3321-03-7

Basic information

• Product Name: GLYCYL-L-PHENYLALANINE
• Synonyms: (S)-2-(Aminoacethylamino)-3-phenylpropionic acid;(S)-α-(Glycylamino)benzenepropionic acid;(S)-α-[(Aminoacetyl)amino]benzenepropionic acid;Gly-Phe-OH;N-Glycyl-L-phenylalanine;N-Glycylphenylalanine;NSC 88881;(S)-2-(2-AMinoacetaMido)-3-phenylpropanoic acid
• CAS NO: 3321-03-7
• Molecular Formula: C₁₁H₁₄N₂O₃
• Molecular Weight: 222.24
• EINECS: 222-027-9
• Product Categories: Peptide Synthesis;Amino Acid Derivatives;Biochemistry;Oligopeptides
• Mol File: 3321-03-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: ~264 °C (dec.)
• Boiling Point: 492.2°Cat760mmHg
• Flash Point: 251.5°C
• Appearance: /
• Density: 1.259g/cm³
• Vapor Pressure: 1.67E-10mmHg at 25°C
• Refractive Index: 41 ° (C=2, H2O)
• Storage Temp.: −20°C
• Water Solubility: almost transparency
• CAS DataBase Reference: GLYCYL-L-PHENYLALANINE(CAS DataBase Reference)
• NIST Chemistry Reference: GLYCYL-L-PHENYLALANINE(3321-03-7)
• EPA Substance Registry System: GLYCYL-L-PHENYLALANINE(3321-03-7)

Safety Data

• WGK Germany: 3
• F: 8
• Hazardous Substances Data: 3321-03-7(Hazardous Substances Data)

Usage

Chemical Properties

Crystalline

Uses

Glycyl-DL-phenylalanine is used in methods and composition for spacial and temporal measurement of catalytic activity.

Definition

ChEBI: A dipeptide formed from glycine and L-phenylalanine residues.

InChI:InChI=1/C11H14N2O3/c12-7-10(14)13-9(11(15)16)6-8-4-2-1-3-5-8/h1-5,9H,6-7,12H2,(H,13,14)(H,15,16)

Upstream product

• 6780-38-7 N-phthaloylglycine chloride 
• 63-91-2 L-phenylalanine 
• 1170-76-9 Z-Gly-(L)-Phe 
• 5680-79-5 glycine ethyl ester hydrochloride 
• 201852-70-2 Gly-Phe-MCA 
• 213547-32-1 2-(2,4-dimethoxybenzylamino)-3-phenyl-propionic acid methyl ester 
• 20806-80-8 N-(2,4-Dimethoxy-benzyl)-L-phenylalanin 
• 125982-37-8 (S)-2-Amino-3-phenyl-propionic acid 9H-fluoren-9-yl ester 
• 125982-40-3 (S)-2-(2-Benzyloxycarbonylamino-acetylamino)-3-phenyl-propionic acid 9H-fluoren-9-yl ester 
• 145615-35-6 metronidazole glycyl phenylalaninate hydrochloride 
• 13155-50-5 Z-Glycyl-N-(2,4-dimethoxy-benzyl)-L-phenylalanin 
• 2185-00-4 1,3-oxazolidine-2,5-dione 
• 76378-71-7 N-tritylglycyl-L-phenylalanine 
• 404-33-1 N-(N-trifluoroacetyl-glycyl)-L-phenylalanine 

Downstream Products

• 117370-45-3 (9-fluorenylmethyloxycarbonyl)glycyl-L-phenylalanine 
• 76378-71-7 N-tritylglycyl-L-phenylalanine 
• 1170-76-9 Z-Gly-(L)-Phe 
• 145594-19-0 N-tert-butoxycarbonyltyrosyl-(O-tert-butoxycarbonyl)-D-alanylglycylphenylalanine 
• 145594-20-3 N-(Boc-Tyr(Boc)-D-Ala-Gly-Phe-Leu-Ahx)-benzoaza-15-crown-5 
• 1415888-04-8 (2-amino-4-oxo-3,4-dihydropteridine-7-carbonyl)glycyl-L-phenylalanine 
• 15159-84-9 -L-phenylalanin 
• 63-91-2 L-phenylalanine 
• 56-40-6 glycine 

Relevant articles and documents

Coupling-Reagent-Free Synthesis of Dipeptides and Tripeptides Using Amino Acid Ionic Liquids

A general method for the synthesis of dipeptides has been developed, which does not require any coupling reagents. This method is based on the reaction of readily available HCl salts of amino acid methyl esters with tetrabutylphosphonium amino acid ionic liquids. The isolation procedure of stepwise treatment with AcOH is easy to carry out. The method was extended to the synthesis of tripeptide, tyrosyl-glycyl-glycine, present in IMREG-1, also.

Synthetic peptide analogs of Arg-Pro-Pro-Gly-Phe as selective inhibitors of thrombin and thrombin activation of protease activated receptors 1 and 4

The invention relates to compounds and methods for inhibiting human platelet aggregation, thrombosis and cell activation mediated by PAR1 and PAR4 using peptide analogs of Arg-Pro-Pro-Gly-Phe that contain one or more amino acid substitutions. The invention also includes screening methods for identifying compounds that inhibit thrombin mediated activities.

SYNTHESIS OF DIPEPTIDE ESTERS OF METRONIDAZOLE AND EVALUATION OF THEIR HYDROLYTIC STABILITY

Amino acid and dipeptide esters of metronidazole were synthesized and evaluated on their hydrolytic stability in various buffers and culture media.The hydrolytic susceptibility of the different esters was minimal in the pH range 3-5.In the alkaline region, pH 6.5-8, the half-lifes were of the order of 1-6.6 hrs.At alkaline pH the dipeptide esters were more susceptible towards hydrolysis.At pH 8.8 the observed half-life for the gly-gly and the gly-phe esters was 0.2 h, whereas for the gly and the phe ester it was 1.1 h, respectively 2.7 h.It was demonstrated that the increased rate of hydrolysis for the dipeptide esters was due to an intramolecular aminolysis with the formation of a diketopiperazine accompanied by the release of free metronidazole.