923-16-0

Basic information

• Product Name: D-Alanyl-D-alanine
• Synonyms: H-D-ALA-D-ALA-OH;D-ALA-D-ALA;D-ALANYL-D-ALANINE;(2R)-2-[[(2R)-2-aminopropanoyl]amino]propanoic acid;(R)-N-(D-Alanyl)-2-methylglycine;D-Ala-D-Ala-OH;N-(D-Alanyl)-D-alanine;(R)-2-((R)-2-aMinopropanaMido)propanoic acid
• CAS NO: 923-16-0
• Molecular Formula: C₆H₁₂N₂O₃
• Molecular Weight: 160.17
• EINECS: 220-687-2
• Product Categories: Peptide;Dipeptides;Dipeptides and Tripeptides;Peptides
• Mol File: 923-16-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 120 °C
• Boiling Point: 402.6 °C at 760 mmHg
• Flash Point: 197.3 °C
• Appearance: /
• Density: 1.208 g/cm³
• Storage Temp.: −20°C
• PKA: 3.16±0.10(Predicted)
• CAS DataBase Reference: D-Alanyl-D-alanine(CAS DataBase Reference)
• NIST Chemistry Reference: D-Alanyl-D-alanine(923-16-0)
• EPA Substance Registry System: D-Alanyl-D-alanine(923-16-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 923-16-0(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white powder

Upstream product

• 128982-78-5 DL-2-(2-hydroxyimino-propionylamino)-propionic acid 
• 31654-38-3 N-(2-bromo-propionyl)-alanine 
• 5625-46-7 cyclo(-DL-Ala-DL-Ala-) 
• 17344-99-9 AlaOEt 
• 338-69-2 D-Alanine 
• 64-17-5 ethanol 
• 2392-63-4 N-pyruvoyl-alanine 
• 7732-18-5 water 
• 2835-06-5 phenylglycin 
• 7664-41-7 ammonia 
• 129940-66-5 N-(L-2-bromo-propionyl)-D-alanine 
• 21441-89-4 (R)-2-(2-(R)-(benzyloxy(carbonyl)amino)propionylamino)propionic acid 
• 119997-06-7 (R)-2-((2S,4R)-2-tert-Butyl-4-methyl-5-oxo-imidazolidin-1-yl)-propionic acid 
• 115572-83-3 (2R,5R)-2-tert-Butyl-3-((R)-1-carboxy-ethyl)-5-methyl-4-oxo-imidazolidine-1-carboxylic acid benzyl ester 

Downstream Products

• 5625-46-7 cyclo(-DL-Ala-DL-Ala-) 
• 2392-63-4 N-pyruvoyl-alanine 
• 22221-70-1 Cbz-HN-Ala-Ala 
• 19993-26-1 (R)-2-((R)-2-Acetylamino-propionylamino)-propionic acid 
• 106659-81-8 2-[2-(2-Cyano-ethylamino)-propionylamino]-propionic acid 
• 338-69-2 D-Alanine 
• 1114-94-9 D-alanyl-D-alanyl-D-alanine 
• 16124-22-4 UDP-MurNAc-L-Ala-γ-D-Glu-meso-A2pm-D-Ala-D-Ala 
• 105328-90-3 D-alanyl-D-alanine methyl ester hydrochloride 
• 634-01-5 adenosine 2',3'-cyclic monophosphate 

Relevant articles and documents

Epimerization of cyclic alanyl-alanine in basic solutions

Alanine anhydrides (Cyclo-(Ala-Ala)) are the simplest dipeptides that have two chiral centers and three diastereomers: Cyclo-(L-Ala-L-Ala), Cyclo-(D-Ala-D-Ala), and Cyclo-(L-Ala-D-Ala). Analysis of the epimerization of these peptides may throw light on the development of homochirality in proteins. We show that the epimerization rate of Cyclo-(L-Ala-L-Ala) and Cyclo-(D-Ala-D-Ala) is higher than that of Cyclo-(L-Ala-D-Ala), while the ring-opening rates of Cyclo-(L-Ala-L-Ala) and Cyclo-(D-Ala-D-Ala) arelower than that of Cyclo-(L-Ala-D-Ala) in basic aqueous solutions. The total reaction resulted in the preferred stability of Cyclo-(L-Ala-L-Ala) and Cyclo-(D-Ala-D-Ala) to Cyclo-(D-Ala-L-Ala).

Stereoselective Alkylation of Glycine Units in Dipeptide Derivatives: "Chirality Transfer" via a Pivalaldehyde N,N-Acetal Center

Dipeptide esters (of glycylglycine, glycylalanine, alanylglycine) and aldehydes (isobutyraldehyde, pivalaldehyde, benzaldehyde) are condensed to (4-oxoimidazolidin-3-yl)acetates and -propionates (1-3).Lithium enolates of these derivatives, are generated (