Carbocyclic puromycin | CAS# 104264-92-8

MedKoo Cat#: 412312 | Name: Carbocyclic puromycin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Carbocyclic puromycin is a biochemical

Chemical Structure

Carbocyclic puromycin

CAS#104264-92-8

Theoretical Analysis

MedKoo Cat#: 412312

Name: Carbocyclic puromycin

CAS#: 104264-92-8

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

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

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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

More Info

Instruction

View handling instruction

Preparing Stock Solutions

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.