Description

D-Allylglycine (CAS No. 54594-06-8) is a high-purity, non-proteinogenic amino acid with the molecular formula C₅H₉NO₂. This enantiomerically pure compound (>98%, >99% ee) is widely utilized in biochemical research, pharmaceutical development, and as a chiral building block in organic synthesis. Its unique allyl side chain provides reactive versatility for further functionalization, making it valuable for peptide modifications and enzyme inhibition studies. The product is supplied as a white to off-white crystalline powder with excellent solubility in water and polar organic solvents. Each batch undergoes rigorous QC testing, including HPLC, NMR, and chiral analysis, ensuring consistency for sensitive applications. Store under inert conditions at 2-8°C for optimal stability.

Properties

• CAS Number: 54594-06-8
• Complexity: 101
• IUPAC Name: (2R)-2-aminopent-4-enoic acid
• InChI: InChI=1S/C5H9NO2/c1-2-3-4(6)5(7)8/h2,4H,1,3,6H2,(H,7,8)/t4-/m1/s1
• InChI Key: WNNNWFKQCKFSDK-SCSAIBSYSA-N
• Exact Mass: 115.063328530
• Molecular Formula: C5H9NO2
• Molecular Weight: 115.13
• SMILES: C=CC[C@H](C(=O)O)N
• Topological: 63.3
• Monoisotopic Mass: 115.063328530
• Synonyms: D-Allylglycine, 54594-06-8, H-D-Gly(allyl)-OH, (2R)-2-aminopent-4-enoic acid, (R)-2-aminopent-4-enoic acid, (R)-2-Amino-4-pentenoic acid, D-2-Amino-4-pentenoic acid, (2R)-2-amino-4-pentenoic acid, C5H9NO2, (R)-(+)-2-Amino-4-pentenoic acid, MFCD00063104, (R)-2-Allylglycine, (2R)-2-azaniumylpent-4-enoate, (R)-Allylglycine, (+)-Allylglycine, H-D-AllylGly-OH, 4-Pentenoic acid, 2-amino-, (2R)-, H-D-Algly-OH, 2-allyl-D-glycine, 4-Pentenoic acid,2-amino-,(2R)-, 4-Pentenoic acid, 2-amino-, (R)-, 3-VINYL-D-ALANINE, SCHEMBL616036, (R)-2-amino-4-pentenoicacid, CHEMBL554311, (D)-2-amino-4-pentenoic acid, CHEBI:231977, WNNNWFKQCKFSDK-SCSAIBSYSA-N, AC-877, AKOS016842837, AC-4462, CS-W013623, FA17311, HY-W012907, AS-14703, D-|A inverted exclamation mark-Allyl-Gly, EN300-102381, Q27459790, (R)-Allylglycine (>98%, >99%ee) (H-D-AllylGly-OH), S-54594-06-8, (2R)-2-Amino-4-pentenoic acid;(+)-Allylglycine;(R)-2-Amino-4-pentenoic acid

D-Allylglycine serves as a critical precursor in the synthesis of modified peptides and enzyme inhibitors, particularly in studies targeting glutamate decarboxylase (GAD) activity. Researchers employ this chiral amino acid to investigate neurotransmitter biosynthesis pathways and develop novel neuroactive compounds. Its reactive allyl group enables efficient conjugation chemistry for bioconjugation and probe development in chemical biology applications.

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