DL-3-Phenyllactic acid - ≥98.0%, high purity , CAS No.828-01-3

  • ≥98%
Item Number
P113801
Grouped product items
SKUSizeAvailabilityPrice Qty
P113801-1g
1g
In stock
$25.90
P113801-5g
5g
In stock
$97.90
P113801-25g
25g
In stock
$440.90

Basic Description

Synonyms3-Phenyl-2-hydroxypropanoate | 8C1DB5C8-C19C-4963-8F3E-B683EAB4B04F | DL-b-Phenyllactic acid | Lactic acid, 3-phenyl-, DL- | beta-Phenyllactic acid | AC1610 | AI3-50440 | DL-Phenyllactic acid | DL--Phenyllactic acid | FT-0624395 | SC6T4O59BK | SCHEMBL5755
Specifications & Purity≥98%
Shipped InNormal

Associated Targets(Human)

BLM Tchem Bloom syndrome protein (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
Jurkat (10389 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

blaZ Beta-lactamase (285 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 Sid488179802
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488179802
IUPAC Name 2-hydroxy-3-phenylpropanoic acid
INCHI InChI=1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)
InChi Key VOXXWSYKYCBWHO-UHFFFAOYSA-N
Canonical SMILES C1=CC=C(C=C1)CC(C(=O)O)O
Isomeric SMILES C1=CC=C(C=C1)CC(C(=O)O)O
WGK Germany 3
PubChem CID 3848
Molecular Weight 166.17
Beilstein 2209791

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

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

15 results found

Lot NumberCertificate TypeDateItem
L2406521Certificate of AnalysisNov 19, 2024 P113801
L2406522Certificate of AnalysisNov 19, 2024 P113801
L2406523Certificate of AnalysisNov 19, 2024 P113801
K2415662Certificate of AnalysisSep 24, 2024 P113801
K2415663Certificate of AnalysisSep 24, 2024 P113801
K2408567Certificate of AnalysisSep 24, 2024 P113801
C23021157Certificate of AnalysisDec 15, 2022 P113801
C23021164Certificate of AnalysisDec 15, 2022 P113801
C23021166Certificate of AnalysisDec 15, 2022 P113801
C23021167Certificate of AnalysisDec 15, 2022 P113801
C2302972Certificate of AnalysisDec 15, 2022 P113801
C2302979Certificate of AnalysisDec 15, 2022 P113801
C2415122Certificate of AnalysisDec 15, 2022 P113801
L2308014Certificate of AnalysisDec 15, 2022 P113801
E1826037Certificate of AnalysisApr 11, 2022 P113801

Show more⌵

Chemical and Physical Properties

Melt Point(°C)95-98°C

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H319:Causes serious eye irritation

Precautionary Statements

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.

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

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

WGK Germany 3

Related Documents

Citations of This Product

1. Qiuyang Huang, Xiaoling Zang, Zhiwei Zhang, Hang Yu, Baoyan Ding, Zhuangzhuang Li, Simin Cheng, Xin Zhang, Mustafa R.K. Ali, Xue Qiu, Zhihua Lv.  (2023)  Study on endogenous inhibitors against PD-L1: cAMP as a potential candidate.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  230  (123266).  [PMID:36646351] [10.1016/j.ijbiomac.2023.123266]

