673-06-3
Chemical Structure
D-Phenylalanine
- CAS No.: 673-06-3
- Formula:C9H11NO2
- Molecular Weight:165.19
IUPAC Name: D-phenylalanine
InChIKey: COLNVLDHVKWLRT-MRVPVSSYSA-N
SMILES: N[C@H](CC1=CC=CC=C1)C(O)=O
Biological Activity: D-Phenylalanine is an atypical D-amino acid and an inhibitor of bacterial biofilm formation. D-Phenylalanine mainly replaces D-alanine (D-Ala) by incorporating into the fourth and fifth positions of bacterial peptidoglycan (PG), changing the cell wall structure, enhancing bacterial acid resistance and affecting biofilm formation. D-Phenylalanine may promote the secretion of peptide tyrosine tyrosine (PYY) in mammals by activating the intestinal GPR109B receptor. D-Phenylalanine can inhibit the maturation of microbial biofilms and promote the release of specific hormones. It can be used for antibacterial preservation, improving the yield of probiotics in the food industry, and studying appetite regulation and blood sugar control in metabolic diseases such as diabetes[1][2][3][4].
| Cat. No. | Nom du produit | Pureté | Description | Pricing | |||||||||||||||||||
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D-Phenylalanine | 99.91% | D-Phenylalanine is an atypical D-amino acid and an inhibitor of bacterial biofilm formation. D-Phenylalanine mainly replaces D-alanine (D-Ala) by incorporating into the fourth and fifth positions of bacterial peptidoglycan (PG), changing the cell wall structure, enhancing bacterial acid resistance and affecting biofilm formation. D-Phenylalanine may promote the secretion of peptide tyrosine tyrosine (PYY) in mammals by activating the intestinal GPR109B receptor. D-Phenylalanine can inhibit the maturation of microbial biofilms and promote the release of specific hormones. It can be used for antibacterial preservation, improving the yield of probiotics in the food industry, and studying appetite regulation and blood sugar control in metabolic diseases such as diabetes. | ||||||||||||||||||||
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D-Phenylalanine (Standard) | 99.92% | D-Phenylalanine (Standard) is the analytical standard of D-Phenylalanine. This product is intended for research and analytical applications. D-Phenylalanine is the synthetic dextro isomer of phenylalanine. D-Phenylalanine inhibits biofilm development of Pseudoalteromonas sp. SC2014. | ||||||||||||||||||||
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D-Phenylalanine-d5 | 99.87% | D-Phenylalanine-d5 is the deuterium labeled D-Phenylalanine. D-Phenylalanine is the synthetic dextro isomer of phenylalanine. D-Phenylalanine inhibits biofilm development of Pseudoalteromonas sp. SC2014. | ||||||||||||||||||||
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DL-3-Phenylalanine | 99.99% | DL-3-Phenylalanine is a phenylalanine derivative. | ||||||||||||||||||||
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DL-3-Phenylalanine-13C | DL-3-Phenylalanine-13C is the 13C labeled DL-3-Phenylalanine. | |||||||||||||||||||||
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DL-3-Phenylalanine-13C-1 | 98.03% | DL-3-Phenylalanine-13C-1 is the 13C labeled DL-3-Phenylalanine. | ||||||||||||||||||||
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L-Phenylalanine | 99.98% | L-Phenylalanine ((S)-2-Amino-3-phenylpropionic acid) is an essential amino acid isolated from Escherichia coli. L-Phenylalanine is a α2δ subunit of voltage-dependent Ca+ channels antagonist with a Ki of 980 nM. L-phenylalanine is a competitive antagonist for the glycine- and glutamate-binding sites of N-methyl-D-aspartate receptors (NMDARs) (KB of 573 μM ) and non-NMDARs, respectively. L-Phenylalanine is widely used in the production of food flavors and pharmaceuticals. | ||||||||||||||||||||
