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32462-30-9,MFCD00065932
Catalog No.:AA0033ZK

32462-30-9 | 4-Hydroxy-L-phenylglycine

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1g
97%
in stock  
$6.00   $4.00
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5g
97%
in stock  
$9.00   $6.00
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25g
97%
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$42.00   $29.00
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100g
97%
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$143.00   $100.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0033ZK
Chemical Name:
4-Hydroxy-L-phenylglycine
CAS Number:
32462-30-9
Molecular Formula:
C8H9NO3
Molecular Weight:
167.1620
MDL Number:
MFCD00065932
SMILES:
OC(=O)[C@H](c1ccc(cc1)O)N
Properties
Properties
 
Form:
Solid  
MP:
212 - 214 °C  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
164  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
2  
XLogP3:
-2.1  

Literature

Title: 4-Hydroxyphenylglycine biosynthesis in Herpetosiphon aurantiacus: a case of gene duplication and catalytic divergence.

Journal: Archives of microbiology 20120601

Title: Effect of chronic CPT-1 inhibition on myocardial ischemia-reperfusion injury (I/R) in a model of diet-induced obesity.

Journal: Cardiovascular drugs and therapy 20120601

Title: Complete genome sequence of the filamentous gliding predatory bacterium Herpetosiphon aurantiacus type strain (114-95(T)).

Journal: Standards in genomic sciences 20111231

Title: Involvement of energetic metabolism in the effects of ischemic postconditioning on the ischemic-reperfused heart of fed and fasted rats.

Journal: The journal of physiological sciences : JPS 20110701

Title: Carnitine palmitoyltransferase (CPT) modulators: a medicinal chemistry perspective on 35 years of research.

Journal: Journal of medicinal chemistry 20110512

Title: Differential proteomic analysis highlights metabolic strategies associated with balhimycin production in Amycolatopsis balhimycina chemostat cultivations.

Journal: Microbial cell factories 20100101

Title: Use of the SPhos ligand to suppress racemization in arylpinacolboronate ester Suzuki couplings involving alpha-amino acids. Synthesis of biaryl derivatives of 4-hydroxyphenylglycine, tyrosine, and tryptophan.

Journal: The Journal of organic chemistry 20091204

Title: Efficient biocatalytic production of D-4-hydroxyphenylglycine by whole cells of recombinant Ralstonia pickettii.

Journal: Folia microbiologica 20091101

Title: Tracking radical migration in large hydrogen deficient peptides with covalent labels: facile movement does not equal indiscriminate fragmentation.

Journal: Journal of the American Society for Mass Spectrometry 20090601

Title: Exploring the substrate specificity of OxyB, a phenol coupling P450 enzyme involved in vancomycin biosynthesis.

Journal: Organic & biomolecular chemistry 20080821

Title: Facile immobilization of evolved agrobacterium radiobacter carbamoylase with high thermal and oxidative stability.

Journal: Journal of agricultural and food chemistry 20080813

Title: Role of glucose metabolism in the recovery of postischemic LV mechanical function: effects of insulin and other metabolic modulators.

Journal: American journal of physiology. Heart and circulatory physiology 20080601

Title: Metabolic response to an acute jump in cardiac workload: effects on malonyl-CoA, mechanical efficiency, and fatty acid oxidation.

Journal: American journal of physiology. Heart and circulatory physiology 20080201

Title: Oxidative phenol coupling reactions catalyzed by OxyB: a cytochrome P450 from the vancomycin producing organism. implications for vancomycin biosynthesis.

Journal: Journal of the American Chemical Society 20070530

Title: Racemization in suzuki couplings: a quantitative study using 4-hydroxyphenylglycine and tyrosine derivatives as probe molecules.

Journal: The Journal of organic chemistry 20070202

Title: Carnitine palmitoyl transferase-I inhibition is not associated with cardiac hypertrophy in rats fed a high-fat diet.

Journal: Clinical and experimental pharmacology & physiology 20070101

Title: The enduracidin biosynthetic gene cluster from Streptomyces fungicidicus.

Journal: Microbiology (Reading, England) 20061001

Title: Modification of myocardial substrate use as a therapy for heart failure.

Journal: Nature clinical practice. Cardiovascular medicine 20060901

Title: Sequential activation of caspases and synergistic beta-cell cytotoxicity by palmitate and anti-Fas antibodies.

Journal: Life sciences 20060822

Title: Influence of fasting on the effects of dimethylamiloride and oxfenicine on ischaemic-reperfused rat hearts.

Journal: Archives of physiology and biochemistry 20060201

Title: Dissociation between metabolic and efficiency effects of perhexiline in normoxic rat myocardium.

