Puromycin Dihydrochloride
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MedKoo CAT#: 561474

CAS#: 58-58-2

Description: Puromycin Dihydrochloride is an antibiotic. It inhibits protein synthesis by binding to RNA. Puromycin Dihydrochloride has antimicrobial, antitrypanosomal, and antineoplastic properties.


Chemical Structure

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Puromycin Dihydrochloride
CAS# 58-58-2

Theoretical Analysis

MedKoo Cat#: 561474
Name: Puromycin Dihydrochloride
CAS#: 58-58-2
Chemical Formula: C22H31Cl2N7O5
Exact Mass: 0.00
Molecular Weight: 544.430
Elemental Analysis: C, 48.54; H, 5.74; Cl, 13.02; N, 18.01; O, 14.69

Price and Availability

Size Price Availability Quantity
50mg USD 200
100mg USD 330
500mg USD 710
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Synonym: Puromycin Dihydrochloride; Puromycin 2HCl;

IUPAC/Chemical Name: (2S)-2-Amino-N-[(2S,3S,4R,5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-methoxyphenyl)propanamide dihydrochloride

InChi Key: MKSVFGKWZLUTTO-FZFAUISWSA-N

InChi Code: InChI=1S/C22H29N7O5.2ClH/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(31)16(15(9-30)34-22)27-21(32)14(23)8-12-4-6-13(33-3)7-5-12;;/h4-7,10-11,14-16,18,22,30-31H,8-9,23H2,1-3H3,(H,27,32);2*1H/t14-,15+,16+,18+,22+;;/m0../s1

SMILES Code: O=C(N[C@@H]1[C@@H](CO)O[C@@H](N2C=NC3=C(N(C)C)N=CN=C23)[C@@H]1O)[C@@H](N)CC4=CC=C(OC)C=C4.[H]Cl.[H]Cl

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, ethanol, methanol, and water

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

More Info:

Product Data:
Biological target: Puromycin inhibits protein synthesis by binding to RNA. It is an antineoplastic and antitrypanosomal agent and is used in research as an inhibitor of protein synthesis. It also serves an an anticancer drug by suppressing the growth and metastasis in esophagus cancer cells by Akt phosphorylation.
In vitro activity: The effects of Puromycin aminonucleoside (PAN) were investigated on podocytes in the context of diabetic nephropathy. PAN treatment had a dose- and time-dependent inhibitory effect on podocyte proliferation, suggesting its role in suppressing cell growth. KLF5 overexpression induced cell cycle arrest in podocytes when regulated by PAN. KLF5 overexpression was shown to inhibit PAN-induced apoptosis of podocyte. Reference: Mol Med Rep. 2018 Oct;18(4):3843-3849. https://pubmed.ncbi.nlm.nih.gov/30106142/
In vivo activity: In adult zebrafish, puromycin administration led to kidney injury, causing rapid clearance of substances from the kidney and resulting in morphological changes in the kidney structure, which recovered over time. During the process of nephron injury and regeneration, various molecular markers associated with kidney injury and repair showed significant changes, including increased expression of renal progenitor marker lhx1a and upregulation of NFκB, TNFα, Nampt, and p-ERK. Reference: Anim Cells Syst (Seoul). 2023 Apr 20;27(1):112-119. https://pubmed.ncbi.nlm.nih.gov/37089626/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 50.0 91.84
Ethanol 5.0 9.18
Methanol 250.0 459.20
Water 50.0 91.84

Preparing Stock Solutions

The following data is based on the product molecular weight 544.43 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.

Recalculate based on batch purity %
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
Formulation protocol: 1. Li Y, Sui X, Hu X, Hu Z. Overexpression of KLF5 inhibits puromycin‑induced apoptosis of podocytes. Mol Med Rep. 2018 Oct;18(4):3843-3849. doi: 10.3892/mmr.2018.9366. Epub 2018 Aug 9. PMID: 30106142; PMCID: PMC6131625. 2. Hernández-Damián J, Tecalco-Cruz AC, Ríos-López DG, Vázquez-Victorio G, Vázquez-Macías A, Caligaris C, Sosa-Garrocho M, Flores-Pérez B, Romero-Avila M, Macías-Silva M. Downregulation of SnoN oncoprotein induced by antibiotics anisomycin and puromycin positively regulates transforming growth factor-β signals. Biochim Biophys Acta. 2013 Nov;1830(11):5049-58. doi: 10.1016/j.bbagen.2013.07.006. Epub 2013 Jul 18. PMID: 23872350. 3. Koun S, Park HJ, Jung SM, Cha JJ, Cha DR, Kang YS. Puromycin-induced kidney injury and subsequent regeneration in adult zebrafish. Anim Cells Syst (Seoul). 2023 Apr 20;27(1):112-119. doi: 10.1080/19768354.2023.2203211. PMID: 37089626; PMCID: PMC10120544. 4. Sakamoto H, Hirakawa Y, Ishida KI, Keeling PJ, Kita K, Matsuzaki M. Puromycin selection for stable transfectants of the oyster-infecting parasite Perkinsus marinus. Parasitol Int. 2019 Apr;69:13-16. doi: 10.1016/j.parint.2018.10.011. Epub 2018 Oct 30. PMID: 30389616.
In vitro protocol: 1. Li Y, Sui X, Hu X, Hu Z. Overexpression of KLF5 inhibits puromycin‑induced apoptosis of podocytes. Mol Med Rep. 2018 Oct;18(4):3843-3849. doi: 10.3892/mmr.2018.9366. Epub 2018 Aug 9. PMID: 30106142; PMCID: PMC6131625. 2. Hernández-Damián J, Tecalco-Cruz AC, Ríos-López DG, Vázquez-Victorio G, Vázquez-Macías A, Caligaris C, Sosa-Garrocho M, Flores-Pérez B, Romero-Avila M, Macías-Silva M. Downregulation of SnoN oncoprotein induced by antibiotics anisomycin and puromycin positively regulates transforming growth factor-β signals. Biochim Biophys Acta. 2013 Nov;1830(11):5049-58. doi: 10.1016/j.bbagen.2013.07.006. Epub 2013 Jul 18. PMID: 23872350.
In vivo protocol: 1. Koun S, Park HJ, Jung SM, Cha JJ, Cha DR, Kang YS. Puromycin-induced kidney injury and subsequent regeneration in adult zebrafish. Anim Cells Syst (Seoul). 2023 Apr 20;27(1):112-119. doi: 10.1080/19768354.2023.2203211. PMID: 37089626; PMCID: PMC10120544. 2. Sakamoto H, Hirakawa Y, Ishida KI, Keeling PJ, Kita K, Matsuzaki M. Puromycin selection for stable transfectants of the oyster-infecting parasite Perkinsus marinus. Parasitol Int. 2019 Apr;69:13-16. doi: 10.1016/j.parint.2018.10.011. Epub 2018 Oct 30. PMID: 30389616.

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