(+/-)-2-(P-METHOXYPHENOXY)PROPIONIC ACID Chemical Properties

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMF: 20 mg/ml; DMSO: 10 mg/ml; Ethanol: 1 mg/ml; PBS (pH 7.2): 10 mg/ml

form 

A crystalline solid

color 

White to off-white

Odor

at 100.00?%. bland

InChI

InChI=1S/C10H12O4.Na.H/c1-7(10(11)12)14-9-5-3-8(13-2)4-6-9;;/h3-7H,1-2H3,(H,11,12);;

InChIKey

WACRGINJFSUXIL-UHFFFAOYSA-N

SMILES

O(C1C=CC(OC)=CC=1)C(C)C(=O)O.[NaH]

LogP

1.654 (est)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

Hazard Note 

Harmful

HazardClass 

IRRITANT

MSDS

• Language:English Provider:SigmaAldrich

(+/-)-2-(P-METHOXYPHENOXY)PROPIONIC ACID Usage And Synthesis

Description

Lactisole is an antagonist of sweet taste receptors, reducing both sweetness intensity and persistence. It blocks the activation of the sweet taste receptor T1R3 by natural and synthetic sweeteners and increases the inhibition of T1R2 by umami compounds. Lactisole can be used to explore the roles of these receptors in diverse pathways, including glucose-induced insulin secretion in pancreatic β-cells and the secretion of glucagon-like peptides by enteroendocrine L-cells.

Uses

Sodium 2-(4-methoxyphenoxy)propanoic acid is a taste modulator that inhibits the perception of sweetness in humans, but not in rats.

References

[1] C JOHNSON  D B M  G G Birch. The effect of the sweetness inhibitor 2(-4-methoxyphenoxy)propanoic acid (sodium salt) (Na-PMP) on the taste of bitter-sweet stimuli.[J]. Chemical Senses, 1994, 19 4: 349-358. DOI: 10.1093/chemse/19.4.349
[2] S S SCHIFFMAN. Selective inhibition of sweetness by the sodium salt of +/-2-(4-methoxyphenoxy)propanoic acid.[J]. Chemical Senses, 1999, 24 4: 439-447. DOI: 10.1093/chemse/24.4.439
[3] KUNIHISA HAMANO. Lactisole inhibits the glucose-sensing receptor T1R3 expressed in mouse pancreatic β-cells.[J]. Journal of Endocrinology, 2015, 226 1: 57-66. DOI: 10.1530/joe-15-0102
[4] JAEWON SHIM. Modulation of sweet taste by umami compounds via sweet taste receptor subunit hT1R2.[J]. PLoS ONE, 2015: e0124030. DOI: 10.1371/journal.pone.0124030
[5] YOSHIAKI OHTSU . Diverse signaling systems activated by the sweet taste receptor in human GLP-1-secreting cells[J]. Molecular and Cellular Endocrinology, 2014, 394 1: Pages 70-79. DOI: 10.1016/j.mce.2014.07.004
[6] SHINGO SATO. Dietary lipids and sweeteners regulate glucagon-like peptide-2 secretion.[J]. American journal of physiology. Gastrointestinal and liver physiology, 2013, 304 8: G708-14. DOI: 10.1152/ajpgi.00282.2012

(+/-)-2-(P-METHOXYPHENOXY)PROPIONIC ACID(150436-68-3)Related Product Information

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