3061-95-8

Usage

Uses

Used in Scientific and Biochemical Research:
H-D-ALA-PHE-OH is used as a research compound for peptide synthesis, allowing scientists to study the properties and interactions of peptides in various biological systems.
Used in Pharmaceutical Development:
H-D-ALA-PHE-OH is used as a potential therapeutic agent for the development of antiviral, antimicrobial, and antitumor drugs, due to its bioactivity and potential to target specific pathogens or cancer cells.
Used in Drug Delivery Systems:
In the pharmaceutical industry, H-D-ALA-PHE-OH may be incorporated into drug delivery systems to improve the efficacy and bioavailability of therapeutic peptides, enhancing their performance in treating various diseases and conditions.

InChI:InChI=1/C12H16N2O3/c1-8(13)11(15)14-10(12(16)17)7-9-5-3-2-4-6-9/h2-6,8,10H,7,13H2,1H3,(H,14,15)(H,16,17)/t8-,10?/m1/s1

Upstream product

• 94883-19-9 D-(N-tert-butoxycarbonylalanyl)-L-phenylalanine 
• 100431-46-7 N-<(S)-2-(aminocarbonyl)-1-oxopropyl>-L-phenyl alanine 
• 16874-17-2 L-phenylalanine tert-butyl ester 
• 100431-52-5 N-<(R,S)-2-carboxy-1-oxopropyl>-L-phenyl alanine tert-butyl ester 
• 100431-53-6 N-<(R,S)-2-(aminocarbonyl)-1-oxopropyl>-L-phenyl alanine tert-butyl ester 
• 100431-51-4 N-<(R,S)-2-(ethoxycarbonyl)-1-oxopropyl>-L-phenyl alanine tert-butyl ester 
• 63-91-2 L-phenylalanine 

Downstream Products

• 147424-35-9 Z-Tyr-D-Ala-Phe-OH 
• 94849-38-4 Boc-Tyr-D-Ala-Phe-OH 
• 1025935-89-0 C₅₃H₇₃N₇O₁₃ 
• 1025831-19-9 (S)-3-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid benzyl ester 
• 1027906-73-5 C₄₈H₇₁N₇O₁₃ 
• 1026283-37-3 (S)-3-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-N-{[(S)-1-((S)-1-carbamoyl-2-methyl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-methyl}-succinamic acid tert-butyl ester 
• 1025956-29-9 C₄₆H₆₈N₈O₁₂ 
• 1027166-82-0 ((S)-2-{(S)-2-[(S)-2-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-3-carbamoyl-propionylamino]-3-methyl-butyrylamino}-3-methyl-butyrylamino)-acetic acid ethyl ester 
• 1025941-24-5 (S)-3-((S)-2-{(R)-2-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-propionylamino}-3-phenyl-propionylamino)-N-{(S)-1-[(S)-1-(carbamoylmethyl-carbamoyl)-2-methyl-propylcarbamoyl]-2-methyl-propyl}-succinamic acid tert-butyl ester 
• 131152-66-4 H-Tyr-D-Ala-Phe-Gly-Val-Val-Asp-NH₂ 
• 122752-15-2 deltorphin C 
• 132103-70-9 H-Tyr-D-Ala-Phe-Asp-Val-Val-Gly-OH 

Relevant academic research and scientific papers

Unique sequence in deltorphin C confers structural requirement for δ opioid receptor selectivity

A series of deltorphin C (H-Tyr-D-Ala-Phe-Asp-Val-Val-Gly-NH2) analogues were synthesized to assess the consequences of changing anionic and hydrophobic residues on δ receptor selectivity.Analogues with altered C-terminal groups, inverted sequences, or es

1H NMR configurational correlation for retro-inverso dipeptides: application to the determination of the absolute configuration of "enkephalinase" inhibitors. Relationships between stereochemistry and enzyme recognition.

A stereospecific synthesis of thiorphan [N-[2(RS)-(mercaptomethyl)-1-oxo-3-phenylpropyl]glycine] and retro-thiorphan [3-[[1(RS)-(mercaptomethyl)-2-phenylethyl]amino]-3-oxopropanoic acid], two highly potent inhibitors of enkephalinase, a neutral endopeptidase involved in enkephalin metabolism, is reported. Due to a rapid isomerization process, derivatives of retro-thiorphan, which contains a 2-substituted malonyl moiety, cannot be separated by classical methods. However, a separation of the diastereoisomeric mixtures of these retro-thiorphan derivatives was achieved by HPLC. The absolute configuration of each isomer was determined by using an NMR configurational correlation. The inhibitory potency of the various inhibitors indicates that, in the thiorphan series, the affinity for enkephalinase is independent of the stereochemistry of the 2-(mercaptomethyl)-1-oxo-3-phenylpropyl moiety. In contrast, in the retro-thiorphan series a 100-fold difference in the inhibitory activity of the two enantiomers is observed. This indicates that there are large differences in the conformational behavior of the two series of inhibitors at the active site of the enzyme.