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875-74-1

875-74-1 | H-D-Phg-OH

CAS No: 875-74-1 Catalog No: AG003C8R MDL No:MFCD00008061

Product Description

Catalog Number:
AG003C8R
Chemical Name:
H-D-Phg-OH
CAS Number:
875-74-1
Molecular Formula:
C8H9NO2
Molecular Weight:
151.1626
MDL Number:
MFCD00008061
IUPAC Name:
(2R)-2-amino-2-phenylacetic acid
InChI:
InChI=1S/C8H9NO2/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H,9H2,(H,10,11)/t7-/m1/s1
InChI Key:
ZGUNAGUHMKGQNY-SSDOTTSWSA-N
SMILES:
N[C@H](c1ccccc1)C(=O)O
EC Number:
212-876-3
UNII:
GF5LYS471N

Properties

Complexity:
141  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
151.063g/mol
Formal Charge:
0
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
151.165g/mol
Monoisotopic Mass:
151.063g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
63.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.7  

Literature

Title Journal
Two plate-based colorimetric assays for screening α-amino acid ester hydrolase with high synthesis/hydrolysis ratio. Enzyme and microbial technology 20120715
Immobilization of chitosan in sol-gel phases for chiral open-tubular capillary electrochromatography. Analytica chimica acta 20120309
Identification and functional characterization of phenylglycine biosynthetic genes involved in pristinamycin biosynthesis in Streptomyces pristinaespiralis. Journal of biotechnology 20110820
Chiral recognition of α-amino acids by an optically active (2S,5S,8S,11S)-2,5,8,11-tetraethyl cyclen cobalt(III) complex. Inorganic chemistry 20110103
A straightforward three-component synthesis of alpha-amino esters containing a phenylalanine or a phenylglycine scaffold. The Journal of organic chemistry 20100416
Predominant (S)-enantioselective inclusion of aryl methyl sulfoxides by (S)-isoleucyl-(S)-phenylglycines. The Journal of organic chemistry 20100205
Design and synthesis of a hybrid potentiator-corrector agonist of the cystic fibrosis mutant protein DeltaF508-CFTR. Bioorganic & medicinal chemistry letters 20100101
Evidence of D-phenylglycine as delivering tool for improving L-dopa absorption. Journal of biomedical science 20100101
Synthesis of new imidazolidin-2,4-dione and 2-thioxoimidazolidin-4-ones via C-phenylglycine derivatives. Molecules (Basel, Switzerland) 20091230
Mutation-specific potency and efficacy of cystic fibrosis transmembrane conductance regulator chloride channel potentiators. The Journal of pharmacology and experimental therapeutics 20090901
Conformational study of jet-cooled L-phenylglycine. The Journal of chemical physics 20080514
Solvent migration from the C- to the N-terminus of amino acid in photoionization of phenylglycine-water complex. The Journal of chemical physics 20080128
Isolation and characterization of a benzoylformate decarboxylase and a NAD+/NADP+-dependent benzaldehyde dehydrogenase involved in D-phenylglycine metabolism in Pseudomonas stutzeri ST-201. Biochimica et biophysica acta 20071101
Phenylglycine as a novel P2 scaffold in hepatitis C virus NS3 protease inhibitors. Bioorganic & medicinal chemistry 20070201
(L)-Phenylglycine, but not necessarily other alpha2delta subunit voltage-gated calcium channel ligands, attenuates neuropathic pain in rats. Pain 20061101
Metabolic engineering of the E. coli L-phenylalanine pathway for the production of D-phenylglycine (D-Phg). Metabolic engineering 20060501
The conformers of phenylglycine. Chemistry (Weinheim an der Bergstrasse, Germany) 20060308
Investigation and characterization of liquid two-phase systems for the separation of crystal mixtures by interfacial partitioning. Biotechnology and bioengineering 20060305
Acetobacter turbidans alpha-amino acid ester hydrolase: how a single mutation improves an antibiotic-producing enzyme. The Journal of biological chemistry 20060303
Structure-activity relationships of alpha-amino acid ligands for the alpha2delta subunit of voltage-gated calcium channels. Bioorganic & medicinal chemistry letters 20060301
Selective and orally bioavailable phenylglycine tissue factor/factor VIIa inhibitors. Bioorganic & medicinal chemistry letters 20051201
Resolution of DL-Phenylglycine by Penicillin G acylase. Hindustan antibiotics bulletin 20050201
Structural scaffold of 18-crown-6 tetracarboxylic acid for optical resolution of chiral amino acid: X-ray crystal analyses and energy calculations of complexes of D- and L-isomers of tyrosine, isoleucine, methionine and phenylglycine. Organic & biomolecular chemistry 20041207
Analogues of homoibotenic acid show potent and selective activity following sensitisation by quisqualic acid. European journal of pharmacology 20040319
Determination of the enantiomeric composition of guest molecules by chemometric analysis of the UV-visible spectra of cyclodextrin guest-host complexes. Journal of the American Chemical Society 20030219
[Discussion of the application of three-point interaction principle to the phenylglycine racemic compound in IR spectrometry and its enantiomers separation in HPLC]. Yao xue xue bao = Acta pharmaceutica Sinica 20020801
Penicillin acylase-catalyzed ampicillin synthesis using a pH gradient: a new approach to optimization. Biotechnology and bioengineering 20020605
Recovery of small bioparticles by interfacial partitioning. Biotechnology and bioengineering 20020520
Prime site binding inhibitors of a serine protease: NS3/4A of hepatitis C virus. Biochemistry 20020430
A study of the substrate specificity of Na+-dependent and Na+-independent neutral amino acid transport systems in dog intestinal brush-border membrane vesicles using L-alanine analogues. The Journal of pharmacy and pharmacology 20020401
Determination of optical purity by nonenantioselective LC using CD detection. Journal of pharmaceutical and biomedical analysis 20011201
The design of phenylglycine containing benzamidine carboxamides as potent and selective inhibitors of factor Xa. Bioorganic & medicinal chemistry letters 20010312
Epitope mapping of beta-lactam antibiotics with the use of monoclonal antibodies. Toxicology 19950331

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