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96702-03-3,MFCD03419286
Catalog No.:AA006PJ6

96702-03-3 | (S)-2-Methyl-3,4,5,6-tetrahydropyrimidine-4-carboxylic acid

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250mg
98%
in stock  
$11.00   $8.00
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1g
98%
in stock  
$15.00   $11.00
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5g
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$18.00   $13.00
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25g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA006PJ6
Chemical Name:
(S)-2-Methyl-3,4,5,6-tetrahydropyrimidine-4-carboxylic acid
CAS Number:
96702-03-3
Molecular Formula:
C6H10N2O2
Molecular Weight:
142.1558
MDL Number:
MFCD03419286
SMILES:
OC(=O)[C@@H]1CCN=C(N1)C
Properties
Properties
 
BP:
381.5°C at 760 mmHg  
Form:
Solid  
MP:
>300°C  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
177  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
-0.8  

Downstream Synthesis Route
96702-03-3    57-11-4   
6-carboxy-2-methyl-1,4,5,6-tetrahydropyrimidiniumstearate 

[1]Patent:US2011/152292,2011,A1.Locationinpatent:Page/Pagecolumn22-23

96702-03-3    57-10-3   
6-carboxy-2-methyl-1,4,5,6-tetrahydropyrimidiniumpalmitate 

[1]Patent:US2011/152292,2011,A1.Locationinpatent:Page/Pagecolumn22

124-07-2    96702-03-3   
6-carboxy-2-methyl-1,4,5,6-tetrahydropyrimidiniumoctanoate 

[1]Patent:US2011/152292,2011,A1.Locationinpatent:Page/Pagecolumn20

96702-03-3    100-85-6   
benzyltrimethylammonium2-methyl-3,4,5,6-tetrahydropyrimidine-4-carboxylate 

[1]Patent:US2011/152292,2011,A1.Locationinpatent:Page/Pagecolumn21

108-01-0    96702-03-3   
2-hydroxyethyldimethylammonium2-methyl-3,4,5,6-tetrahydropyrimidine-4-carboxylate 

[1]Patent:US2011/152292,2011,A1.Locationinpatent:Page/Pagecolumn21

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Title: Characterization of salt tolerance in ectoine-transformed tobacco plants (Nicotiana tabaccum): photosynthesis, osmotic adjustment, and nitrogen partitioning.

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Title: Ectoines as compatible solutes and carbon and energy sources for the halophilic bacterium Chromohalobacter salexigens.

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Title: Effect of duration of osmotic downshock and coexisting glutamate on survival and uptake of ectoine in halotolerant Brevibacterium sp. JCM 6894.

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Title: NhaD type sodium/proton-antiporter of Halomonas elongata: a salt stress response mechanism in marine habitats?

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Title: Ultraviolet A-induced signaling involves a ceramide-mediated autocrine loop leading to ceramide de novo synthesis.

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Title: Contribution of chemical changes in membrane lipids to the osmoadaptation of the halophilic bacterium Chromohalobacter salexigens.

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Title: Halomonas campaniensis sp. nov., a haloalkaliphilic bacterium isolated from a mineral pool of Campania Region, Italy.

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Title: Ectoine and hydroxyectoine inhibit aggregation and neurotoxicity of Alzheimer's beta-amyloid.

Journal: FEBS letters 20050829

Title: Cloning, purification, and characterization of diaminobutyrate acetyltransferase from the halotolerant methanotroph Methylomicrobium alcaliphilum 20Z.

Journal: Biochemistry. Biokhimiia 20050801

Title: Ectoine from halophilic microorganisms induces the expression of hsp70 and hsp70B' in human keratinocytes modulating the proinflammatory response.

Journal: Cell stress & chaperones 20050701

Title: Industrial importance of the genus Brevibacterium.

Journal: Biotechnology letters 20050401

Title: Fatty acid, compatible solute and pigment composition of obligately chemolithoautotrophic alkaliphilic sulfur-oxidizing bacteria from soda lakes.

Journal: FEMS microbiology letters 20050201

Title: Optimization of ectoine synthesis through fed-batch fermentation of Brevibacterium epidermis.

Journal: Biotechnology progress 20050101

Title: Accumulation of the compatible solutes, glycine-betaine and ectoine, in osmotic stress adaptation and heat shock cross-protection in the biocontrol agent Pantoea agglomerans CPA-2.

Journal: Letters in applied microbiology 20050101

Title: Organic compatible solutes of halotolerant and halophilic microorganisms.

Journal: Saline systems 20050101

Title: [Methylophaga murata sp. nov.: a haloalkaliphilic aerobic methylotroph from deteriorating marble].

Journal: Mikrobiologiia 20050101

Title: Efficient utilization of ectoine by halophilic Brevibacterium species and Escherichia coli subjected to osmotic downshock.

Journal: Journal of bioscience and bioengineering 20050101

Title: [Biotechnological potential of methylotrophic bacteria: a review of current status and future prospects].

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Title: [Osmoadaptation in representatives of haloalkaliphilic bacteria from soda lakes].

Journal: Mikrobiologiia 20050101

Title: Physiological and morphological responses of the soil bacterium Rhodococcus opacus strain PD630 to water stress.

Journal: FEMS microbiology ecology 20041101

Title: Ectoine accumulation in Brevibacterium epidermis.

Journal: Biotechnology letters 20041001

Title: Complex regulation of the synthesis of the compatible solute ectoine in the halophilic bacterium Chromohalobacter salexigens DSM 3043T.

Journal: Microbiology (Reading, England) 20040901

Title: LcoP, an osmoregulated betaine/ectoine uptake system from Corynebacterium glutamicum.

