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99-16-1,MFCD00007949
Catalog No.:AA00IK4O

99-16-1 | Allantoic acid

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5mg
≥95.0%
in stock  
$149.00   $104.00
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100mg
96%
in stock  
$253.00   $177.00
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250mg
96%
in stock  
$419.00   $294.00
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1g
96%
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$909.00   $637.00
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5g
96%
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$2,472.00   $1,731.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00IK4O
Chemical Name:
Allantoic acid
CAS Number:
99-16-1
Molecular Formula:
C4H8N4O4
Molecular Weight:
176.1307
MDL Number:
MFCD00007949
SMILES:
OC(=O)C(NC(=O)N)NC(=O)N
Properties
Computed Properties
 
Complexity:
199  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
3  
XLogP3:
-2.6  

Downstream Synthesis Route

[1]JustusLiebigsAnnalenderChemie,1871,vol.159,p.362

[2]JustusLiebigsAnnalenderChemie,1909,vol.365,p.36

[3]ComptesRendusHebdomadairesdesSeancesdel'AcademiedesSciences,1929,vol.188,p.1419    ComptesRendusHebdomadairesdesSeancesdel'AcademiedesSciences,1929,vol.189,p.716

[4]Molecules,2011,vol.16,p.9153-9160

[1]ComptesRendusHebdomadairesdesSeancesdel'AcademiedesSciences,1904,vol.138,p.428

97-59-6   
allantoinase 
 
aqueous<NH4>2CO3/<NH4>HCO3 
  99-16-1 

[1]ComptesRendusHebdomadairesdesSeancesdel'AcademiedesSciences,1934,vol.198,p.2205

97-59-6   
KOH-solution 
  99-16-1 

[1]JustusLiebigsAnnalenderChemie,1909,vol.365,p.36

[1]ComptesRendusHebdomadairesdesSeancesdel'AcademiedesSciences,1904,vol.138,p.428

Literature

Title: Soybean ureide transporters play a critical role in nodule development, function and nitrogen export.

Journal: The Plant journal : for cell and molecular biology 20121101

Title: Developmental effects on ureide levels are mediated by tissue-specific regulation of allantoinase in Phaseolus vulgaris L.

Journal: Journal of experimental botany 20120601

Title: Pichia sorbitophila, an Interspecies Yeast Hybrid, Reveals Early Steps of Genome Resolution After Polyploidization.

Journal: G3 (Bethesda, Md.) 20120201

Title: Polar compounds isolated from the leaves of Albertisia delagoensis (Menispermaceae).

Journal: Molecules (Basel, Switzerland) 20111102

Title: Metabolomic profiling of the autosomal dominant polycystic kidney disease rat model.

Journal: Clinical and experimental nephrology 20111001

Title: The transcriptome of Fusarium graminearum during the infection of wheat.

Journal: Molecular plant-microbe interactions : MPMI 20110901

Title: Biochemical characterization of allantoinase from Escherichia coli BL21.

Journal: The protein journal 20110801

Title: The biochemistry of nitrogen mobilization: purine ring catabolism.

Journal: Trends in plant science 20110701

Title: Arabidopsis thaliana nucleosidase mutants provide new insights into nucleoside degradation.

Journal: The New phytologist 20110701

Title: Mutational analysis of the major soybean UreF paralogue involved in urease activation.

Journal: Journal of experimental botany 20110601

Title: An alternative pathway for ureide usage in legumes: enzymatic formation of a ureidoglycolate adduct in Cicer arietinum and Phaseolus vulgaris.

Journal: Journal of experimental botany 20110101

Title: Genome-wide survey of yeast mutations leading to activation of the yeast cell integrity MAPK pathway: novel insights into diverse MAPK outcomes.

Journal: BMC genomics 20110101

Title: Genome-wide assessment of the carriers involved in the cellular uptake of drugs: a model system in yeast.

Journal: BMC biology 20110101

Title: Molecular analysis of ureide accumulation under drought stress in Phaseolus vulgaris L.

Journal: Plant, cell & environment 20101101

Title: Chemical basis of nitrogen recovery through the ureide pathway: formation and hydrolysis of S-ureidoglycine in plants and bacteria.

Journal: ACS chemical biology 20100219

Title: Predicting functional associations from metabolism using bi-partite network algorithms.

Journal: BMC systems biology 20100101

Title: Operons.

Journal: Cellular and molecular life sciences : CMLS 20091201

Title: Crystal structure of metal-dependent allantoinase from Escherichia coli.

Journal: Journal of molecular biology 20090417

Title: Allantoate amidohydrolase transcript expression is independent of drought tolerance in soybean.

Journal: Journal of experimental botany 20090301

Title: Ureide metabolism during seedling development in French bean (Phaseolus vulgaris).

