Synonym
N-Acetylpurinomycin; N Acetylpurinomycin;
IUPAC/Chemical Name
3'-[[(2S)-2-(Acetylamino)-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-dimethyladenosine
InChi Key
LADKVYSQIGJMFP-IYRMOJGWSA-N
InChi Code
InChI=1S/C24H31N7O6/c1-13(33)28-16(9-14-5-7-15(36-4)8-6-14)23(35)29-18-17(10-32)37-24(20(18)34)31-12-27-19-21(30(2)3)25-11-26-22(19)31/h5-8,11-12,16-18,20,24,32,34H,9-10H2,1-4H3,(H,28,33)(H,29,35)/t16-,17+,18+,20+,24+/m0/s1
SMILES Code
OC[C@@H]1[C@@H](NC([C@@H](NC(C)=O)CC2=CC=C(OC)C=C2)=O)[C@H]([C@H](N3C=NC4=C(N=CN=C43)N(C)C)O1)O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
513.55
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Tercero JA, Espinosa JC, Jiménez A. Expression of the Streptomyces alboniger pur cluster in Streptomyces lividans is dependent on the bldA-encoded tRNALeu. FEBS Lett. 1998 Jan 16;421(3):221-3. PubMed PMID: 9468310.
2: Tercero JA, Espinosa JC, Lacalle RA, Jiménez A. The biosynthetic pathway of the aminonucleoside antibiotic puromycin, as deduced from the molecular analysis of the pur cluster of Streptomyces alboniger. J Biol Chem. 1996 Jan 19;271(3):1579-90. PubMed PMID: 8576156.
3: Tercero JA, Lacalle RA, Jimenez A. The pur8 gene from the pur cluster of Streptomyces alboniger encodes a highly hydrophobic polypeptide which confers resistance to puromycin. Eur J Biochem. 1993 Dec 15;218(3):963-71. PubMed PMID: 7916693.
4: Lacalle RA, Tercero JA, Vara J, Jimenez A. Identification of the gene encoding an N-acetylpuromycin N-acetylhydrolase in the puromycin biosynthetic gene cluster from Streptomyces alboniger. J Bacteriol. 1993 Nov;175(22):7474-8. PubMed PMID: 8226694; PubMed Central PMCID: PMC206894.
5: Lacalle RA, Tercero JA, Jiménez A. Cloning of the complete biosynthetic gene cluster for an aminonucleoside antibiotic, puromycin, and its regulated expression in heterologous hosts. EMBO J. 1992 Feb;11(2):785-92. PubMed PMID: 1537349; PubMed Central PMCID: PMC556512.
6: Vara J, Perez-Gonzalez JA, Jimenez A. Biosynthesis of puromycin by Streptomyces alboniger: characterization of puromycin N-acetyltransferase. Biochemistry. 1985 Dec 31;24(27):8074-81. PubMed PMID: 4092057.
