| Identification | Back Directory | [Name]
Z-(2R,3S)-AHPA | [CAS]
59969-65-2 | [Synonyms]
Z-(2R,3S)-AHPA
Z-(2S,3R)-AHPA
2S,3R)-3-(((benzyloxy)carbonyl)-Amino)-2-hydroxy-4-phenylbutyric acid
(2R,3S)-3-(((benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid
Benzenebutanoic acid, α-hydroxy-β-[[(phenylmethoxy)carbonyl]amino]-, (αS,βR)-
(alphaS,betaR)-alpha-Hydroxy-beta-[[(phenylmethoxy)carbonyl]amino]benzenebutanoic acid | [Molecular Formula]
C18H19NO5 | [MDL Number]
MFCD23701663 | [MOL File]
59969-65-2.mol | [Molecular Weight]
329.347 |
| Chemical Properties | Back Directory | [Melting point ]
152-153 °C | [Boiling point ]
581.9±50.0 °C(Predicted) | [density ]
1.295±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [pka]
3.56±0.17(Predicted) |
| Hazard Information | Back Directory | [Biological Activity]
(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyric acid (AHPA) derivatives are used as inhibitors of enkephalinase(s) to augment met5-enkephalin-induced anti-nociception. The derivative (2S,3R)-3-amino-2-hydroxy-4-phenylbutanoyl-L-valine (AHPA-Val) is used as a bestatin analogue. | [Synthesis]
(2S,3R)-3-(((Benzyloxy)carbonyl)aMino)-2-hydroxy-4-phenylbutanoic acid is prepared by Hydrogenolysis of Methyl (αS,βR)-α-hydroxy-β-[[(phenylmethoxy)carbonyl]amino]benzenebutanoate with Sodium hydroxide in 1,4-Dioxane. |
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