CAS 1152-61-0

Benzyloxycarbonyl-L-aspartic acid

Description:

Benzyloxycarbonyl-L-aspartic acid, commonly referred to as Z-Asp, is a derivative of the amino acid aspartic acid, characterized by the presence of a benzyloxycarbonyl (Z) protecting group. This compound is typically used in peptide synthesis as a protecting group for the amino functionality of aspartic acid, which helps prevent unwanted reactions during the synthesis process. The Z group is stable under basic conditions but can be removed under acidic conditions, allowing for selective deprotection. Benzyloxycarbonyl-L-aspartic acid is a white to off-white crystalline solid and is soluble in organic solvents such as methanol and dimethyl sulfoxide (DMSO), but has limited solubility in water. Its molecular structure includes a carboxylic acid functional group, contributing to its acidic properties. The compound is utilized in various biochemical applications, including the synthesis of peptides and proteins, and serves as an important intermediate in the development of pharmaceuticals. Proper handling and storage are essential due to its reactivity and potential for hydrolysis in aqueous environments.

Formula: C₁₂H₁₃NO₆

InChI: InChI=1S/C12H13NO6/c14-10(15)6-9(11(16)17)13-12(18)19-7-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,13,18)(H,14,15)(H,16,17)/t9-/m0/s1

InChI key: InChIKey=XYXYXSKSTZAEJW-VIFPVBQESA-N

SMILES: C(OC(N[C@@H](CC(O)=O)C(O)=O)=O)C1=CC=CC=C1

Synonyms:

• (2S)-2-(Phenylmethoxycarbonylamino)butanedioic acid
• (2S)-2-[[(Benzyloxy)carbonyl]amino]butanedioic acid
• (2S)-2-{[(benzyloxy)carbonyl]amino}butanedioate
• <span class="text-smallcaps">L</span>-Aspartic acid, N-[(phenylmethoxy)carbonyl]-
• Aspartic acid, N-carboxy-, N-benzyl ester
• Aspartic acid, N-carboxy-, N-benzyl ester, <span class="text-smallcaps">L</span>-
• Benzyloxycarbonyl-<span class="text-smallcaps">L</span>-aspartic acid
• CBZ-L-Aspartic Acid-OH
• Carbobenzoxy-<span class="text-smallcaps">L</span>-aspartic acid
• Cbz-Asp-OH
• Cbz-L-aspartic acid
• N-(Benzyloxycarbonyl)-<span class="text-smallcaps">L</span>-aspartic acid
• N-Benzyloxycarbonyl-L-aspartic acid
• N-Benzyloxylcarbonyl-<span class="text-smallcaps">L</span>-aspartic acid
• N-CBZ-L-Aspartic acid N-Carbobenzyloxy-L-aspartic acid
• N-Carbobenzoxy-<span class="text-smallcaps">L</span>-aspartic acid
• N-Carbobenzoxy-L-aspatic acid
• N-Carbobenzyloxy-<span class="text-smallcaps">L</span>-aspartic acid
• N-Cbz-L-Asp-OH
• N-Cbz-L-aspartic acid
• N-[(Phenylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-aspartic acid
• N-[(benzyloxy)carbonyl]-D-aspartic acid
• N-[(benzyloxy)carbonyl]-L-aspartic acid
• N-[(benzyloxy)carbonyl]aspartic acid
• N-cbz-L-aspartic acid crystalline
• NALPHA-Benzyloxycarbonyl-L-aspartic acid
• NSC 88479
• NSC 9972
• Z-Asp-OH
• Z-L-Aspartic acid
• z-Asp
• Carbobenzoxy-L-aspartic acid
• N-[(Phenylmethoxy)carbonyl]-L-aspartic acid
• Aspartic acid, N-carboxy-, N-benzyl ester, L-

N-Benzyloxycarbonyl-L-aspartic Acid

CAS: 1152-61-0

Formula: C₁₂H₁₃NO₆

Purity: >99.0%(T)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 267.24

Ref: 3B-C0629

Z-Asp-OH

CAS: 1152-61-0

Bachem ID: 4000471.

Formula: C₁₂H₁₃NO₆

Purity: > 98%

Color and Shape: White

Molecular weight: 267.24

Ref: 01-4000471

L-Aspartic acid, N-[(phenylmethoxy)carbonyl]-

CAS: 1152-61-0

Formula: C₁₂H₁₃NO₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 267.2347

Ref: IN-DA000GEV

N-Cbz-L-Aspartic Acid

CAS: 1152-61-0

N-Cbz-L-Aspartic Acid

Purity: 99%

Molecular weight: 267.23g/mol

Ref: 54-OR1014324

N-Z-L-aspartic acid

CAS: 1152-61-0

Formula: C₁₂H₁₃NO₆

Purity: ≥ 98.0%

Color and Shape: White to off-white solid

Molecular weight: 267.24

Ref: 7W-GM2849

N-Cbz-L-aspartic Acid

Controlled Product

CAS: 1152-61-0

Applications N-Cbz-L-aspartic acid is an N-Cbz-protected form of L-Aspartic acid (A790024). L-Aspartic acid is a nonessential amino acid that is used to biosynthesize other amino acids within the human body. L-Aspartic acid also increases membrane conductance of mammalian neurons by voltage-dependent means, causing depolarization and nerve impulses that travel to key areas of the central nervous system.
References Anderson, H., et al.: J. Nutr., 99, 82 (1969); Honey, C., et al.: Neurosci. Lett., 61, 135 (1985); MacDonald, J., et al.: Brain Res., 237, 248 (1982)

Formula: C₁₂H₁₃NO₆

Color and Shape: White To Off-White

Molecular weight: 267.23

Ref: TR-C176285

Z-L-Aspartic Acid extrapure, 99%

CAS: 1152-61-0

Formula: C₁₂H₁₃NO₆

Purity: min. 99%

Color and Shape: White to off white, Crystalline powder

Molecular weight: 267.2

Ref: SR-63143

Z-Asp-OH

CAS: 1152-61-0

M03043 - Z-Asp-OH

Formula: C₁₂H₁₃NO₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 267.237

Ref: 10-M03043

Z-L-Asp-OH

CAS: 1152-61-0

Z-L-Asp-OH is a protease inhibitor that inhibits the activity of serine proteases, including trypsin and chymotrypsin. Z-L-Asp-OH binds to the active site of these enzymes and prevents them from cleaving their substrates. The optimal pH for this enzyme is 8.0, which corresponds to its maximum level of activity. Z-L-Asp-OH also has apoptotic activities in cells by causing cellular pathway changes, leading to cell death via programmed cell death or apoptosis. This agent is activated by hydrolysis at ester linkages and polymerizes into films in aqueous solution at physiological pH. It has been shown to inhibit the growth of human ovarian carcinoma cells in vitro, but not normal cells.

Formula: C₁₂H₁₃NO₆

Purity: Min. 95%

Molecular weight: 267.23 g/mol

Ref: 3D-FA36771

N-Benzyloxycarbonyl-L-aspartic Acid

CAS: 1152-61-0

Formula: C₁₂H₁₃NO₆

Molecular weight: 267.24

Ref: ST-EA-CP-A126021