Journal: FEBS letters 20040827

Title: Rapid and sensitive NMR method for osmolyte determination.

Journal: Journal of microbiological methods 20040801

Title: BetP of Corynebacterium glutamicum, a transporter with three different functions: betaine transport, osmosensing, and osmoregulation.

Journal: Biochimica et biophysica acta 20040723

Title: Marinococcus halophilus DSM 20408T encodes two transporters for compatible solutes belonging to the betaine-carnitine-choline transporter family: identification and characterization of ectoine transporter EctM and glycine betaine transporter BetM.

Journal: Extremophiles : life under extreme conditions 20040601

Title: Comparative phylogenetic analyses of Halomonas variabilis and related organisms based on 16S rRNA, gyrB and ectBC gene sequences.

Journal: Systematic and applied microbiology 20040501

Title: Inhibition of insulin amyloid formation by small stress molecules.

Journal: FEBS letters 20040423

Title: Carbon and energy fluxes during haloadaptation of Halomonas sp. EF11 growing on phenol.

Journal: Extremophiles : life under extreme conditions 20040401

Title: Detection of ectoin biosynthesis genes in halotolerant aerobic methylotrophic bacteria.

Journal: Doklady. Biochemistry and biophysics 20040101

Title: Ectoin: an effective natural substance to prevent UVA-induced premature photoaging.

Journal: Skin pharmacology and physiology 20040101

Title: Glucose 6-phosphate dehydrogenase is required for sucrose and trehalose to be efficient osmoprotectants in Sinorhizobium meliloti.

Journal: FEMS microbiology letters 20031212

Title: Isolation and characterization of ButA, a secondary glycine betaine transport system operating in Tetragenococcus halophila.

Journal: Current microbiology 20031001

Title: Impact of transport processes in the osmotic response of Corynebacterium glutamicum.

Journal: Journal of biotechnology 20030904

Title: Highly sensitive determination of ectoine and other compatible solutes by anion-exchange chromatography and pulsed amperometric detection.

Journal: Analytical and bioanalytical chemistry 20030901

Title: Methylophaga natronica sp. nov., a new alkaliphilic and moderately halophilic, restricted-facultatively methylotrophic bacterium from soda lake of the Southern Transbaikal region.

Journal: Systematic and applied microbiology 20030901

Title: Potential osmoprotectants for the lactic acid bacteria Pediococcus pentosaceus and Tetragenococcus halophila.

Journal: International journal of food microbiology 20030715

Title: Assessment of compatible solutes to overcome salinity stress in thermophilic (55 degrees C) methanol-fed sulfate reducing granular sludges.

Journal: Water science and technology : a journal of the International Association on Water Pollution Research 20030101

Title: Dynamics and optimal conditions of intracellular ectoine accumulation in Brevibacterium sp.

Journal: Communications in agricultural and applied biological sciences 20030101

Title: Novel insights into the role of potassium for osmoregulation in Halomonas elongata.

Journal: Extremophiles : life under extreme conditions 20021201

Title: The substrate-binding protein TeaA of the osmoregulated ectoine transporter TeaABC from Halomonas elongata: purification and characterization of recombinant TeaA.

Journal: FEMS microbiology letters 20020604

Title: Comparative study of the thermostabilizing properties of mannosylglycerate and other compatible solutes on model enzymes.

Journal: Extremophiles : life under extreme conditions 20020601

Title: Investigation into a stress-inducible promoter region from Marinococcus halophilus using green fluorescent protein.

Journal: Extremophiles : life under extreme conditions 20020201

Title: Metabolic engineering of osmoprotectant accumulation in plants.

Journal: Metabolic engineering 20020101

Title: Diversity of halophilic microorganisms: environments, phylogeny, physiology, and applications.

Journal: Journal of industrial microbiology & biotechnology 20020101

Title: [The biology and osmoadaptation of haloalkaliphilic methanotrophs].

Journal: Mikrobiologiia 20020101

Title: Effect of compatible solutes on the respiratory activity and growth of Escherichia coli K-12 under NaCl stress.

Journal: Journal of bioscience and bioengineering 20020101

Title: Uptake and utilization of ectoine by halotolerant Brevibacterium sp. JCM 6894 subjected to osmotic downshock.

Journal: Journal of bioscience and bioengineering 20020101

Title: Plant biotechnology--genetic engineering to enhance plant salt tolerance.

Journal: Journal of bioscience and bioengineering 20020101

Title: Accumulation of osmoprotectants and lipid pattern modulation in response to growth conditions by Halomonas pantelleriense.

Journal: Systematic and applied microbiology 20011101

Title: Calorimetrically obtained information about the efficiency of ectoine synthesis from glucose in Halomonas elongata.

Journal: Biochimica et biophysica acta 20010702

Title: Interrelation between synthesis and uptake of ectoine for the growth of the halotolerant Brevibacterium species JCM 6894 at high osmolarity.

Journal: Microbios 20010101

Title: Accumulation of ectoine in the halotolerant Brevibacterium sp. JCM 6894.

Journal: Journal of bioscience and bioengineering 20010101

Title: Growth of Escherichia coli ATCC 9637 through the uptake of compatible solutes at high osmolarity.

Journal: Journal of bioscience and bioengineering 20010101

Title: Werkhäuser N, et al. Treatment of allergic rhinitis with ectoine containing nasal spray and eye drops in comparison with azelastine containing nasal spray and eye drops or with cromoglycic Acid containing nasal spray. J Allergy (Cairo). 2014;2014:176597.

Title: Graf R, et al. The multifunctional role of ectoine as a natural cell protectant. Clin Dermatol. 2008 Jul-Aug;26(4):326-33.

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