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15867-02-4

6-Thioguanylic acid, also known as 6-thioguanine or 6-TG, is a sulfur-containing analog of guanine, a naturally occurring purine nucleobase found in DNA and RNA. It is a prodrug used in the treatment of certain autoimmune diseases, such as psoriasis and rheumatoid arthritis, by inhibiting the proliferation of immune cells. 6-Thioguanylic acid is converted into its active form, 6-thioguanine, within the body, where it interferes with DNA synthesis and function, ultimately leading to the suppression of the immune response. Due to its potential side effects, including bone marrow suppression and increased risk of infections, its use is typically reserved for patients who do not respond to other treatments.

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  • [(2R,3S,4R,5R)-5-(2-amino-6-sulfanylidene-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

    Cas No: 15867-02-4

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  • 15867-02-4 Structure

  • Basic information

    1. Product Name: 6-thioguanylic acid
    2. Synonyms: 6-thioguanylic acid;6-Thioguanosine monophosphate
    3. CAS NO:15867-02-4
    4. Molecular Formula: C10H14N5O7PS
    5. Molecular Weight: 379.29
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 15867-02-4.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 871.7°Cat760mmHg
    3. Flash Point: 481°C
    4. Appearance: /
    5. Density: 2.39g/cm3
    6. Vapor Pressure: 1.81E-32mmHg at 25°C
    7. Refractive Index: 1.964
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 6-thioguanylic acid(CAS DataBase Reference)
    11. NIST Chemistry Reference: 6-thioguanylic acid(15867-02-4)
    12. EPA Substance Registry System: 6-thioguanylic acid(15867-02-4)

  • 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: 15867-02-4(Hazardous Substances Data)

15867-02-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 15867-02-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,8,6 and 7 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 15867-02:
(7*1)+(6*5)+(5*8)+(4*6)+(3*7)+(2*0)+(1*2)=124
124 % 10 = 4
So 15867-02-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H14N5O7PS/c11-10-13-7-4(8(24)14-10)12-2-15(7)9-6(17)5(16)3(22-9)1-21-23(18,19)20/h2-3,5-6,9,16-17H,1H2,(H2,18,19,20)(H3,11,13,14,24)

15867-02-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name [(2R,3S,4R,5R)-5-(2-amino-6-sulfanylidene-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

1.2 Other means of identification

Product number -
Other names 6-Thioguanylic acid

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:15867-02-4 SDS

15867-02-4Upstream product

15867-02-4Relevant articles and documents

Enzymatic Thioamide Formation in a Bacterial Antimetabolite Pathway

Litomska, Agnieszka,Ishida, Keishi,Dunbar, Kyle L.,Boettger, Marco,Coyne, Sébastien,Hertweck, Christian

, p. 11574 - 11578 (2018)

6-Thioguanine (6TG) is a DNA-targeting therapeutic used in the treatment of various cancers. While 6TG was rationally designed as a proof of concept for antimetabolite therapy, it is also a rare thioamide-bearing bacterial natural product and critical virulence factor of Erwinia amylovorans, plant pathogens that cause fire blight. Through gene expression, biochemical assays, and mutational analyses, we identified a specialized bipartite enzyme system, consisting of an ATP-dependent sulfur transferase (YcfA) and a sulfur-mobilizing enzyme (YcfC), that is responsible for the peculiar oxygen-by-sulfur substitution found in the biosynthesis of 6TG. Mechanistic and phylogenetic studies revealed that YcfA-mediated 6TG biosynthesis evolved from ancient tRNA modifications that support translational fidelity. The successful in vitro reconstitution of 6TG thioamidation showed that YcfA employs a specialized sulfur shuttle that markedly differs from universal RNA-related systems. This study sheds light on underexplored enzymatic C?S bond formation in natural product biosynthesis.

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