656221-79-3

Basic information

• Product Name: L-alanyl-L-glutamine
• Synonyms: D-GlutaMine, D-alanyl-;D-Alanyl-D-glutamine
• CAS NO: 656221-79-3
• Molecular Formula: C8H15N3O4
• Molecular Weight: 217.2224
• Mol File: 656221-79-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 222℃ (DEC.)
• Boiling Point: 615.4±55.0 °C(Predicted)
• Appearance: /
• Density: 1.305
• PKA: 3.12±0.10(Predicted)
• CAS DataBase Reference: L-alanyl-L-glutamine(CAS DataBase Reference)
• NIST Chemistry Reference: L-alanyl-L-glutamine(656221-79-3)
• EPA Substance Registry System: L-alanyl-L-glutamine(656221-79-3)

Safety Data

• Hazardous Substances Data: 656221-79-3(Hazardous Substances Data)

Upstream product

• 159141-33-0 N-(α-chloro)propionylglutamine 
• 90770-50-6 L-Alanyl-<γ-methyl>-L-glutamat 
• 56-85-9 L-glutamine 
• 1142-20-7 N-Cbz-Ala 
• 5872-22-0 N-pivaloylalanine 
• 2491-20-5 L-alanine methyl ester hydrochloride 
• 159141-33-0 N-(α-chloro)propionyl-L-glutamine 
• 159141-33-0 2-chloropropionyl-L-glutamine 
• 21467-17-4 Z-Ala-Gln-OH 
• 101896-82-6 Carbobenzoxy-L-alanyl-<α-p-nitro-benzyl,γ-methyl>-L-glutamat 
• 910908-63-3 N-Carbobenzoxy-<α-p-nitro-benzyl,γ-methyl>-L-glutamat 
• 96789-24-1 α-p-Nitro-benzyl-γ-methyl-L-glutamat 
• 4652-65-7 (S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-methyl ester 
• 5959-95-5 D-Glutamin 

Relevant articles and documents

ALANYL GLUTAMINE COMPOUND AND PREPARATION METHOD THEREOF

A process for preparing a pure alanylglutamine comprises the steps of: 1) reacting N-(α-chloro)-propionyl-glutamine and hydrazine compound to obtain an alanylglutamine crude product; 2) mixing anhydrous methanol and the alanylglutamine crude product to provide a filter cake; 3) dissolving the filter cake in water, heating, adding ethanol, and cooling to yield the pure alanylglutamine.

Process of producing ala-gln dipeptide

A synthesis method of alanyl-glutamine includes the steps of: The N-terminal protected alanine reacts with triphenylphosphine and hexachloroethane in organic solvent to form active ester, the active ester reacts with glutamine in a solution mixture containing organic solvent and aqueous solution of inorganic base, the resultant mixture is acidified with inorganic acid, and then the N-terminal protecting group is removed. In this method, the raw materials are cheap, the synthesis technique is simple, no disposals of separation and purification are needed, the product is easy to be separated and purified, the toxicities of all the reagents used in the course of production are minimal, it is advantageous to environment protection.

Process research and development of L-alanyl-L-glutamine, a component of parenteral nutrition

A large-scale manufacturing method of L-alanyl-L-glutamine used for a component of parenteral nutrition has been studied. The method consisted of a reaction of D-2-chloro- or D-2-bromopropionic acid with thionyl chloride and Schotten-Baumann reaction with L-glutamine followed by ammonolysis reaction. The intermediate D-2-chloropropionyl-L-glutamine was found to be more stable than its bromo analogue. In the ammonolysis reaction, the former intermediate needed a higher reaction temperature, but the by-products produced had little effect on the quality of the final product. The structures of the by-products were conjectured mainly by mass spectrometry and they were removed by anion resin treatment and recrystallization.