691-81-6

Basic information

• Product Name: GLY-D-ALA
• Synonyms: H-GLY-D-ALA-OH;GLYCYL-D-ALANINE;GLY-D-ALA;N-Glycyl-D-ALPHA-alanine;(R)-2-(Glycylamino)propanoic acid;(R)-2-[(Aminoacetyl)amino]propionic acid;Gly-D-Ala-OH
• CAS NO: 691-81-6
• Molecular Formula: C₅H₁₀N₂O₃
• Molecular Weight: 146.14
• EINECS: 223-019-8
• Product Categories: Dipeptides;Dipeptides and Tripeptides;Peptides
• Mol File: 691-81-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 417.4 °C at 760 mmHg
• Flash Point: 206.2 °C
• Appearance: White powder
• Density: 1.263 g/cm³
• Vapor Pressure: 3.9E-08mmHg at 25°C
• Refractive Index: 1.497
• Storage Temp.: −20°C
• CAS DataBase Reference: GLY-D-ALA(CAS DataBase Reference)
• NIST Chemistry Reference: GLY-D-ALA(691-81-6)
• EPA Substance Registry System: GLY-D-ALA(691-81-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 691-81-6(Hazardous Substances Data)

Usage

General Description

GLY-D-ALA is a chemical compound composed of glycine and D-alanine molecules. It is a dipeptide, which is a molecule consisting of two amino acid residues joined by a peptide bond. The D-alanine in GLY-D-ALA is the enantiomer of the natural L-alanine, and it is commonly used in the synthesis of peptides and pharmaceuticals. D-alanine is an important component of the bacterial cell wall, making GLY-D-ALA an attractive target for antibiotic development. Additionally, GLY-D-ALA has potential applications in drug delivery systems and biomedical research due to its stability and ability to form stable complexes with metal ions. Overall, GLY-D-ALA is a versatile chemical with potential biomedical and pharmaceutical applications.

InChI:InChI=1/C5H10N2O3/c1-3(5(9)10)7-4(8)2-6/h3H,2,6H2,1H3,(H,7,8)(H,9,10)/t3-/m1/s1

Upstream product

• 3695-73-6 glycyl-L-alanine 
• 4526-77-6 3-Methyl-piperazine-2,5-dione 
• 748094-26-0 N-glycyl-D-alanine ethyl ester 
• 67206-15-9 N-chloroacetyl-D-alanine 

Downstream Products

• 4526-77-6 3-Methyl-piperazine-2,5-dione 

Relevant articles and documents

First-Order Rate Constans for the Racemization of Each Component in a Mixture of Isomeric Dipeptides and their Diketopiperazines

L-Alanylglycine (L-Ala-Gly), glycyl-L-alanine (Gly-L-Ala), and c-L-Ala-Gly were racemized at 120 deg C in aqueous phosphate-buffered solutions at pH 8.0, a pH value near maximum racemization.The kinetics were followed by regression analysis.The racemization of Ala-Gly and Gly-Ala closelly followed reversible first-order kinetics.The initial rate of racemisation of DKP was fast but soon slowed, likely because of hydrolysis to the dipeptides.The resulting rate was similar to that of the dipeptides.The observed racemization rate constans of the dipeptides and DKP were shown to be independent of the concentration of the peptides and the concetration of buffer.Component isolation studies using preparative TLC and chiral-phase GC analysis, coupled with computer analysis, showed an equilibrium existing between Ala-Gly, Gly-Ala, and DKP and the individual rates of racemization.At equilibrium, the mole fractions are as follows: Ala-Gly, 0.57; DKP, 0.22; Gly-Ala, 0.21.The rate constant for racemization of DKP was only 2 times that of Gly-Ala and 7 times the rate of Ala-Gly.Ala-Gly racemized 20 times and Gly-Ala 66 times faster than free alanine.The results support the influence of neighboring groups in the racemization of dipeptides.Factors that contribute to the rapid racemization (epimerization) are discussed.