Journal: Physiologia plantarum 20090101

Title: Exploring and dissecting genome-wide gene expression responses of Penicillium chrysogenum to phenylacetic acid consumption and penicillinG production.

Journal: BMC genomics 20090101

Title: Structures of Arthrobacter globiformis urate oxidase-ligand complexes.

Journal: Acta crystallographica. Section D, Biological crystallography 20080801

Title: An enzyme cycling method for measurement of allantoin in human serum.

Journal: Analytical biochemistry 20080701

Title: A critical role for ureides in dark and senescence-induced purine remobilization is unmasked in the Atxdh1 Arabidopsis mutant.

Journal: The Plant journal : for cell and molecular biology 20080501

Title: Identification, biochemical characterization, and subcellular localization of allantoate amidohydrolases from Arabidopsis and soybean.

Journal: Plant physiology 20080201

Title: Complex evolution of the DAL5 transporter family.

Journal: BMC genomics 20080101

Title: MFS transportome of the human pathogenic yeast Candida albicans.

Journal: BMC genomics 20080101

Title: Biochemical characterisation of an allantoate-degrading enzyme from French bean (Phaseolus vulgaris): the requirement of phenylhydrazine.

Journal: Planta 20071001

Title: Differential regulation and substrate preferences in two peptide transporters of Saccharomyces cerevisiae.

Journal: Eukaryotic cell 20071001

Title: Structural analysis of a ternary complex of allantoate amidohydrolase from Escherichia coli reveals its mechanics.

Journal: Journal of molecular biology 20070427

Title: Genomic analysis of the secretion stress response in the enzyme-producing cell factory Aspergillus niger.

Journal: BMC genomics 20070101

Title: Enzymatic assay of allantoin in serum using allantoinase and allantoate amidohydrolase.

Journal: Analytical biochemistry 20061215

Title: AtAAH encodes a protein with allantoate amidohydrolase activity from Arabidopsis thaliana.

Journal: Planta 20060401

Title: Update on ureide degradation in legumes.

Journal: Journal of experimental botany 20060101

Title: Control of hyperuricemia in subjects with refractory gout, and induction of antibody against poly(ethylene glycol) (PEG), in a phase I trial of subcutaneous PEGylated urate oxidase.

Journal: Arthritis research & therapy 20060101

Title: Harnessing natural diversity to probe metabolic pathways.

Journal: PLoS genetics 20051201

Title: Inhibition of N2 fixation in soybean is associated with elevated ureides and amino acids.

Journal: Plant physiology 20050401

Title: Crystal structure of yeast allantoicase reveals a repeated jelly roll motif.

Journal: The Journal of biological chemistry 20040528

Title: Ureide biosynthesis in legume nodules.

Journal: Frontiers in bioscience : a journal and virtual library 20040501

Title: Soybean cultivars 'Williams 82' and 'Maple Arrow' produce both urea and ammonia during ureide degradation.

Journal: Journal of experimental botany 20040401

Title: Isolation and characterization of the plasma membrane biotin transporter from Schizosaccharomyces pombe.

Journal: Yeast (Chichester, England) 20030201

Title: Microarray analysis of orthologous genes: conservation of the translational machinery across species at the sequence and expression level.

Journal: Genome biology 20030101

Title: Property comparison of recombinant amphibian and mammalian allantoicases.

Journal: FEBS letters 20020213

Title: Allantoin as a free-radical scavenger.

Journal: Doklady. Biochemistry and biophysics 20020101

Title: Purine degradation in the edible mushroom Agaricus bisporus.

Journal: Folia microbiologica 20020101

Title: The purine degradation pathway: possible role in paralytic shellfish toxin metabolism in the cyanobacterium Planktothrix sp. FP1.

Journal: Environment international 20011201

Title: Subtelomeric sequence from the right arm of Schizosaccharomyces pombe chromosome I contains seven permease genes.

Journal: Yeast (Chichester, England) 20010315

Title: Leaf ureide degradation and N(2) fixation tolerance to water deficit in soybean.

Journal: Journal of experimental botany 20010101

Title: Allantoate and ureidoglycolate degradation by Pseudomonas aeruginosa.

Journal: Biochimica et biophysica acta 19670111

Title: Taherkhani A, et, al. Metabolomic Analysis of Membranous Glomerulonephritis: Identification of a Diagnostic Panel and Pathogenic Pathways. Arch Med Res. 2019 May; 50(4):159-169.

Title: Okumura I, et, al. Stereospecificity of conversion of uric acid into allantoic acid by enzymes of Canadida utilis. J Biochem. 1976 May;79(5):1013-9.

Title: Cai HL, et, al. Therapeutic efficacy of atypical antipsychotic drugs by targeting multiple stress-related metabolic pathways. Transl Psychiatry. 2017 May 16; 7(5):e1130.

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