22818-40-2,MFCD00004262
Catalog No.:AA007NMI

22818-40-2 | D(-)-4-Hydroxyphenylglycine

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10g
98%
in stock  
$6.00   $4.00
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25g
98%
in stock  
$7.00   $5.00
- +
100g
98%
in stock  
$15.00   $11.00
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500g
98%
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$67.00   $47.00
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  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA007NMI
Chemical Name:
D(-)-4-Hydroxyphenylglycine
CAS Number:
22818-40-2
Molecular Formula:
C8H9NO3
Molecular Weight:
167.1620
MDL Number:
MFCD00004262
SMILES:
OC(=O)[C@@H](c1ccc(cc1)O)N
Properties
Computed Properties
 
Complexity:
164  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0  
Rotatable Bond Count:
2  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
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: 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: 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: 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: 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: 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: Fine structural recognition specificities of IgE antibodies distinguishing amoxicilloyl and amoxicillanyl determinants in allergic subjects.

Journal: Journal of molecular recognition : JMR 20010101

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: Epitope mapping of beta-lactam antibiotics with the use of monoclonal antibodies.

Journal: Toxicology 19950331

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

Journal: Journal of molecular and cellular cardiology 19880301

Title: Yu H, et al. Efficient biocatalytic production of D-4-hydroxyphenylglycine by whole cells of recombinant Ralstonia pickettii. Folia Microbiol (Praha). 2009;54(6):509-515.

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SDS
Tags:22818-40-2 Molecular Formula|22818-40-2 MDL|22818-40-2 SMILES|22818-40-2 D(-)-4-Hydroxyphenylglycine
Catalog No.: AA007NMI
22818-40-2,MFCD00004262
22818-40-2 | D(-)-4-Hydroxyphenylglycine
Pack Size: 10g
Purity: 98%
in stock
$6.00 $4.00
Pack Size: 25g
Purity: 98%
in stock
$7.00 $5.00
Pack Size: 100g
Purity: 98%
in stock
$15.00 $11.00
Pack Size: 500g
Purity: 98%
in stock
$67.00 $47.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA007NMI
Chemical Name: D(-)-4-Hydroxyphenylglycine
CAS Number: 22818-40-2
Molecular Formula: C8H9NO3
Molecular Weight: 167.1620
MDL Number: MFCD00004262
SMILES: OC(=O)[C@@H](c1ccc(cc1)O)N
Properties
Complexity: 164  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 1  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 12  
Hydrogen Bond Acceptor Count: 4  
Hydrogen Bond Donor Count: 3  
Isotope Atom Count: 0  
Rotatable Bond Count: 2  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: -2.1  
Literature fold

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

Journal: Archives of microbiology20120601

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 therapy20120601

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 : JPS20110701

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 chemistry20091204

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

Journal: Folia microbiologica20091101

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 Spectrometry20090601

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

Journal: Journal of agricultural and food chemistry20080813

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 physiology20080601

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 physiology20080201

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

Journal: The Journal of organic chemistry20070202

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

Journal: Clinical and experimental pharmacology & physiology20070101

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 medicine20060901

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

Journal: Life sciences20060822

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

Journal: Archives of physiology and biochemistry20060201

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

Journal: Journal of cardiovascular pharmacology20051201

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

Journal: Cell death and differentiation20050701

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

Journal: Nuclear medicine and biology20050701

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

Journal: Cardiovascular research20050601

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

Journal: Cardiovascular research20050601

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

Journal: The Journal of physiology20050115

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

Journal: Gender medicine20041201

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

Journal: Biochemistry20040127

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

Journal: Physiological research20040101

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 biochemistry20030801

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

Journal: Cardiovascular research20030701

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 Scandinavica20021101

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

Journal: Pharmacology, biochemistry, and behavior20020901

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 letters20020719

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 bioengineering20020630

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

Journal: Biotechnology and bioengineering20020520

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 physiology20020201

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: Psychopharmacology20010801

Title: Fine structural recognition specificities of IgE antibodies distinguishing amoxicilloyl and amoxicillanyl determinants in allergic subjects.

Journal: Journal of molecular recognition : JMR20010101

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 neurochemistry20001201

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

Journal: Chemistry & biology20001201

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

Journal: Cardiovascular pathology : the official journal of the Society for Cardiovascular Pathology19990101

Title: Epitope mapping of beta-lactam antibiotics with the use of monoclonal antibodies.

Journal: Toxicology19950331

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

Journal: Journal of molecular and cellular cardiology19880301

Title: Yu H, et al. Efficient biocatalytic production of D-4-hydroxyphenylglycine by whole cells of recombinant Ralstonia pickettii. Folia Microbiol (Praha). 2009;54(6):509-515.

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