References

1. H Peck,R J Pollitt.  (1979-06-15)  The occurrence of gamma-glutamylphenylalanine in the urine of newborn phenylketonurics..  Clinica chimica acta; international journal of clinical chemistry,  94  ((3)): (237-240).  [PMID:466810]
2. S Iijima,A Ishii,T Miyakoshi,T Odaira,M Musha.  (1975-10-01)  Studies on the experimental phenylketonuria in rats..  The Tohoku journal of experimental medicine,  117  ((2)): (167-178).  [PMID:1209606]
3. T L Perry,S Hansen.  (1981-11-25)  Cystinylglycine in plasma: diagnostic relevance for pyroglutamic acidemia, homocystinuria, and phenylketonuria..  Clinica chimica acta; international journal of clinical chemistry,  117  ((1)): (7-12).  [PMID:7333014]
4. E Mönch,J Kneer,C Jakobs,M Arnold,H Diehl,U Batzler.  (1990-01-01)  Examination of urine metabolites in the newborn period and during protein loading tests at 6 months of age--Part 1..  European journal of pediatrics,  149 Suppl 1  (S17-S24).  [PMID:2091926]
5. P C Clemens,M H Schünemann,G F Hoffmann,A Kohlschütter.  (1990-01-01)  Plasma concentrations of phenyllactic acid in phenylketonuria..  Journal of inherited metabolic disease,  13  ((2)): (227-228).  [PMID:2116554]
6. U Langenbeck,A Behbehani,H Luthe.  (1981-01-01)  Renal transport of aromatic acids in patients with phenylketonuria..  Journal of inherited metabolic disease,  ((2)): (69-70).  [PMID:6790852]
7. Chunhui Deng,Chunqing Shang,Yaoming Hu,Xiangmin Zhang.  (2002-07-09)  Rapid diagnosis of phenylketonuria and other aminoacidemias by quantitative analysis of amino acids in neonatal blood spots by gas chromatography-mass spectrometry..  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences,  775  ((1)): (115-120).  [PMID:12101068]
8. Demao Li,Congfa Li,Sixin Liu,Limei Chen.  (2005-02-17)  [Chiral separation of 3-phenyllactic acid by capillary electrophoresis]..  Se pu = Chinese journal of chromatography,  22  ((3)): (281-283).  [PMID:15712919]
9. M M Finney,D A Danehower,J D Burton.  (2005-03-30)  Gas chromatographic method for the analysis of allelopathic natural products in rye (Secale cereale L.)..  Journal of chromatography. A,  1066  ((1-2)): (249-253).  [PMID:15794579]
10. Katrin Ström,Johan Schnürer,Petter Melin.  (2005-05-05)  Co-cultivation of antifungal Lactobacillus plantarum MiLAB 393 and Aspergillus nidulans, evaluation of effects on fungal growth and protein expression..  FEMS microbiology letters,  246  ((1)): (119-124).  [PMID:15869970]
11. Peter Jeschke,Jordi Benet-Buchholz,Achim Harder,Winfried Etzel,Michael Schindler,Wolfgang Gau,Hans-Christoph Weiss.  (2006-06-20)  Synthesis and anthelmintic activity of substituted (R)-phenyllactic acid containing cyclohexadepsipeptides..  Bioorganic & medicinal chemistry letters,  16  ((16)): (4410-4415).  [PMID:16781154]
12. Emanuele Armaforte,Simone Carri,Giovanni Ferri,Maria Fiorenza Caboni.  (2006-09-12)  High-performance liquid chromatography determination of phenyllactic acid in MRS broth..  Journal of chromatography. A,  1131  ((1-2)): (281-284).  [PMID:16963056]
13. Xingfeng Li,Bo Jiang,Beilei Pan.  (2007-03-03)  Biotransformation of phenylpyruvic acid to phenyllactic acid by growing and resting cells of a Lactobacillus sp..  Biotechnology letters,  29  ((4)): (593-597).  [PMID:17333468]
14. Helena Lind,Jörgen Sjögren,Suresh Gohil,Lennart Kenne,Johan Schnürer,Anders Broberg.  (2007-04-26)  Antifungal compounds from cultures of dairy propionibacteria type strains..  FEMS microbiology letters,  271  ((2)): (310-315).  [PMID:17456184]
