O-Propargyl-puromycin | CAS# 1416561-90-4 | Protein Synthesis Inhibitor

MedKoo Cat#: 574310 | Name: O-Propargyl-puromycin

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Description:

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

O-Propargyl-puromycin is a clickable form of the protein synthesis inhibitor puromycin. OP-puro is incorporated into nascent polypeptide chains where it forms covalent adducts and terminates chain elongation on the ribosome. O-Propargyl-puromycin has been used in combination with fluorescent azides to image nascent proteins in various cells.

Chemical Structure

O-Propargyl-puromycin

CAS#1416561-90-4

Theoretical Analysis

MedKoo Cat#: 574310

Name: O-Propargyl-puromycin

CAS#: 1416561-90-4

Chemical Formula: C24H29N7O5

Exact Mass: 495.2230

Molecular Weight: 495.54

Elemental Analysis: C, 58.17; H, 5.90; N, 19.79; O, 16.14

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 650.00	2 Weeks

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Synonym

O-Propargyl-puromycin, OPP, OP-puro

IUPAC/Chemical Name

3'-[[(2S)-2-amino-1-oxo-3-[4-(2-propyn-1-yloxy)phenyl]propyl]amino]-3'-deoxy-N,N-dimethyl-adenosine

InChi Key

JXBIGWQNNSJLQK-IYRMOJGWSA-N

InChi Code

InChI=1S/C24H29N7O5/c1-4-9-35-15-7-5-14(6-8-15)10-16(25)23(34)29-18-17(11-32)36-24(20(18)33)31-13-28-19-21(30(2)3)26-12-27-22(19)31/h1,5-8,12-13,16-18,20,24,32-33H,9-11,25H2,2-3H3,(H,29,34)/t16-,17+,18+,20+,24+/m0/s1

SMILES Code

O[C@H]1[C@H](N2C=NC3=C2N=CN=C3N(C)C)O[C@H](CO)[C@H]1NC([C@@H](N)CC4=CC=C(OCC#C)C=C4)=O

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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

O-Propargyl-Puromycin, an alkyne analog of puromycin, is a potent protein synthesis inhibitor.

In vitro activity:

TBD

In vivo activity:

TBD

	Solvent	mg/mL	mM
Solubility
	DMSO	40.3	81.27

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 495.54 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

Formulation protocol:

TBD

In vitro protocol:

TBD

In vivo protocol:

TBD

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An Optimized P. berghei Liver Stage-HepG2 Infection Model for Simultaneous Quantitative Bioimaging of Host and Parasite Nascent Proteomes. Bio Protoc. 2024 Mar 5;14(5):e4952. doi: 10.21769/BioProtoc.4952. PMID: 38464937; PMCID: PMC10917691. 5: McLellan JL, Hanson KK. Translation inhibition efficacy does not determine the Plasmodium berghei liver stage antiplasmodial efficacy of protein synthesis inhibitors. bioRxiv [Preprint]. 2023 Dec 7:2023.12.07.570699. doi: 10.1101/2023.12.07.570699. Update in: Life Sci Alliance. 2024 Apr 4;7(6):e202302540. doi: 10.26508/lsa.202302540. PMID: 38106175; PMCID: PMC10723475. 6: Xu C, Bian Z, Wang X, Niu N, Liu L, Xiao Y, Zhu J, Huang N, Zhang Y, Chen Y, Wu Q, Sun F, Zhu X, Pan Q. SNORA56-mediated pseudouridylation of 28 S rRNA inhibits ferroptosis and promotes colorectal cancer proliferation by enhancing GCLC translation. J Exp Clin Cancer Res. 2023 Dec 5;42(1):331. doi: 10.1186/s13046-023-02906-8. PMID: 38049865; PMCID: PMC10696674. 7: Kiparaki M, Baker NE. Protocol for assessing translation in living Drosophila imaginal discs by O-propargyl-puromycin incorporation. STAR Protoc. 2023 Dec 15;4(4):102653. doi: 10.1016/j.xpro.2023.102653. Epub 2023 Oct 20. PMID: 37862174; PMCID: PMC10616417. 8: Borsa M, Obba S, Richter FC, Zhang H, Riffelmacher T, Carrelha J, Alsaleh G, Jacobsen SEW, Simon AK. Autophagy preserves hematopoietic stem cells by restraining MTORC1-mediated cellular anabolism. Autophagy. 2024 Jan;20(1):45-57. doi: 10.1080/15548627.2023.2247310. Epub 2023 Aug 23. PMID: 37614038; PMCID: PMC10761185. 9: Cabrera-Cabrera F, Tull H, Capuana R, Kasvandik S, Timmusk T, Koppel I. Cell type-specific labeling of newly synthesized proteins by puromycin inactivation. J Biol Chem. 2023 Sep;299(9):105129. doi: 10.1016/j.jbc.2023.105129. Epub 2023 Aug 4. PMID: 37543363; PMCID: PMC10497999. 10: McLellan JL, Sausman W, Reers AB, Bunnik EM, Hanson KK. 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PMID: 34693742; PMCID: PMC8714974. 20: Erkoc P, Schmitt M, Ingelfinger R, Bischoff-Kont I, Kopp L, Bode HB, Schiffmann S, Fürst R. Xenocoumacin 2 reduces protein biosynthesis and inhibits inflammatory and angiogenesis-related processes in endothelial cells. Biomed Pharmacother. 2021 Aug;140:111765. doi: 10.1016/j.biopha.2021.111765. Epub 2021 May 28. PMID: 34058438.