3-Phenyllactic acid | CAS#828-01-3 | Antimicrobial Agent

MedKoo Cat#: 584119 | Name: 3-Phenyllactic acid

Description:

WARNING: This product is for research use only, not for human or veterinary use.

3-Phenyllactic acid is an Alpha-hydroxy analog of phenylalanine and a broad-spectrum antimicrobial and compound produced by a wide range of lactic acid bacteria. In addition, it could be used as feed additives to replace antibiotics in livestock feeds.

Chemical Structure

3-Phenyllactic acid

CAS#828-01-3

Theoretical Analysis

MedKoo Cat#: 584119

Name: 3-Phenyllactic acid

CAS#: 828-01-3

Chemical Formula: C9H10O3

Exact Mass: 166.0630

Molecular Weight: 166.17

Elemental Analysis: C, 65.05; H, 6.07; O, 28.88

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

3 Phenyllactic acid; 3-Phenyllactic acid; 3Phenyllactic acid; Ba 2653; Ba-2653; Ba2653; NSC 2627; NSC-2627; NSC2627

IUPAC/Chemical Name

Benzenepropanoic acid, alpha-hydroxy-

InChi Key

VOXXWSYKYCBWHO-UHFFFAOYSA-N

InChi Code

InChI=1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)

SMILES Code

O=C(O)C(O)CC1=CC=CC=C1

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 166.17 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Tong S, Wang X, Shen M, Lv L, Lu M, Bu Z, Yan J. Enantioseparation of 3-phenyllactic acid by chiral ligand exchange countercurrent chromatography. J Sep Sci. 2017 Apr;40(8):1834-1842. doi: 10.1002/jssc.201601384. Epub 2017 Mar 21. PubMed PMID: 28217979. 2: Yu S, Zhou C, Zhang T, Jiang B, Mu W. Short communication: 3-phenyllactic acid production in milk by Pediococcus pentosaceus SK25 during laboratory fermentation process. J Dairy Sci. 2015 Feb;98(2):813-7. doi: 10.3168/jds.2014-8645. Epub 2014 Nov 28. PubMed PMID: 25434344. 3: Jerković I, Roje M, Tuberoso CI, Marijanović Z, Kasum A, Obradović M. Bioorganic research of Galactites tomentosa Moench. Honey extracts: enantiomeric purity of chiral marker 3-phenyllactic acid. Chirality. 2014 Aug;26(8):405-10. doi: 10.1002/chir.22340. Epub 2014 May 22. PubMed PMID: 24850411. 4: Cortés-Zavaleta O, López-Malo A, Hernández-Mendoza A, García HS. Antifungal activity of lactobacilli and its relationship with 3-phenyllactic acid production. Int J Food Microbiol. 2014 Mar 3;173:30-5. doi: 10.1016/j.ijfoodmicro.2013.12.016. Epub 2013 Dec 26. PubMed PMID: 24412414. 5: Yu S, Zhu L, Zhou C, An T, Jiang B, Mu W. Enzymatic production of D-3-phenyllactic acid by Pediococcus pentosaceus D-lactate dehydrogenase with NADH regeneration by Ogataea parapolymorpha formate dehydrogenase. Biotechnol Lett. 2014 Mar;36(3):627-31. doi: 10.1007/s10529-013-1404-2. Epub 2013 Nov 19. PubMed PMID: 24249102. 6: Mu W, Yu S, Zhu L, Zhang T, Jiang B. Recent research on 3-phenyllactic acid, a broad-spectrum antimicrobial compound. Appl Microbiol Biotechnol. 2012 Sep;95(5):1155-63. doi: 10.1007/s00253-012-4269-8. Epub 2012 Jul 12. Review. PubMed PMID: 22782253. 7: Yadav GD, Pawar SV. Insight into microwave irradiation and enzyme catalysis in enantioselective resolution of DL-(±)-3-phenyllactic acid. Appl Microbiol Biotechnol. 2012 Oct;96(1):69-79. doi: 10.1007/s00253-012-4183-0. Epub 2012 Jun 5. PubMed PMID: 22660769. 8: Yu S, Jiang H, Jiang B, Mu W. Characterization of D-lactate dehydrogenase producing D-3-phenyllactic acid from Pediococcus pentosaceus. Biosci Biotechnol Biochem. 2012;76(4):853-5. Epub 2012 Apr 7. PubMed PMID: 22484960. 9: Mu W, Liu F, Jia J, Chen C, Zhang T, Jiang B. 3-Phenyllactic acid production by substrate feeding and pH-control in fed-batch fermentation of Lactobacillus sp. SK007. Bioresour Technol. 2009 Nov;100(21):5226-9. doi: 10.1016/j.biortech.2009.05.024. Epub 2009 Jun 5. PubMed PMID: 19501505. 10: Tekewe A, Singh S, Singh M, Mohan U, Banerjee UC. 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. 2008 Mar 15;75(1):239-45. doi: 10.1016/j.talanta.2007.11.004. Epub 2007 Nov 13. PubMed PMID: 18371874. 11: Li D, Li C, Liu S, Chen L. [Chiral separation of 3-phenyllactic acid by capillary electrophoresis]. Se Pu. 2004 May;22(3):281-3. Chinese. PubMed PMID: 15712919. 12: Tao H, Cui DF, Zhang YS. Synthesis and characteristics of an aspartame analogue, L-asparaginyl L-3-phenyllactic acid methyl ester. Acta Biochim Biophys Sin (Shanghai). 2004 Jun;36(6):385-9. PubMed PMID: 15188052. 13: Ström K, Sjögren J, Broberg A, Schnürer J. Lactobacillus plantarum MiLAB 393 produces the antifungal cyclic dipeptides cyclo(L-Phe-L-Pro) and cyclo(L-Phe-trans-4-OH-L-Pro) and 3-phenyllactic acid. Appl Environ Microbiol. 2002 Sep;68(9):4322-7. PubMed PMID: 12200282; PubMed Central PMCID: PMC124062. 14: Dieuleveux V, Guéguen M. Antimicrobial effects of D-3-phenyllactic acid on Listeria monocytogenes in TSB-YE medium, milk, and cheese. J Food Prot. 1998 Oct;61(10):1281-5. PubMed PMID: 9798142. 15: Dieuleveux V, Lemarinier S, Guéguen M. Antimicrobial spectrum and target site of D-3-phenyllactic acid. Int J Food Microbiol. 1998 Apr 14;40(3):177-83. PubMed PMID: 9620125. 16: Hashimoto Y, Kobayashi E, Endo T, Nishiyama M, Horinouchi S. Conversion of a cyanhydrin compound into S-(-)-3-phenyllactic acid by enantioselective hydrolytic activity of Pseudomonas sp. BC-18. Biosci Biotechnol Biochem. 1996 Aug;60(8):1279-83. PubMed PMID: 8987543.