WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 412312
Description: Carbocyclic puromycin is a biochemical
MedKoo Cat#: 412312
Name: Carbocyclic puromycin
Chemical Formula: C23H31N7O4
Exact Mass: 469.2438
Molecular Weight: 469.55
Elemental Analysis: C, 58.83; H, 6.65; N, 20.88; O, 13.63
This product is not in stock, which may be available by custom synthesis.
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Synonym: Carbocyclic puromycin; Puromycin, carbocyclic
IUPAC/Chemical Name: Benzenepropanamide, alpha-amino-N-(3-(6-(dimethylamino)-9H-purin-9-yl)-2-hydroxy-5-(hydroxymethyl)cyclopentyl)-4-methoxy-, (1S-(1alpha(R*),2alpha,3beta,5beta))-
InChi Key: KABZPFHZISKOAR-ATCHWDNASA-N
InChi Code: InChI=1S/C23H31N7O4/c1-29(2)21-19-22(26-11-25-21)30(12-27-19)17-9-14(10-31)18(20(17)32)28-23(33)16(24)8-13-4-6-15(34-3)7-5-13/h4-7,11-12,14,16-18,20,31-32H,8-10,24H2,1-3H3,(H,28,33)/t14-,16-,17-,18-,20+/m0/s1
SMILES Code: O=C(N[C@@H]1[C@H](O)[C@@H](N2C=NC3=C(N(C)C)N=CN=C23)C[C@H]1CO)[C@@H](N)CC4=CC=C(OC)C=C4
Appearance: Solid powder
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: >3 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
The following data is based on the product molecular weight 469.55 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: Vince R, Daluge S, Brownell J. Carbocyclic puromycin: synthesis and inhibition of protein biosynthesis. J Med Chem. 1986 Nov;29(11):2400-3. doi: 10.1021/jm00161a044. PMID: 3783599.
2: Cesario C, Tardibono LP Jr, Miller MJ. Syntheses of carbocyclic aminonucleosides and (-)-epi-4'-carbocyclic puromycin: Application of palladium(0)/indium iodide-allylations and tethered aminohydroxylations. Tetrahedron Lett. 2010 Jun 9;51(23):3053-3056. doi: 10.1016/j.tetlet.2010.04.006. PMID: 20640052; PMCID: PMC2903068.
3: Vince R, Daluge S. Puromycin analogs. Studies on ribosomal binding with diastereomeric carbocyclic puromycin analogs. J Med Chem. 1974 Jun;17(6):578-83. doi: 10.1021/jm00252a003. PMID: 4598021.
4: Vince R, Daluge S, Palm M. Inhibition of in vitro protein synthesis by a carbocyclic puromycin analog. Biochem Biophys Res Commun. 1972 Jan 31;46(2):866-70. doi: 10.1016/s0006-291x(72)80221-3. PMID: 4550700.
5: Vince R, Daluge S. Synthesis of cyclohexyl carbocyclic puromycin and its inhibition of protein synthesis. J Med Chem. 1977 Jul;20(7):930-4. doi: 10.1021/jm00217a013. PMID: 327067.
6: Daluge S, Vince R. Synthesis and antimicrobial activity of a carbocyclic puromycin analog. 6-Dimethylamino-9-(R(2R-hydroxy-3R-(p-methoxyphenyl-L alanylamino))-cyclopentyl)purine. J Med Chem. 1972 Feb;15(2):171-7. doi: 10.1021/jm00272a012. PMID: 4621466.