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5'-Tosyl-2'-deoxy Cytidine, also known as a nucleoside, is a chemical compound derived from cytidine with a tosyl group attached at the 5' position and a deoxy modification at the 2' position. It is characterized by its white to off-white solid appearance and is known for its role in the synthesis of certain coenzyme analogs.

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  • 27999-55-9 Structure
  • Basic information

    1. Product Name: 5'-Tosyl-2'-deoxy Cytidine
    2. Synonyms: 5'-Tosyl-2'-deoxy Cytidine
    3. CAS NO:27999-55-9
    4. Molecular Formula: C16H19N3O6S
    5. Molecular Weight: 381.40356
    6. EINECS: N/A
    7. Product Categories: Aromatics;Bases & Related Reagents;Heterocycles;Nucleotides;Sulfur & Selenium Compounds
    8. Mol File: 27999-55-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 631.454°C at 760 mmHg
    3. Flash Point: 335.692°C
    4. Appearance: /
    5. Density: 1.564g/cm3
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.675
    8. Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
    9. Solubility: DMSO, Methanol
    10. PKA: 13.82±0.60(Predicted)
    11. CAS DataBase Reference: 5'-Tosyl-2'-deoxy Cytidine(CAS DataBase Reference)
    12. NIST Chemistry Reference: 5'-Tosyl-2'-deoxy Cytidine(27999-55-9)
    13. EPA Substance Registry System: 5'-Tosyl-2'-deoxy Cytidine(27999-55-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 27999-55-9(Hazardous Substances Data)

27999-55-9 Usage

Uses

Used in Pharmaceutical Industry:
5'-Tosyl-2'-deoxy Cytidine is used as a key intermediate for the synthesis of vitamin B12 coenzyme analogs containing 2'-deoxynucleoside. These analogs are essential in various pharmaceutical applications, particularly in the development of drugs targeting specific metabolic pathways and enzymatic processes.
Used in Chemical Synthesis:
As a nucleoside, 5'-Tosyl-2'-deoxy Cytidine is utilized in the chemical synthesis of various compounds, including those with potential therapeutic applications. Its unique structure allows for the creation of novel molecules with specific biological activities, contributing to the advancement of drug discovery and development.
Used in Research and Development:
5'-Tosyl-2'-deoxy Cytidine serves as an important research tool in the field of biochemistry and molecular biology. It is used to study the structure and function of nucleic acids, as well as to investigate the mechanisms of various biological processes involving nucleosides and their derivatives.

Check Digit Verification of cas no

The CAS Registry Mumber 27999-55-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,7,9,9 and 9 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 27999-55:
(7*2)+(6*7)+(5*9)+(4*9)+(3*9)+(2*5)+(1*5)=179
179 % 10 = 9
So 27999-55-9 is a valid CAS Registry Number.
InChI:InChI=1/C16H19N3O6S/c1-10-2-4-11(5-3-10)26(22,23)24-9-13-12(20)8-15(25-13)19-7-6-14(17)18-16(19)21/h2-7,12-13,15,20H,8-9H2,1H3,(H2,17,18,21)/t12-,13-,15-/m1/s1

27999-55-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name [(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methyl 4-methylbenzenesulfonate

1.2 Other means of identification

Product number -
Other names 5'-p-Toluenesulfonate 2'-Deoxycytidine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:27999-55-9 SDS

27999-55-9Downstream Products

27999-55-9Relevant articles and documents

α,β-Methylene-2′-deoxynucleoside 5′-triphosphates as noncleavable substrates for DNA polymerases: Isolation, characterization, and stability studies of novel 2′-deoxycyclonucleosides, 3,5′-cyclo-dG, and 2,5′-cyclo-dT

Liang, Fengting,Jain, Nidhi,Hutchens, Troy,Shock, David D.,Beard, William A.,Wilson, Samuel H.,Chiarelli, M. Paul,Cho, Bongsup P.

experimental part, p. 6460 - 6470 (2009/10/23)

We report synthesis and characterization of a complete set of α,β-methylene-2′-dNTPs (α,β-m-dNTP; N = A, C, T, G, 12-15) in which the α,β-oxygen linkage of natural dNTP was replaced by a methylene group. These nucleotides were designed to be noncleavable substrates for DNA polymerases. Synthesis entails preparation of 2′-deoxynucleoside 5′-diphosphate precursors, followed by an enzymatic γ-phosphorylation. All four synthesized α,β-m-dNTPs were found to be potent inhibitors of polymerase β, with Ki values ranging 1-5 μM. During preparation of the dG and dT derivatives of α,β-methylene diphosphate, we also isolated significant amounts of 3,5′-cyclo-dG (16) and 2,5′-cyclo-dT (17), respectively. These novel 2′-deoxycyclonucleosides were formed via a base-catalyzed intramolecular cyclization (N3 → C5′ and O2 → C5′, respectively). In acidic solution, both 16 and 17 underwent glycolysis, followed by complete depurination. When exposed to alkaline conditions, 16 underwent an oxidative deamination to produce 3,5′-cyclo-2′-deoxyxanthosine (19), whereas 17 was hydrolyzed exclusively to dT.

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