(2R)-2-aminopent-4-enoic acid

• ChemBase ID: 77382
• Molecular Formular: C5H9NO2
• Molecular Mass: 115.13046
• Monoisotopic Mass: 115.06332853
• SMILES: N[C@H](CC=C)C(=O)O
• Canonical SMILES: N[C@@H](C(=O)O)CC=C
• InChI: InChI=1S/C5H9NO2/c1-2-3-4(6)5(7)8/h2,4H,1,3,6H2,(H,7,8)/t4-/m1/s1
• InChIKey: WNNNWFKQCKFSDK-SCSAIBSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-aminopent-4-enoic acid
• IUPAC Traditional name: (2R)-2-aminopent-4-enoic acid
• Synonyms: D-Allylglycine; 2-Allyl-D-glycine; (2R)-2-Amino-4-pentenoic Acid; (+)-Allylglycine; (R)-2-Amino-4-pentenoic Acid; (R)-Allylglycine; D-α-Allylglycine; D-2-Amino-4-pentenoic Acid; 2-烯丙基-D-甘氨酸

Database IDs

• CAS Number: 108412-04-0; 54594-06-8
• MDL Number: MFCD00063104
• PubChem SID: 162042255
• PubChem CID: 6992334

CALCULATED PROPERTIES

• Acid pKa: 2.6015377
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.1777115
• LogD (pH = 7.4): -2.180603
• Log P: -2.1774926
• Molar Refractivity: 29.6664 cm^3
• Polarizability: 11.756323 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Off-White Solid

Safety Information

• Storage Warning: Irritant
• TSCA Listed: 否

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - A556500

A new chiral glycine equivalent; used for the preparation of enantiomerically pure α-tertiary and α-quaternary α-amino acids. ABacillus spore germination alanine analog.

REFERENCES

• Yasuda, Y., et al.: Microb. Immun., 29(3)
• 229 (3)
• Boatto, G., et al.: Chirality, 15, 494 (3)