687-69-4

Basic information

• Product Name: H-ALA-GLY-OH
• Synonyms: ALA-GLY;L-ALANYLGLYCINE;H-ALA-GLY-OH;Glycine, N-L-alanyl-;L-alpha-Alanylglycine;N-L-Alanylglycine;L-ALANYL GLYCINE extrapure;L-Ala-Gly-OH
• CAS NO: 687-69-4
• Molecular Formula: C₅H₁₀N₂O₃
• Molecular Weight: 146.14
• EINECS: 211-699-9
• Product Categories: Amino Acid Derivatives
• Mol File: 687-69-4.mol
• Article Data: 14

Chemical Properties

• Melting Point: 249-255 °C (dec.)
• Boiling Point: 417.4 °C at 760 mmHg
• Flash Point: 206.2 °C
• Appearance: /
• Density: 1.263 g/cm³
• Storage Temp.: −20°C
• PKA: 3.14±0.10(Predicted)
• BRN: 1723438
• CAS DataBase Reference: H-ALA-GLY-OH(CAS DataBase Reference)
• NIST Chemistry Reference: H-ALA-GLY-OH(687-69-4)
• EPA Substance Registry System: H-ALA-GLY-OH(687-69-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 687-69-4(Hazardous Substances Data)

Usage

Description

H-ALA-GLY-OH, also known as L-alanylglycine, is a dipeptide formed from L-alanyl and glycine residues. It is an amino acid reagent that plays a crucial role in the synthesis of various compounds.

Uses

Used in Pharmaceutical Industry:
H-ALA-GLY-OH is used as a reagent for the synthesis of ternary copper(II)-L-dipeptide-neocuproine complexes, which have potential applications in cancer treatment. These complexes are being studied for their ability to target and treat cancer cells, offering a promising avenue for therapeutic intervention in oncology.

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

Upstream product

• 2503-31-3 N-benzyloxycarbonyl-L-alanylglycine 
• 25172-67-2 Z-Ala-O-COO-isoBu 
• 19729-30-7 Gly-Gly-Ala 
• 56-41-7 L-alanin 
• 56-40-6 glycine 
• 18409-49-9 N-carbamoyl-L-alanine 
• 103-72-0 phenyl isothiocyanate 
• 121574-51-4 Ac-Ala-DAPA-Ala-Gly-OH 
• 91861-95-9 Ac-Ala-Gln-Ala-Gly-OH 
• 121574-50-3 Ac-Ala-DABA-Ala-Gly-OH 
• 66285-47-0 H-Ala-Gly-OBzl 
• 459-73-4 GlyOEt*HCl 
• 2224-52-4 L-alanine N-carboxyanhydride 
• 102747-86-4 Trt-Ala-Gly-OH 

Downstream Products

• 96684-28-5 N-Boc-L-γ-glutamyl-L-alanylglycine α-benzyl ester 
• 1188-01-8 dl-alanylglycine 
• 56-41-7 L-alanin 
• 56-40-6 glycine 
• 1374765-48-6 (Nα-[(2-benzoylamino-adamantan-2-yl)carbonyl]-(S)-alanyl)-glycine 
• 1342794-42-6 Cbz-L-Ala-L-Phe-L-Gly-L-Ala-L-Phe-L-Ala-Gly-OH 
• 16305-88-7 γ-L-Glu-L-Ala-Gly 
• 23404-09-3 (S)-1-((2-methoxy-2-oxoethyl)amino)-1-oxopropan-2-aminium chloride 
• 4526-77-6 L-alanylglycine diketopiperazine 
• 3997-90-8 D-ala-gly 
• 118507-30-5 [(S)-2-(4-Bromomethyl-benzoylamino)-propionylamino]-acetic acid 
• 33511-31-8 N-tert.-Butyloxycarbonyl-S-trityl-L-cysteinyl-S-diphenylmethyl-L-cysteinyl-alanyl-glycin 

Relevant articles and documents

Analysis of vibrational spectra of l-alanylglycine based on density functional theory calculations

FT Raman and IR spectra of the crystallized biologically active molecule, l-alanylglycine (l-Ala-Gly) have been recorded and analyzed. The equilibrium geometry, bonding features and harmonic vibrational frequencies of L-Ala-Gly have been investigated with

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.

Direct asymmetric intermolecular aldol reactions catalyzed by amino acids and small peptides

In nature there are at least nineteen different acyclic amino acids that act as the building blocks of poly-peptides and proteins with different functions. Here we report that α-amino acids, β-amino acids, and chiral amines containing primary amine functions catalyze direct asymmetric intermolecular aldol reactions with high enantio-selectivities. Moreover, the amino acids can be combined into highly modular natural and unusual small peptides that also catalyze direct asymmetric intermolecular aldol reactions with high stereoselectivities, to furnish the corre sponding aldol products with up to > 99% ee. Simple amino acids and small peptides can thus catalyze asymmetric aldol reactions with stereoselectivities matching those of natural enzymes that have evolved over billions of years. A small amount of water accelerates the asymmetric aldol reactions catalyzed by amino acids and small peptides, and also increases their stereoselectivities. Notably, small peptides and amino acid tetrazoles were able to catalyze direct asymmetric aldol reactions with high enantioselectivities in water, while the parent amino acids, in stark contrast, furnished nearly racemic products. These results suggest that the prebiotic oligomerization of amino acids to peptides may plausibly have been a link in the evolution of the homochirality of sugars. The mechanism and stereochemistry of the reactions are also discussed.