O-Propargylpuromycin - ≥98% , CAS No.1416561-90-4

CAS: 1416561-90-4 Cat. No.: O276519 Molecular Weight: 495.53

GRADE & PURITY ≥98%

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

O-Propargyl-Puromycin, an alkyne analog of puromycin, is a potent protein synthesis inhibitor. O-Propargyl-Puromycin is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

Specifications

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Nascent protein marker suitable for imaging. Potent protein synthesis inhibitor. Puromycin analog. Forms covalent conjugates with nascent polypeptide chains and can be visualized/captured by copper(I)-catalyzed azide-alkyne cycloaddition.

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CN(C)C1=NC=NC2=C1N=CN2C3C(C(C(O3)CO)NC(=O)C(CC4=CC=C(C=C4)OCC#C)N)O
• IUPAC Name: (2S)-2-amino-N-[(2S,3S,4R,5R)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(4-prop-2-ynoxyphenyl)propanamide
• InChIKey: JXBIGWQNNSJLQK-IYRMOJGWSA-N
• 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
• Isomeric SMILES: CN(C)C1=NC=NC2=C1N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)CO)NC(=O)[C@H](CC4=CC=C(C=C4)OCC#C)N)O
• Molecular Weight: 495.53
• Reaxy-Rn: 43499020
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=43499020&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Purine nucleosides
      • Subclass Purine 3'-deoxyribonucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Purine nucleosides
• Subclass: Purine 3'-deoxyribonucleosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine 3'-deoxyribonucleosides
• Alternative Parents: Phenylalanine and derivatives Alpha amino acid amides 6-alkylaminopurines Glycosylamines Pentoses Amphetamines and derivatives Phenoxy compounds Phenol ethers Dialkylarylamines Alkyl aryl ethers Aminopyrimidines and derivatives Aralkylamines N-substituted imidazoles Imidolactams Fatty amides Oxolanes Heteroaromatic compounds Secondary carboxylic acid amides Secondary alcohols Azacyclic compounds Oxacyclic compounds Acetylides Monoalkylamines Carbonyl compounds Organic oxides Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine 3'-deoxyribonucleoside - Phenylalanine or derivatives - Alpha-amino acid amide - Glycosyl compound - 6-alkylaminopurine - N-glycosyl compound - 6-aminopurine - Alpha-amino acid or derivatives - Pentose monosaccharide - Amphetamine or derivatives - Purine - Imidazopyrimidine - Phenol ether - Dialkylarylamine - Phenoxy compound - Aralkylamine - Alkyl aryl ether - Aminopyrimidine - N-substituted imidazole - Monosaccharide - Fatty acyl - Monocyclic benzene moiety - Fatty amide - Pyrimidine - Benzenoid - Imidolactam - Azole - Heteroaromatic compound - Imidazole - Oxolane - Amino acid or derivatives - Carboxamide group - Secondary carboxylic acid amide - Secondary alcohol - Oxacycle - Acetylide - Azacycle - Ether - Carboxylic acid derivative - Organoheterocyclic compound - Organonitrogen compound - Carbonyl group - Alcohol - Organic oxygen compound - Primary amine - Hydrocarbon derivative - Organic nitrogen compound - Amine - Organic oxide - Primary alcohol - Organooxygen compound - Primary aliphatic amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine 3'-deoxyribonucleosides. These are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 3.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in DMSO
• Molecular Weight: 495.500 g/mol
• XLogP3: 0.100
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 9
• Exact Mass: 495.223 Da
• Monoisotopic Mass: 495.223 Da
• Topological Polar Surface Area: 161.000 Ų
• Heavy Atom Count: 36
• Formal Charge: 0
• Complexity: 786.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1