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73-67-6

73-67-6 | (4-Amino-2-methyl-5-pyrimidinyl);methanol

CAS No: 73-67-6 Catalog No: AG005BZG MDL No:MFCD00849239

Product Description

Catalog Number:
AG005BZG
Chemical Name:
(4-Amino-2-methyl-5-pyrimidinyl);methanol
CAS Number:
73-67-6
Molecular Formula:
C6H9N3O
Molecular Weight:
139.1552
MDL Number:
MFCD00849239
IUPAC Name:
(4-amino-2-methylpyrimidin-5-yl)methanol
InChI:
InChI=1S/C6H9N3O/c1-4-8-2-5(3-10)6(7)9-4/h2,10H,3H2,1H3,(H2,7,8,9)
InChI Key:
VUTBELPREDJDDH-UHFFFAOYSA-N
SMILES:
OCc1cnc(nc1N)C
UNII:
G62V17J09J
NSC Number:
28247

Properties

Complexity:
109  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
139.075g/mol
Formal Charge:
0
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
139.158g/mol
Monoisotopic Mass:
139.075g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
72A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.1  

Literature

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Structure of trifunctional THI20 from yeast. Acta crystallographica. Section D, Biological crystallography 20110901
Simultaneous molecular imaging based on electron paramagnetic resonance of 14N- and 15N-labelled nitroxyl radicals. Chemical communications (Cambridge, England) 20110321
Plasticity in the purine-thiamine metabolic network of Salmonella. Genetics 20110201
Purification, crystallization and preliminary X-ray diffraction analysis of the thiaminase type II from Staphylococcus aureus. Acta crystallographica. Section F, Structural biology and crystallization communications 20110101
Thiamin (vitamin B1) biosynthesis and regulation: a rich source of antimicrobial drug targets? International journal of biological sciences 20110101
Exploring metabolic pathway reconstruction and genome-wide expression profiling in Lactobacillus reuteri to define functional probiotic features. PloS one 20110101
Identification of inhibitors against Mycobacterium tuberculosis thiamin phosphate synthase, an important target for the development of anti-TB drugs. PloS one 20110101
HMP binding protein ThiY and HMP-P synthase THI5 are structural homologues. Biochemistry 20101019
The genome of a pathogenic rhodococcus: cooptive virulence underpinned by key gene acquisitions. PLoS genetics 20100901
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Reaction of AdoMet with ThiC generates a backbone free radical. Biochemistry 20090120
The vitamin B1 metabolism of Staphylococcus aureus is controlled at enzymatic and transcriptional levels. PloS one 20090101
Reconstitution of ThiC in thiamine pyrimidine biosynthesis expands the radical SAM superfamily. Nature chemical biology 20081201
ThiC is an [Fe-S] cluster protein that requires AdoMet to generate the 4-amino-5-hydroxymethyl-2-methylpyrimidine moiety in thiamin synthesis. Biochemistry 20080902
Involvement of thiaminase II encoded by the THI20 gene in thiamin salvage of Saccharomyces cerevisiae. FEMS yeast research 20080301
The genes and enzymes involved in the biosynthesis of thiamin and thiamin diphosphate in yeasts. Cellular & molecular biology letters 20080101
Molecular characterization of the thi3 gene involved in thiamine biosynthesis in Zea mays: cDNA sequence and enzymatic and structural properties of the recombinant bifunctional protein with 4-amino-5-hydroxymethyl-2-methylpyrimidine (phosphate) kinase and thiamine monophosphate synthase activities. The Biochemical journal 20071201
Patterns and implications of gene gain and loss in the evolution of Prochlorococcus. PLoS genetics 20071201
A new thiamin salvage pathway. Nature chemical biology 20070801
Recent progress in understanding thiamin biosynthesis and its genetic regulation in Saccharomyces cerevisiae. Applied microbiology and biotechnology 20060801
A connection between iron-sulfur cluster metabolism and the biosynthesis of 4-amino-5-hydroxymethyl-2-methylpyrimidine pyrophosphate in Salmonella enterica. Microbiology (Reading, England) 20060801
Vitamin B1 de novo synthesis in the human malaria parasite Plasmodium falciparum depends on external provision of 4-amino-5-hydroxymethyl-2-methylpyrimidine. Biological chemistry 20060101
Thi20, a remarkable enzyme from Saccharomyces cerevisiae with dual thiamin biosynthetic and degradation activities. Bioorganic chemistry 20050801
Structural characterization of the regulatory proteins TenA and TenI from Bacillus subtilis and identification of TenA as a thiaminase II. Biochemistry 20050222
Biosynthesis of the thiamin pyrimidine: the reconstitution of a remarkable rearrangement reaction. Organic & biomolecular chemistry 20040907
Chromatographic study of photolysis of aqueous cyanocobalamin solution in presence of vitamins B and C. Pakistan journal of pharmaceutical sciences 20040101
Crystal structure of 4-amino-5-hydroxymethyl-2-methylpyrimidine phosphate kinase from Salmonella typhimurium at 2.3 A resolution. Structure (London, England : 1993) 20020201
Mechanistic studies on thiamin phosphate synthase: evidence for a dissociative mechanism. Biochemistry 20010828
Structural characterization of the enzyme-substrate, enzyme-intermediate, and enzyme-product complexes of thiamin phosphate synthase. Biochemistry 20010828

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