4-Hydroxy-L-(+)-2-phenylglycine - 99%, high purity , CAS No.32462-30-9

  • ≥99%
In stock
Item Number
H157171
Grouped product items
SKUSizeAvailabilityPrice Qty
H157171-1g
1g
3
$14.90
H157171-5g
5g
3
$49.90
H157171-25g
25g
7
$176.90
H157171-100g
100g
1
$499.90

Basic Description

SynonymsAC-24628 | DS-11081 | p-Hydroxy-L-phenylglycine | (S)-2-AMINO-2-(4-HYDROXYPHENYL)ACETIC ACID | (S)-Amino-(4-hydroxyphenyl)acetic acid | 4-Hydroxy-L-phenylglycine | CAS-32462-30-9 | H-Phg(4-OH)-OH | Oxfenicina | BDBM50403035 | H1389 | SCHEMBL122315 | UNII-
Specifications & Purity≥99%
Shipped InNormal

Associated Targets(Human)

CPT2 Tchem Carnitine palmitoyltransferase 2 (510 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC1A4 Tbio Neutral amino acid transporter A (18 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KB (17409 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CPT1A Tchem Carnitine O-palmitoyltransferase 1, liver isoform (507 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CPT1B Tchem Carnitine O-palmitoyltransferase 1, muscle isoform (497 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC1A5 Tchem Neutral amino acid transporter B(0) (65 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Galc Galactocerebrosidase (11 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Grin1 Glutamate NMDA receptor (6467 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Slc1a5 Amino acid transporter (271 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Slc7a10 Asc-type amino acid transporter 1 (14 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

Pubchem Sid488183269
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488183269
IUPAC Name (2S)-2-amino-2-(4-hydroxyphenyl)acetic acid
INCHI InChI=1S/C8H9NO3/c9-7(8(11)12)5-1-3-6(10)4-2-5/h1-4,7,10H,9H2,(H,11,12)/t7-/m0/s1
InChi Key LJCWONGJFPCTTL-ZETCQYMHSA-N
Canonical SMILES C1=CC(=CC=C1C(C(=O)O)N)O
Isomeric SMILES C1=CC(=CC=C1[C@@H](C(=O)O)N)O
WGK Germany 3
PubChem CID 36143
Molecular Weight 167.16
Beilstein 3589850
Reaxy-Rn 3589845

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

10 results found

Lot NumberCertificate TypeDateItem
E2415394Certificate of AnalysisMar 13, 2024 H157171
C2307509Certificate of AnalysisJan 31, 2023 H157171
C2307498Certificate of AnalysisJan 31, 2023 H157171
C2307486Certificate of AnalysisJan 31, 2023 H157171
C2307462Certificate of AnalysisJan 31, 2023 H157171
C2307484Certificate of AnalysisJan 31, 2023 H157171
C2307461Certificate of AnalysisJan 31, 2023 H157171
A1922047Certificate of AnalysisDec 07, 2022 H157171
I2207779Certificate of AnalysisJul 16, 2022 H157171
I2207780Certificate of AnalysisJul 16, 2022 H157171

Chemical and Physical Properties

Specific Rotation[α]155° (C=1,1mol/L HCl)
Melt Point(°C)214°C(dec.)(lit.)
Molecular Weight167.160 g/mol
XLogP3-2.100
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass167.058 Da
Monoisotopic Mass167.058 Da
Topological Polar Surface Area83.600 Ų
Heavy Atom Count12
Formal Charge0
Complexity164.000
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

H302:Harmful if swallowed

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P270:Do not eat, drink or smoke when using this product.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P330:Rinse mouth.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P301+P317:IF SWALLOWED: Get medical help.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