15. L H Elvers,J G Loeber,J-L Dhondt,M Fukushi,W H Hannon,T Torresani,D Webster.  (2007-06-19)  First ISNS Reference Preparation for Neonatal Screening for thyrotropin, phenylalanine and 17alpha-hydroxyprogesterone in blood spots..  Journal of inherited metabolic disease,  30  ((4)): (609-609).  [PMID:17574536]
16. Xingfeng Li,Bo Jiang,Beilei Pan,Wanmeng Mu,Tao Zhang.  (2008-03-13)  Purification and partial characterization of Lactobacillus species SK007 lactate dehydrogenase (LDH) catalyzing phenylpyruvic acid (PPA) conversion into phenyllactic acid (PLA)..  Journal of agricultural and food chemistry,  56  ((7)): (2392-2399).  [PMID:18333614]
17. Alemu Tekewe,Sawraj Singh,Manpreet Singh,Utpal Mohan,U C Banerjee.  (2008-03-29)  Development and validation of HPLC method for the resolution of drug intermediates: DL-3-Phenyllactic acid, DL-O-acetyl-3-phenyllactic acid and (+/-)-mexiletine acetamide enantiomers..  Talanta,  75  ((1)): (239-245).  [PMID:18371874]
18. Liam Anthony Matthew Ryan,Fabio Dal Bello,Michael Czerny,Peter Koehler,Elke Karin Arendt.  (2009-01-14)  Quantification of phenyllactic acid in wheat sourdough using high resolution gas chromatography-mass spectrometry..  Journal of agricultural and food chemistry,  57  ((3)): (1060-1064).  [PMID:19138118]
19. Wanmeng Mu,Fengli Liu,Jianghua Jia,Chao Chen,Tao Zhang,Bo Jiang.  (2009-06-09)  3-Phenyllactic acid production by substrate feeding and pH-control in fed-batch fermentation of Lactobacillus sp. SK007..  Bioresource technology,  100  ((21)): (5226-5229).  [PMID:19501505]
20. Mariana-Carmen Chifiriuc,Lia-Mara Diţu,Otilia Banu,Coralia Bleotu,Olguţa Drăcea,Marcela Bucur,Cristina Larion,Anca Michaela Israil,Veronica Lazăr.  (2009-06-11)  Subinhibitory concentrations of phenyl lactic acid interfere with the expression of virulence factors in Staphylococcus aureus and Pseudomonas aeruginosa clinical strains..  Roumanian archives of microbiology and immunology,  68  ((1)): (27-33).  [PMID:19507624]
21. Mariana-Carmen Chifiriuc,Coralia Bleotu,Lia-Mara Ditu,Diana Smarandache,Elena Săsărman,Otilia Banu,Olguţa Drăcea,Cristina Larion,Lazăr Veronica.  (2009-06-11)  In vivo experimental model for the study of the influence of subinhibitory concentrations of phenyllactic acid on Staphylococcus aureus pathogenicity..  Roumanian archives of microbiology and immunology,  68  ((1)): (34-37).  [PMID:19507625]
22. Jianghua Jia,Wanmeng Mu,Tao Zhang,Bo Jiang.  (2009-09-24)  Bioconversion of phenylpyruvate to phenyllactate: gene cloning, expression, and enzymatic characterization of D- and L1-lactate dehydrogenases from Lactobacillus plantarum SK002..  Applied biochemistry and biotechnology,  162  ((1)): (242-251).  [PMID:19774350]
23. Patrycja Puchalska,Elfriede Pittler,Marek Trojanowicz,Gerald Gübitz,Martin G Schmid.  (2010-04-28)  Enantioseparation of amino acids and alpha-hydroxy acids on ligand-exchange continuous beds by capillary electrochromatography..  Electrophoresis,  31  ((9)): (1517-1520).  [PMID:20422630]
24. C L Gerez,M S Carbajo,G Rollán,G Torres Leal,G Font de Valdez.  (2010-08-21)  Inhibition of citrus fungal pathogens by using lactic acid bacteria..  Journal of food science,  75  ((6)): (M354-M359).  [PMID:20722936]
