydrolase catalyzes the reversible hydrolysis of SAH to adenosine and homocysteine. The inhibition of SAH hydrolase causes the intracellular accumulation of SAH, elevating the ratio of SAH to S-<wbr></wbr>adenosylmethionine (SAM) and inhibiting SAM-<wbr></wbr>dependent methyltransferase. (−)-<wbr></wbr>Neplanocin A potently and irreversibly inactivates SAH hydrolase (K<sub>i</sub> = 8.39 nM). It has antitumor activity against mouse leukemia L1210 cells and broad-<wbr></wbr>spectrum antiviral activity. Neplanocin A is more potent against vesicular stomatitis than the reversible SAH hydrolase inhibitor 3-<wbr></wbr>deazaneplanocin (ID<sub>50</sub> = 0.07 and 0.3 μg/ml, respectively).
| Catalog Number | R047715 |
| CAS Number | 72877-50-0 |
| Synonyms | 5R-(6-amino-9H-purin-9-yl)-3-(hydroxymethyl)-3-cyclopentene-1S,2R-diol |
| Molecular Formula | C11H13N5O3 |
| Purity | ≥95% |
| Storage | -20°C |
| IUPAC Name | (1S,2R,5R)-5-(6-aminopurin-9-yl)-3-(hydroxymethyl)cyclopent-3-ene-1,2-diol |
| InChI | InChI=1S/C11H13N5O3/c12-10-7-11(14-3-13-10)16(4-15-7)6-1-5(2-17)8(18)9(6)19/h1,3-4,6,8-9,17-19H,2H2,(H2,12,13,14)/t6-,8-,9+/m1/s1 |
| InChIKey | XUGWUUDOWNZAGW-VDAHYXPESA-N |
| SMILES | C1=C(C(C(C1N2C=NC3=C2N=CN=C3N)O)O)CO |
| Reference | 1.Borchardt, R.T.,Keller, B.T., and Patel-Thombre, U. Neplanocin A. A potent inhibitor of S-adenosylhomocysteine hydrolase and of vaccinia virus multiplication in mouse L929 cells. The Journal of Biological Chemisty 259(7), 4353-4358 (1984). |