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L-Phenylalanine-13C9 | 98.09% | L-Phenylalanine-13C9 is the 13C-labeled L-Phenylalanine. L-Phenylalanine ((S)-2-Amino-3-phenylpropionic acid) is an essential amino acid isolated from Escherichia coli. L-Phenylalanine is a α2δ subunit of voltage-dependent Ca+ channels antagonist with a Ki of 980 nM. L-phenylalanine is a competitive antagonist for the glycine- and glutamate-binding sites of N-methyl-D-aspartate receptors (NMDARs) (KB of 573 μM ) and non-NMDARs, respectively. L-Phenylalanine is widely used in the production of food flavors and pharmaceuticals. | ||||||||||||||||||||
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L-Phenylalanine-d5 | 99.96% | L-Phenylalanine-d5 is the deuterium labeled L-Phenylalanine. L-Phenylalanine ((S)-2-Amino-3-phenylpropionic acid) is an essential amino acid isolated from Escherichia coli. L-Phenylalanine is a α2δ subunit of voltage-dependent Ca+ channels antagonist with a Ki of 980 nM. L-phenylalanine is a competitive antagonist for the glycine- and glutamate-binding sites of N-methyl-D-aspartate receptors (NMDARs) (KB of 573 μM ) and non-NMDARs, respectively. L-Phenylalanine is widely used in the production of food flavors and pharmaceuticals. | ||||||||||||||||||||
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DL-3-Phenylalanine-13C-2 | DL-3-Phenylalanine-13C-2 (2-Amino-3-phenylpropionic acid-13C-2) is the 13C-labeled DL-3-Phenylalanine (HY-B1732). DL-3-Phenylalanine is a phenylalanine derivative. | |||||||||||||||||||||
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L-Phenylalanine-13C-1 | L-Phenylalanine-13C-1 ((S)-2-Amino-3-phenylpropionic acid-13C-1) is the 13C-labeled L-Phenylalanine (HY-N0215). L-Phenylalanine ((S)-2-Amino-3-phenylpropionic acid) is an essential amino acid isolated from Escherichia coli. L-Phenylalanine is a α2δ subunit of voltage-dependent Ca2+ channels antagonist with a Ki of 980 nM. L-phenylalanine is a competitive antagonist for the glycine- and glutamate-binding sites of N-methyl-D-aspartate receptors (NMDARs) (Kb of 573 μM ) and non-NMDARs, respectively. L-Phenylalanine is widely used in the production of food flavors and pharmaceuticals. | |||||||||||||||||||||
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DL-Phenylalanine-d5 | 99.95% | DL-Phenylalanine-d5 is the deuterium labeled DL-Phenylalanine. | ||||||||||||||||||||
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L-Phenylalanine-15N | 98.38% | L-Phenylalanine-15N is the 15N-labeled L-Phenylalanine. L-Phenylalanine ((S)-2-Amino-3-phenylpropionic acid) is an essential amino acid isolated from Escherichia coli. L-Phenylalanine is a α2δ subunit of voltage-dependent Ca+ channels antagonist with a Ki of 980 nM. L-phenylalanine is a competitive antagonist for the glycine- and glutamate-binding sites of N-methyl-D-aspartate receptors (NMDARs) (KB of 573 μM ) and non-NMDARs, respectively. L-Phenylalanine is widely used in the production of food flavors and pharmaceuticals. | ||||||||||||||||||||
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L-Phenylalanine-3-13C | 99.56% | L-Phenylalanine-3-13C is the 13C-labeled L-Phenylalanine. L-Phenylalanine ((S)-2-Amino-3-phenylpropionic acid) is an essential amino acid isolated from Escherichia coli. L-Phenylalanine is a α2δ subunit of voltage-dependent Ca+ channels antagonist with a Ki of 980 nM. L-phenylalanine is a competitive antagonist for the glycine- and glutamate-binding sites of N-methyl-D-aspartate receptors (NMDARs) (KB of 573 μM ) and non-NMDARs, respectively. L-Phenylalanine is widely used in the production of food flavors and pharmaceuticals. | ||||||||||||||||||||