Journal: Journal of cardiovascular pharmacology 20051201

Title: NF-kappaB factor c-Rel mediates neuroprotection elicited by mGlu5 receptor agonists against amyloid beta-peptide toxicity.

Journal: Cell death and differentiation 20050701

Title: Inhibition of carnitine-acyl transferase I by oxfenicine studied in vivo with [11C]-labeled fatty acids.

Journal: Nuclear medicine and biology 20050701

Title: Fatty acid oxidation inhibition with PPARalpha activation (FOXIB/PPARalpha) for normalizing gene expression in heart failure?

Journal: Cardiovascular research 20050601

Title: Carnitine palmitoyl transferase-I inhibition prevents ventricular remodeling and delays decompensation in pacing-induced heart failure.

Journal: Cardiovascular research 20050601

Title: Regulation of pyruvate dehydrogenase activity and citric acid cycle intermediates during high cardiac power generation.

Journal: The Journal of physiology 20050115

Title: Effect of gender and fatty acids on ischemic recovery of contractile and pump function in the rat heart.

Journal: Gender medicine 20041201

Title: Engineering p-hydroxyphenylpyruvate dioxygenase to a p-hydroxymandelate synthase and evidence for the proposed benzene oxide intermediate in homogentisate formation.

Journal: Biochemistry 20040127

Title: Role of the fuel utilized by tissues on coronary vessel response to physical stimuli in isolated rat hearts.

Journal: Physiological research 20040101

Title: Inhibitory effects in the side reactions occurring during the enzymic synthesis of amoxicillin: p-hydroxyphenylglycine methyl ester and amoxicillin hydrolysis.

Journal: Biotechnology and applied biochemistry 20030801

Title: Partial inhibition of fatty acid oxidation increases regional contractile power and efficiency during demand-induced ischemia.

Journal: Cardiovascular research 20030701

Title: Incorporation of glucose analogs by GtfE and GtfD from the vancomycin biosynthetic pathway to generate variant glycopeptides.

Journal: Chemistry & biology 20021201

Title: Fatty acids are important for the Frank-Starling mechanism and Gregg effect but not for catecholamine response in isolated rat hearts.

Journal: Acta physiologica Scandinavica 20021101

Title: Spinal cord mGlu1a receptors: possible target for amyotrophic lateral sclerosis therapy.

Journal: Pharmacology, biochemistry, and behavior 20020901

Title: The activation of metabotropic glutamate receptors differentially affects GABA and alpha-melanocyte stimulating hormone release from the hypothalamus and the posterior pituitary of male rats.

Journal: Neuroscience letters 20020719

Title: Modeling and kinetic analysis of the reaction system using whole cells with separately and co-expressed D-hydantoinase and N-carbamoylase.

Journal: Biotechnology and bioengineering 20020630

Title: Equilibrium modeling of extractive enzymatic hydrolysis of penicillin G with concomitant 6-aminopenicillanic acid crystallization.

Journal: Biotechnology and bioengineering 20020520

Title: Palmitate-induced cardiac apoptosis is mediated through CPT-1 but not influenced by glucose and insulin.

Journal: American journal of physiology. Heart and circulatory physiology 20020201

Title: Characterisation of a hydroxymandelate oxidase involved in the biosynthesis of two unusual amino acids occurring in the vancomycin group of antibiotics.

Journal: Chemical communications (Cambridge, England) 20010921

Title: Facilitation and inhibition of retrieval in two aversive tasks in rats by intrahippocampal infusion of agonists of specific glutamate metabotropic receptor subtypes.

Journal: Psychopharmacology 20010801

Title: Characterization of [(3)H]Quisqualate binding to recombinant rat metabotropic glutamate 1a and 5a receptors and to rat and human brain sections.

Journal: Journal of neurochemistry 20001201

Title: Biosynthesis of L-p-hydroxyphenylglycine, a non-proteinogenic amino acid constituent of peptide antibiotics.

Journal: Chemistry & biology 20001201

Title: Lipolysis is an important determinant of isoproterenol-induced myocardial necrosis.

Journal: Cardiovascular pathology : the official journal of the Society for Cardiovascular Pathology 19990101

Title: Oxfenicine-induced accumulation of lipid in the rat myocardium.

Journal: Journal of molecular and cellular cardiology 19880301

Title: Stephens TW, et, al. Two mechanisms produce tissue-specific inhibition of fatty acid oxidation by oxfenicine. Biochem J. 1985 Apr 15;227(2):651-60.

Title: Greaves P, et, al. Cardiac hypertrophy in the dog and rat induced by oxfenicine, an agent which modifies muscle metabolism. Arch Toxicol Suppl. 1984;7:488-93.

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Tags:32462-30-9 Molecular Formula|32462-30-9 MDL|32462-30-9 SMILES|32462-30-9 4-Hydroxy-L-phenylglycine