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Glutamylphenylalanine

  Cat. No.:  DC10296   Featured
Chemical Structure
7432-24-8
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Field of application
γ-Glu-Phe (γ-Glutamylphenylalanine) is synthesized by Bacillus amyloliquefaciens (GBA) and Aspergillus oryzae (GAO). γ-Glu-Phe or the post-enzymatic reaction mixture enhances the umami intensity of commercial soy sauce and model chicken broth.
Cas No.: 7432-24-8
Chemical Name: Glutamylphenylalanine
Synonyms: L-Phenylalanine, L-g-glutamyl-;γ-Glutamylphenylalanine;2-amino-5-[(1-carboxy-2-phenylethyl)amino]-5-oxopentanoic acid;GAMMA-GLU-PHE;H-Glu(Phe-OH)-OH;H-γ-Glu-Phe-OH;L-g-Glutamyl-L-phenylalanine
SMILES: OC(C(CCC(NC(CC1C=CC=CC=1)C(=O)O)=O)N)=O
Formula: C14H18N2O5
M.Wt: 294.30312
Purity: >98%
Sotrage: 2 years -20°C Powder, 2 weeks 4°C in DMSO, 6 months -80°C in DMSO
Description: γ-Glu-Phe (γ-Glutamylphenylalanine) is synthesized by Bacillus amyloliquefaciens (GBA) and Aspergillus oryzae (GAO). γ-Glu-Phe or the post-enzymatic reaction mixture enhances the umami intensity of commercial soy sauce and model chicken broth.
In Vitro: γ-Glu-Phe, γ-Glu-Met and γ-Glu-Val, are identified in sourdough by liquid chromatography-tandem mass spectrometry in MRM mode. γ-Glutamyl dipeptides are found in higher concentrations in sourdough fermented with L. reuteri when compared to the chemically acidified controls. Proteolysis is an important factor for generation of γ-glutamyl dipeptides. Sensory evaluation of bread reveals that sourdough bread with higher concentrations of γ-glutamyl dipeptides ranks higher with respect to the taste intensity when compared to regular bread and type I sourdough bread. Sourdough breads fermented with L. reuteri LTH5448 and L. reuteri 100-23 differ with respect to the intensity of the salty taste; this difference corresponds to a different concentration of γ-glutamyl dipeptides[1].
References: [1]. Zhao CJ, et al. Synthesis of Taste-Active γ-Glutamyl Dipeptides during Sourdough Fermentation by Lactobacillus reuteri. J Agric Food Chem. 2016 Oct 12;64(40):7561-7568.
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