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1874-54-0

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1874-54-0 Usage

Uses

Different sources of media describe the Uses of 1874-54-0 differently. You can refer to the following data:
1. Psicofuranine is an antibiotic and antitumor compound that acts as an inhibitor of xanthosine monophosphate (XMP) aminase (IC50 = 67 μM), causing guanine deficiency in enteric bacteria.[Cayman Chemical]
2. Psicofuranine is a nucleoside antibiotic shown to inhibit xanthosine monophosphate aminase.

Biological Activity

psicofuranine is an antibiotic that acts as an inhibitor of xanthosine 5’-phosphate (xmp) aminase with ic50 value of 67 μm [1][2][3].xanthosine 5’-phosphate (xmp) aminase is an enzyme essential for guanine nucleotide synthesis and possess catalytic activity with either glutamine or ammonia as a substrate [2][3].psicofuranine (9-n-psicofuranosy-6-aminopurine) is an antibiotic that acts as an inhibitor of xanthosine 5’-phosphate (xmp) aminase with ic50 value of 67 μm. in unfractionated preparations of both strains b-24 and b-35-2, 6.7 x 10-5m psicofuranin inhibited 50% xmp aminase after 2 minutes. psicofuranine caused a guanine deficiency in enteric bacteria by inhibition of xmp aminase [2]. psicofuranine-inhibited aminase couldn’t catalyze the aminolysis of the preformed intermediate to amp and gmp, nor could it condense atp and xmp to form the intermediate [3]. psicofuranine had good antibacterial activity in vivo and antitumor activity [1].

Enzyme inhibitor

This adenosine analogue (FW = 297.27 g/mol; CAS 1874-54-0), also known as 6-amino-9-D-psicofuranosylpurine, 9b-D-(psicofuranosyl)- adenine, and angustmycin C, is a nucleoside antibiotic isolated from Streptomyces hygroscopicus that also exhibits antitumor activity. Psicofuranine is soluble in water (8 mg/mL at 25°C) and has a lmax value of 261 nm in 10 mM base or 259 nm in 10 mM acid. Psicofuranine is an irreversible inhibitor of GMP synthetase that acts by preventing the release (or further reaction) of adenyl-XMP with water or ammonia; however, it does not suppress exchange reactions. Target(s): deoxycytidine kinase, weakly inhibited, Ki = 12 mM; GMP synthetase, or XMP aminase (2- 11); and NAD+ synthetase.

references

[1]. ladislav j. hanka. mechanism of action of psicofuranine. j bacteriol. 1960 jul; 80(1): 30–36.[2]. udaka s, moyed hs. inhibition of parental and mutant xanthosine 5'-phosphate aminases by psicofuranine. j biol chem. 1963 aug;238:2797-803.[3]. fukuyama tt. formation of an adenyl xanthosine monophosphate intermediate by xanthosine 5'-phosphate aminase and its inhibition by psicofuranine. j biol chem. 1966 oct 25;241(20):4745-9.

Check Digit Verification of cas no

The CAS Registry Mumber 1874-54-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,7 and 4 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1874-54:
(6*1)+(5*8)+(4*7)+(3*4)+(2*5)+(1*4)=100
100 % 10 = 0
So 1874-54-0 is a valid CAS Registry Number.
InChI:InChI=1/C11H15N5O5/c12-9-6-10(14-3-13-9)16(4-15-6)11(2-18)8(20)7(19)5(1-17)21-11/h3-5,7-8,17-20H,1-2H2,(H2,12,13,14)

1874-54-0SDS

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,4S,5R)-2-(6-aminopurin-9-yl)-2,5-bis(hydroxymethyl)oxolane-3,4-diol

1.2 Other means of identification

Product number -
Other names Adenine,9beta-D-psicofuranosyl

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:1874-54-0 SDS

1874-54-0Downstream Products

1874-54-0Relevant articles and documents

Deoxy-nitrosugars. 17th communication. Synthesis of ketose-derived nucleosides from 1-deoxy-1-nitroribose

Mahmood,Vasella,Bernet

, p. 1555 - 1584 (2007/10/02)

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