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L-Phenylalanine-13C6 | 99.87% | L-Phenylalanine-13C6 is the 13C-labeled L-Phenylalanine. L-Phenylalanine ((S)-2-Amino-3-phenylpropionic acid) is an essential amino acid isolated from Escherichia coli. L-Phenylalanine is a α2δ subunit of voltage-dependent Ca+ channels antagonist with a Ki of 980 nM. L-phenylalanine is a competitive antagonist for the glycine- and glutamate-binding sites of N-methyl-D-aspartate receptors (NMDARs) (KB of 573 μM ) and non-NMDARs, respectively. L-Phenylalanine is widely used in the production of food flavors and pharmaceuticals. | ||||||||||||||||||||
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L-Tyrosine-d4 | 98.76% | L-Tyrosine-d4 is a deuterium labeled L-Tyrosine. L-Tyrosine is a non-essential amino acid which can inhibit citrate synthase activity in the posterior cortex. | ||||||||||||||||||||
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2-Phenylglycine-d5 | 99.01% | 2-Phenylglycine-d5 is the deuterium labeled 2-Phenylglycine. 2-Phenylglycine (DL-α-Phenylglycine) is a metabolite in breast milk during the W2 to W4 lactation period. | ||||||||||||||||||||
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D-α-Phenyl-glycine-d5 | 99.0% | D-α-Phenyl-glycine-d5 is the deuterium labeled D-α-Phenyl-glycine. | ||||||||||||||||||||
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L-α-Phenyl-glycine-d5 | 98.0% | L-α-Phenyl-glycine-d5 is the deuterium labeled L-α-Phenyl-glycine. | ||||||||||||||||||||
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H-Phe-OMe.hydrochloride-d5 | H-Phe-OMe.hydrochloride-d5 is the deuterium labeled H-Phe-OMe.hydrochloride (HY-Y1394). H-Phe-OMe.hydrochloride is a phenylalanine derivative. | |||||||||||||||||||||
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DL-Tyrosine-d4 | DL-Tyrosine-d4 is the deuterium labeled DL-Tyrosine (HY-Y0123). DL-Tyrosine is an aromatic nonessential amino acid synthesized from the essential amino acid phenylalanine. DL-Tyrosine is a precursor for several important neurotransmitters (epinephrine, norepinephrine, dopamine). | |||||||||||||||||||||
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D-Tyrosine-d4 | 99.0% | D-Tyrosine-d4 is the deuterium labeled D-Tyrosine (HY-Y0444). D-Tyrosine is the D-isomer of tyrosine. D-Tyrosine negatively regulates melanin synthesis by inhibiting tyrosinase activity. D-Tyrosine inhibits biofilm formation and trigger the self-dispersal of biofilms without suppressing bacterial growth. | ||||||||||||||||||||
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Hydrocinnamic acid-d5 | 99.71% | Hydrocinnamic acid-d5 is the deuterium labeled Hydrocinnamic acid. Hydrocinnamic acid is the major rhizospheric compound with known growth regulatory activities. | ||||||||||||||||||||
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References
- [1]. Wu H, et al. d-Methionine and d-Phenylalanine Improve Lactococcus lactis F44 Acid Resistance and Nisin Yield by Governing Cell Wall Remodeling. Appl Environ Microbiol. 2020 Apr 17;86(9):e02981-19. [Content Brief]
- [2]. Li E, et al. D-Phenylalanine inhibits biofilm development of a marine microbe, Pseudoalteromonas sp. SC2014. FEMS Microbiol Lett. 2016 Sep;363(18). [Content Brief]
- [3]. Amin A, et al. Differential effects of L- and D-phenylalanine on pancreatic and gastrointestinal hormone release in humans: A randomized crossover study. Diabetes Obes Metab. 2021 Jan;23(1):147-157. [Content Brief]
- [4]. Walsh NE, et al. Analgesic effectiveness of D-phenylalanine in chronic pain patients. Arch Phys Med Rehabil. 1986 Jul;67(7):436-9. [Content Brief]