25. Su Yang Jeong,Do Youn Jun,Young Ho Kim,Byung-Sun Min,Bo Kyung Min,Mi Hee Woo.  (2011-05-07)  Monoterpenoids from the aerial parts of Aruncus dioicus var. kamtschaticus and their antioxidant and cytotoxic activities..  Bioorganic & medicinal chemistry letters,  21  ((11)): (3252-3256).  [PMID:21546250]
26. Dora Ndagano,Thibaut Lamoureux,Carine Dortu,Sophie Vandermoten,Philippe Thonart.  (2011-07-07)  Antifungal activity of 2 lactic acid bacteria of the\u2002Weissella\u2002genus isolated from food..  Journal of food science,  76  ((6)): (M305-M311).  [PMID:21729073]
27. Soumen K Manna,Andrew D Patterson,Qian Yang,Kristopher W Krausz,Jeffrey R Idle,Albert J Fornace,Frank J Gonzalez.  (2011-07-14)  UPLC-MS-based urine metabolomics reveals indole-3-lactic acid and phenyllactic acid as conserved biomarkers for alcohol-induced liver disease in the Ppara-null mouse model..  Journal of proteome research,  10  ((9)): (4120-4133).  [PMID:21749142]
28. Wanmeng Mu,Shuhuai Yu,Bo Jiang,Xingfeng Li.  (2012-01-21)  Characterization of D-lactate dehydrogenase from Pediococcus acidilactici that converts phenylpyruvic acid into phenyllactic acid..  Biotechnology letters,  34  ((5)): (907-911).  [PMID:22261863]
29. Shuhuai Yu,Houyi Jiang,Bo Jiang,Wanmeng Mu.  (2012-04-10)  Characterization of D-lactate dehydrogenase producing D-3-phenyllactic acid from Pediococcus pentosaceus..  Bioscience, biotechnology, and biochemistry,  76  ((4)): (853-855).  [PMID:22484960]
30. M Lakshmi Prasuna,Md Mujahid,Ch Sasikala,Ch V Ramana.  (2012-04-13)  L-Phenylalanine catabolism and L-phenyllactic acid production by a phototrophic bacterium, Rubrivivax benzoatilyticus JA2..  Microbiological research,  167  ((9)): (526-531).  [PMID:22494897]
31. Ganapati D Yadav,Sandip V Pawar.  (2012-06-05)  Insight into microwave irradiation and enzyme catalysis in enantioselective resolution of DL-(±)-3-phenyllactic acid..  Applied microbiology and biotechnology,  96  ((1)): (69-79).  [PMID:22660769]
32. Noelia Rodríguez-Pazo,José Manuel Salgado,Sandra Cortés-Diéguez,José Manuel Domínguez.  (2013-02-19)  Biotechnological production of phenyllactic acid and biosurfactants from trimming vine shoot hydrolyzates by microbial coculture fermentation..  Applied biochemistry and biotechnology,  169  ((7)): (2175-2188).  [PMID:23417349]
33. L Li,S-Y Shin,K W Lee,N S Han.  (2014-06-04)  Production of natural antimicrobial compound D-phenyllactic acid using Leuconostoc mesenteroides ATCC 8293 whole cells involving highly active D-lactate dehydrogenase..  Letters in applied microbiology,  59  ((4)): (404-411).  [PMID:24888766]
34. Katarzyna Kycia,Anna Bzducha-Wróbel,Karolina Kraśniewska,Anna Chlebowska-Śmigiel,Małgorzata Gniewosz.  (2017-02-22)  Effect of Magnesium Acetate on the Antimold Activity of Lactobacillus..  Journal of food protection,  80  ((1)): (96-103).  [PMID:28221876]
35. Ana Guimarães,Ana Santiago,José A Teixeira,Armando Venâncio,Luís Abrunhosa.  (2017-11-07)  Anti-aflatoxigenic effect of organic acids produced by Lactobacillus plantarum..  International journal of food microbiology,  264  (31-38).  [PMID:29107194]
36. Taiana Denardi-Souza,Carlos Luz,Jordi Mañes,Eliana Badiale-Furlong,Giuseppe Meca.  (2018-03-31)  Antifungal effect of phenolic extract of fermented rice bran with Rhizopus oryzae and its potential use in loaf bread shelf life extension..  Journal of the science of food and agriculture,  98  ((13)): (5011-5018).  [PMID:29602173]
