3-(2-Naphthyl)-D-alanine

CAS: 76985-09-6

Ref. 3D-FN47696

Product Information

• Name: 3-(2-Naphthyl)-D-alanine
• Synonyms: D-Ala(2-naphthyl)-OH(R)-2-Amino-3-naphthalene-2-yl-propionic acid, (2R)-2-Amino-3-(naphthalen-2-yl)propanoic acid, (2R)-2-Amino-3-naphthalen-2-ylpropanoic acid, (R)-2-Amino-3-(Naphthalen-2-Yl)Propanoic Acid Hydrochloride, (R)-2-Amino-3-(naphthalen-2-yl)propanoic acid, (R)-2-Amino-3-Naphthalen-2-Yl-Propionic Acid, (R)-Alpha-Amino-2-Naphthalenepropionic Acid, (S)-2-Amino-3-Naphthalen-2-Yl-Propionic Acid, (αR)-α-Amino-2-naphthalenepropanoic acid, 2-Naphthalenepropanoic acid α-amino-, (αR)-, 2-Naphthalenepropanoic acid, α-amino-, (R)-, 3-(2-Naphthyl)-<span class="text-smallcaps">D</span>-alanine, 3-(2-Naphthyl)-D-alanine・HCl, 3-naphthalen-2-yl-D-alanine, <span class="text-smallcaps">D</span>-3-(2-Naphthyl)alanine, <span class="text-smallcaps">D</span>-β-(2-Naphthyl)alanine, D-3-(2-Naphthyl)-Alanine, H-D-2-Nal-OH・HCl, H-D-2-Nal-Oh, H-D-Ala(2-Naph)-Oh, H-D-Ala(2-Naphthyl)-Oh, H-D-Nal(2)-Oh, Rarechem Bk Pt 0100, β-2-Naphthyl-<span class="text-smallcaps">D</span>-alanine

Description

3-(2-Naphthyl)-D-alanine is a potent antagonist of the beta-adrenergic receptor and can be used as an analog for the study of this receptor. It has been shown to inhibit the binding of catecholamines to the beta-adrenergic receptor in mammalian cells. 3-(2-Naphthyl)-D-alanine has also been shown to inhibit cellular proliferation in HL60 cells, which are human promyelocytic leukaemia cells, and to induce calcium release from intracellular stores. This drug is a peptidomimetic that is able to introduce amino acid residues into proteins, which may lead to a supramolecular structure or a cyclic peptide.

• Brand: Biosynth

Chemical properties

• Molecular weight: 215.25 g/mol
• Formula: C₁₃H₁₃NO₂
• Purity: Min. 95%
• InChI: InChI=1S/C13H13NO2/c14-12(13(15)16)8-9-5-6-10-3-1-2-4-11(10)7-9/h1-7,12H,8,14H2,(H,15,16)/t12-/m1/s1
• InChI key: InChIKey=JPZXHKDZASGCLU-GFCCVEGCSA-N
• SMILES: N[C@H](Cc1ccc2ccccc2c1)C(=O)O