Z-L-aspartic acid-β-benzyl ester

CAS: 3479-47-8

Ref. 3D-FA47268

Product Information

• Name: Z-L-aspartic acid-β-benzyl ester
• Synonyms: Z-L-Asp(OBzl)-OH, (2S)-4-(benzyloxy)-2-{[(benzyloxy)carbonyl]amino}-4-oxobutanoic acid (non-preferred name), (2S)-4-Oxo-4-phenylmethoxy-2-(phenylmethoxycarbonylamino)butanoic acid, 4-(Phenylmethyl) hydrogen N-[(phenylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-aspartate, <span class="text-smallcaps">L</span>-Aspartic acid, N-[(phenylmethoxy)carbonyl]-, 4-(phenylmethyl) ester, Aspartic acid, N-carboxy-, N,4-dibenzyl ester, <span class="text-smallcaps">L</span>-, Cbz-Asp(OBzl)-OH, Cbz-L-aspartic acid b-benzyl ester, N-(Benzyloxycarbonyl)-<span class="text-smallcaps">L</span>-aspartic acid β-benzyl ester, N-(Benzyloxycarbonyl)aspartic acid β-benzyl ester, N-Benzyloxycarbonyl-L-aspartic acid 4-benzyl ester, N-Carbobenzoxy-<span class="text-smallcaps">L</span>-aspartic acid 4-benzyl ester, N-Carbobenzoxy-<span class="text-smallcaps">L</span>-aspartic acid β-benzyl ester, N-Carbobenzoxy-β-benzyl-<span class="text-smallcaps">L</span>-aspartate, N-Cbz-L-aspartic acid 4-benzyl ester, N^α-(Benzyloxycarbonyl)-<span class="text-smallcaps">L</span>-aspartic acid 4-benzyl ester, NSC 163521, Z-Asp(OBzl)-OH, Z-Aspartic Acid-O Benzyl Ester, beta-Benzyl N-Cbz-L-aspartate, beta-Benzyl N-benzyloxycarbonyl-L-aspartate, β-Benzyl N-(benzyloxycarbonyl)-<span class="text-smallcaps">L</span>-aspartate, β-Benzyl-N-(benzyloxycarbonyl)-<span class="text-smallcaps">L</span>-aspartic acid

Description

Z-L-aspartic acid-beta-benzyl ester is a prodrug that consists of an amino acid and a benzyl ester. The amino acid is Z-L-aspartic acid and the benzyl ester is beta-(4-nitrophenoxy)ethoxy. It has been shown to inhibit the transport of acidic amino acids across the blood brain barrier, which may be due to its physicochemical properties. This compound also inhibits enzymatic reduction, catalytic reduction, and dehydrating activities. Z-L-aspartic acid-beta-benzyl ester has also been shown to be effective in preclinical studies for inhibiting glutamic excitotoxicity in vivo and excitatory amino acid release from cerebrocortical synaptosomes in vitro.

• Brand: Biosynth

Chemical properties

• Molecular weight: 357.36 g/mol
• Formula: C₁₉H₁₉NO₆
• Purity: Min. 95%
• InChI: InChI=1S/C19H19NO6/c21-17(25-12-14-7-3-1-4-8-14)11-16(18(22)23)20-19(24)26-13-15-9-5-2-6-10-15/h1-10,16H,11-13H2,(H,20,24)(H,22,23)/t16-/m0/s1
• InChI key: InChIKey=VUKCNAATVIWRTF-INIZCTEOSA-N
• SMILES: O=C(C[C@H](NC(=O)OCc1ccccc1)C(=O)O)OCc1ccccc1