Thymidine - PharmPure™,USP,Endotoxin

CAS: 50-89-5 Cat. No.: GMP1508299 Molecular Weight: 242.23 Beilstein Registry Number: 89285 EC Number: 200-070-4

GRADE & PURITY PharmPure™, USP, Endotoxin<50EU/g;Microbial Limit≤100cfu/g

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

Thymidine is also referred to as pyrimidine deoxynucleoside. Deoxythymidine is a nucleoside present in DNA. In a DNA double stranded structure, thymidine pairs with deoxyadeninosine. It is useful in cell synchronization during S-phase. In the salvage pathway of pyrimidines, pyrimidine phosphorylase reversibly converts thymine to thymidine.
Thymidine (dT) is a pyrimidine deoxyriboside (deoxynucleoside) that upon sequential phosphorylation to deoxythymidine triphospate (dTTP) is used to synthesize DNA and the T-loop of transfer RNA. Thymidine is as substrate of Thymidine kinase EC 2.7.1.21 which phosphorylates the nucleoside with a phosphate derived from ATP. dT may be used to study the distribution, specificity and kinetics of a family of thymidine kinase(s).

Specifications

Specifications & Purity

PharmPure™, USP, Endotoxin<50EU/g;Microbial Limit≤100cfu/g

Biochemical and Physiological Mechanisms

Pyrimidine deoxynucleoside. Potent thymidine kinase substrate (IC 50 = 16 nM). Pairs with deoxyadenosine in double-stranded DNA. Synchronizes cells in S phase in vivo.

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice

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

Grade

PharmPure™, USP

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.

Names and Identifiers

• Canonical Smiles: CC1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)NC1=O
• IUPAC Name: 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• InChIKey: IQFYYKKMVGJFEH-XLPZGREQSA-N
• INCHI: 1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7+,8+/m0/s1
• Isomeric SMILES: CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO)O
• WGK Germany: 3
• RTECS: XP2071000
• Molecular Weight: 242.23
• Beilstein: 89285
• Reaxy-Rn: 889638
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=889638&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Pyrimidine nucleosides
      • Subclass Pyrimidine 2'-deoxyribonucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Pyrimidine nucleosides
• Subclass: Pyrimidine 2'-deoxyribonucleosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidine 2'-deoxyribonucleosides
• Alternative Parents: Pyrimidones Hydroxypyrimidines Hydropyrimidines Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Primary alcohols Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine 2'-deoxyribonucleoside - Pyrimidone - Hydroxypyrimidine - Hydropyrimidine - Pyrimidine - Heteroaromatic compound - Tetrahydrofuran - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Alcohol - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Primary alcohol - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. These are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2.
• External Descriptors: Deoxyribonucleosides

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 water, methanol, hot ethanol, hot acetone, hot ethyl acetate, pyridine, glacial acetic acid and hydrochloric acid. Slightly soluble in hot chloroform .
• Sensitivity: Light sensitive;Hygroscopic
• Specific Rotation[α]: 33 ° (C=1, 1mol/L NaOH)
• Melt Point(°C): 183-191°C
• Molecular Weight: 242.230 g/mol
• XLogP3: -1.200
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 242.09 Da
• Monoisotopic Mass: 242.09 Da
• Topological Polar Surface Area: 99.100 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 381.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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

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