WGK Germany 3
Reaxy-Rn 3589845

Specifications

References

1. Gertrud Angsten,Sven Valind,Reijo Takalo,Henrik Neu,Staffan Meurling,Bengt Långström.  (2005-06-29)  Inhibition of carnitine-acyl transferase I by oxfenicine studied in vivo with [11C]-labeled fatty acids..  Nuclear medicine and biology,  32  ((5)): (495-503).  [PMID:15982580]
2. Tom L Broderick,Bryan Glick.  (2005-08-24)  Effect of gender and fatty acids on ischemic recovery of contractile and pump function in the rat heart..  Gender medicine,  ((2)): (86-99).  [PMID:16115587]
3. Steven A Unger,Jennifer A Kennedy,Kate McFadden-Lewis,Kirsty Minerds,Geraldine A Murphy,John D Horowitz.  (2005-11-25)  Dissociation between metabolic and efficiency effects of perhexiline in normoxic rat myocardium..  Journal of cardiovascular pharmacology,  46  ((6)): (849-855).  [PMID:16306812]
4. Naotoshi Hirota,Shuichi Otabe,Hitomi Nakayama,Xiaohong Yuan,Kentaro Yamada.  (2006-05-19)  Sequential activation of caspases and synergistic beta-cell cytotoxicity by palmitate and anti-Fas antibodies..  Life sciences,  79  ((13)): (1312-1316).  [PMID:16707142]
5. M G Marina Prendes,J V García,G Testoni,M A Fernández,J C Perazzo,E A Savino,A Varela.  (2006-06-07)  Influence of fasting on the effects of dimethylamiloride and oxfenicine on ischaemic-reperfused rat hearts..  Archives of physiology and biochemistry,  112  ((1)): (31-36).  [PMID:16754201]
6. Khalid Abozguia,Kieran Clarke,Leong Lee,Michael Frenneaux.  (2006-08-26)  Modification of myocardial substrate use as a therapy for heart failure..  Nature clinical practice. Cardiovascular medicine,  ((9)): (490-498).  [PMID:16932766]
7. Xihou Yin,T Mark Zabriskie.  (2006-09-29)  The enduracidin biosynthetic gene cluster from Streptomyces fungicidicus..  Microbiology (Reading, England),  152  ((Pt 10)): (2969-2983).  [PMID:17005978]
8. Isidore C Okere,Margaret P Chandler,Tracy A McElfresh,Julie H Rennison,Theodore A Kung,Brian D Hoit,Paul Ernsberger,Martin E Young,William C Stanley.  (2007-01-05)  Carnitine palmitoyl transferase-I inhibition is not associated with cardiac hypertrophy in rats fed a high-fat diet..  Clinical and experimental pharmacology & physiology,  34  ((1-2)): (113-119).  [PMID:17201745]
9. Lufang Zhou,Hazel Huang,Celvie L Yuan,Wendy Keung,Gary D Lopaschuk,William C Stanley.  (2007-12-18)  Metabolic response to an acute jump in cardiac workload: effects on malonyl-CoA, mechanical efficiency, and fatty acid oxidation..  American journal of physiology. Heart and circulatory physiology,  294  ((2)): (H954-H960).  [PMID:18083904]
10. Manoj Gandhi,Barry A Finegan,Alexander S Clanachan.  (2008-04-15)  Role of glucose metabolism in the recovery of postischemic LV mechanical function: effects of insulin and other metabolic modulators..  American journal of physiology. Heart and circulatory physiology,  294  ((6)): (H2576-H2586).  [PMID:18408129]
11. Jeanne M Davidsen,Craig A Townsend.  (2008-11-26)  Identification and characterization of NocR as a positive transcriptional regulator of the beta-lactam nocardicin A in Nocardia uniformis..  Journal of bacteriology,  191  ((3)): (1066-1077).  [PMID:19028891]
12. Mònica Prieto,Silvia Mayor,Paul Lloyd-Williams,Ernest Giralt.  (2009-10-30)  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..  The Journal of organic chemistry,  74  ((23)): (9202-9205).  [PMID:19863122]
13. David Hauton,Germaine M Caldwell.  (2012-01-10)  Cardiac lipoprotein lipase activity in the hypertrophied heart may be regulated by fatty acid flux..  Biochimica et biophysica acta,  1821  ((4)): (627-636).  [PMID:22226882]
14. Stephan Kastner,Sebastian Müller,Lavanya Natesan,Gabriele M König,Reinhard Guthke,Markus Nett.  (2012-02-07)  4-Hydroxyphenylglycine biosynthesis in Herpetosiphon aurantiacus: a case of gene duplication and catalytic divergence..  Archives of microbiology,  194  ((6)): (557-566).  [PMID:22307823]
15. Gerald Maarman,Erna Marais,Amanda Lochner,Eugene F du Toit.  (2012-03-13)  Effect of chronic CPT-1 inhibition on myocardial ischemia-reperfusion injury (I/R) in a model of diet-induced obesity..  Cardiovascular drugs and therapy,  26  ((3)): (205-216).  [PMID:22407171]
16. Wendy Keung,John R Ussher,Jagdip S Jaswal,Monique Raubenheimer,Victoria H M Lam,Cory S Wagg,Gary D Lopaschuk.  (2012-11-10)  Inhibition of carnitine palmitoyltransferase-1 activity alleviates insulin resistance in diet-induced obese mice..  Diabetes,  62  ((3)): (711-720).  [PMID:23139350]
17. Heinz Rupp,Thomas P Rupp,Bernhard Maisch.  (2005-05-26)  Fatty acid oxidation inhibition with PPARalpha activation (FOXIB/PPARalpha) for normalizing gene expression in heart failure?.  Cardiovascular research,  66  ((3)): (423-426).  [PMID:15914105]
18. Monica Prieto,Silvia Mayor,Katy Rodríguez,Paul Lloyd-Williams,Ernest Giralt.  (2007-01-27)  Racemization in suzuki couplings: a quantitative study using 4-hydroxyphenylglycine and tyrosine derivatives as probe molecules..  The Journal of organic chemistry,  72  ((3)): (1047-1050).  [PMID:17253834]
19. Chung-Jen Chiang,Jong-Tzer Chern,Jen-You Wang,Yun-Peng Chao.  (2008-07-19)  Facile immobilization of evolved agrobacterium radiobacter carbamoylase with high thermal and oxidative stability..  Journal of agricultural and food chemistry,  56  ((15)): (6348-6354).  [PMID:18636689]
20. Tony Ly,Ryan R Julian.  (2009-03-17)  Tracking radical migration in large hydrogen deficient peptides with covalent labels: facile movement does not equal indiscriminate fragmentation..  Journal of the American Society for Mass Spectrometry,  20  ((6)): (1148-1158).  [PMID:19286394]
21. H Yu,S Yang,W Jiang,Y Yang.  (2010-02-09)  Efficient biocatalytic production of D-4-hydroxyphenylglycine by whole cells of recombinant Ralstonia pickettii..  Folia microbiologica,  54  ((6)): (509-515).  [PMID:20140718]
22. M G Marina Prendes,R Hermann,M E Torresin,P Souto,S Tallis,E A Savino,A Varela,M M Jaitovich.  (2011-05-07)  Involvement of energetic metabolism in the effects of ischemic postconditioning on the ischemic-reperfused heart of fed and fasted rats..  The journal of physiological sciences : JPS,  61  ((4)): (303-312).  [PMID:21547611]
23. Rong Shi,Christine Munger,Lindsay Kalan,Traian Sulea,Gerard D Wright,Miroslaw Cygler.  (2012-07-04)  Sulfonation of glycopeptide antibiotics by sulfotransferase StaL depends on conformational flexibility of aglycone scaffold..  Proceedings of the National Academy of Sciences of the United States of America,  109  ((29)): (11824-11829).  [PMID:22753479]

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