37. Jessie Bong,Kerry M Loomes,Bin Lin,Jonathan M Stephens.  (2018-06-24)  New approach: Chemical and fluorescence profiling of NZ honeys..  Food chemistry,  267  (355-367).  [PMID:29934178]
38. C Luz,L Izzo,G Graziani,A Gaspari,A Ritieni,J Mañes,G Meca.  (2018-07-04)  Evaluation of biological and antimicrobial properties of freeze-dried whey fermented by different strains of Lactobacillus plantarum..  Food & function,  ((7)): (3688-3697).  [PMID:29969130]
39. Tiago de Melo Nazareth,Carlos Luz,Raquel Torrijos,Juan Manuel Quiles,Fernando Bittencourt Luciano,Jordi Mañes,Giuseppe Meca.  (2020-01-08)  Potential Application of Lactic Acid Bacteria to Reduce Aflatoxin B1 and Fumonisin B1 Occurrence on Corn Kernels and Corn Ears..  Toxins,  12  ((1)):   [PMID:31906161]
40. Gema Pereira-Caro,Sylvie Gaillet,José Luis Ordóñez,Pedro Mena,Letizia Bresciani,Keren A Bindon,Daniele Del Rio,Jean-Max Rouanet,José Manuel Moreno-Rojas,Alan Crozier.  (2020-04-30)  Bioavailability of red wine and grape seed proanthocyanidins in rats..  Food & function,  11  ((5)): (3986-4001).  [PMID:32347279]
41. Cassidy C Daw,Karthik Ramachandran,Benjamin T Enslow,Soumya Maity,Brian Bursic,Matthew J Novello,Cherubina S Rubannelsonkumar,Ayah H Mashal,Joel Ravichandran,Terry M Bakewell,Weiwei Wang,Kang Li,Travis R Madaris,Christopher E Shannon,Luke Norton,Soundarya Kandala,Jeffrey Caplan,Subramanya Srikantan,Peter B Stathopulos,W Brian Reeves,Muniswamy Madesh.  (2020-10-10)  Lactate Elicits ER-Mitochondrial Mg2+ Dynamics to Integrate Cellular Metabolism..  Cell,  183  ((2)): (474-489).  [PMID:33035451]
42. C N Sarkissian,C R Scriver,O A Mamer.  (2000-05-03)  Measurement of phenyllactate, phenylacetate, and phenylpyruvate by negative ion chemical ionization-gas chromatography/mass spectrometry in brain of mouse genetic models of phenylketonuria and non-phenylketonuria hyperphenylalaninemia..  Analytical biochemistry,  280  ((2)): (242-249).  [PMID:10790306]
43. Danilo Christen,Manuel Tharin,Sandrine Perrin-Cherioux,Eliane Abou-Mansour,Raphaël Tabacchi,Geneviève Défago.  (2005-09-01)  Transformation of Eutypa dieback and esca disease pathogen toxins by antagonistic fungal strains reveals a second detoxification pathway not present in Vitis vinifera..  Journal of agricultural and food chemistry,  53  ((18)): (7043-7051).  [PMID:16131109]
44. Wanmeng Mu,Shuhuai Yu,Lanjun Zhu,Tao Zhang,Bo Jiang.  (2012-07-12)  Recent research on 3-phenyllactic acid, a broad-spectrum antimicrobial compound..  Applied microbiology and biotechnology,  95  ((5)): (1155-1163).  [PMID:22782253]
45. Mattia Quattrini,Nuanyi Liang,Maria Grazia Fortina,Sheng Xiang,Jonathan M Curtis,Michael Gänzle.  (2018-09-18)  Exploiting synergies of sourdough and antifungal organic acids to delay fungal spoilage of bread..  International journal of food microbiology,  302  (8-14).  [PMID:30220438]
46. Alexander Y Popov,Zinaida K Blinnikova,Maria P Tsyurupa,Vadim A Davankov.  (2019-06-10)  Trace enrichment of phenylcarboxylic acids from a model biological fluid and serum of human blood..  Journal of separation science,  42  ((16)): (2706-2714).  [PMID:31177640]
47. Qiuyang Huang, Xiaoling Zang, Zhiwei Zhang, Hang Yu, Baoyan Ding, Zhuangzhuang Li, Simin Cheng, Xin Zhang, Mustafa R.K. Ali, Xue Qiu, Zhihua Lv.  (2023)  Study on endogenous inhibitors against PD-L1: cAMP as a potential candidate.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  230  (123266).  [PMID:36646351] [10.1016/j.ijbiomac.2023.123266]

Solution Calculators