19914-26-2

Basic information

• Product Name: Z-D-ALA-D-ALA-OME
• Synonyms: Z-D-ALA-D-ALA-OME
• CAS NO: 19914-26-2
• Molecular Formula: C₁₅H₂₀N₂O₅
• Molecular Weight: 308.33
• Mol File: 19914-26-2.mol

Chemical Properties

• Appearance: /
• Storage Temp.: -15°C
• CAS DataBase Reference: Z-D-ALA-D-ALA-OME(CAS DataBase Reference)
• NIST Chemistry Reference: Z-D-ALA-D-ALA-OME(19914-26-2)
• EPA Substance Registry System: Z-D-ALA-D-ALA-OME(19914-26-2)

Safety Data

• Hazardous Substances Data: 19914-26-2(Hazardous Substances Data)

Usage

Uses

Used in Biochemistry and Organic Chemistry:
Z-D-ALA-D-ALA-OME is utilized as a precursor in the synthesis of peptidoglycan, a vital component of bacterial cell walls. Its unique stereochemistry makes it an essential compound in these fields.
Used in the Study of Enzymes:
Z-D-ALA-D-ALA-OME serves as a substrate for researching enzymes that participate in peptidoglycan synthesis, aiding in the understanding of the mechanisms and processes involved in bacterial cell wall formation.
Used in the Synthesis of Peptidomimetics:
Z-D-ALA-D-ALA-OME is also employed as a starting material in the synthesis of peptidomimetics, which are compounds that mimic the properties of peptides and have potential applications in various fields such as pharmaceuticals and materials science.

Upstream product

• 7625-53-8 D-alanine methyl ester 
• 26607-51-2 N-benzyloxycarbonyl-D-alanine 
• 22221-78-9 Z-Ala-Ala-OMe 
• 14316-06-4 D-alanine methyl ester hydrochloride 
• 57355-13-2 N-benzyloxycarbonylalaninehydrazid 

Downstream Products

• 21441-89-4 (R)-2-(2-(R)-(benzyloxy(carbonyl)amino)propionylamino)propionic acid 

Relevant articles and documents

Receptor binding mimetics: A novel molecularly imprinted polymer

A novel molecularly imprinted polymer was prepared by copolymerization of trimethylolpropane trimethacrylate (1) and methacrylic acid (3) in the presence of a dipeptide acting as the template. The recognition capability of the synthetic receptor-like binding sites produced in the polymer network for the peptide was demonstrated by using the polymer as a chiral stationary phase in HPLC. The polymer was superior to previously reported molecularly imprinted polymers in that unusually high racemic resolution and load capacity were demonstrated.

SPECIFICALLY ACTIVATED MICROMOLECULAR TARGET COUPLING BODY IN TUMOR MICROENVIRONMENT AND USE THEREOF

Provided are an anticancer compound comprising a cleavable linker specifically activated in a tumor microenvironment, and use thereof. The anticancer compound is represented by the following formula, wherein, R1 is a normal functional group or a protection group; R2 is Ala, Thr, Val or Ile; R3 is Ala, Val or Asn; R4 is a drug group linked via a hydroxyl group or an amino group; and the general formula of the drug is R4H. The anticancer compound is only activated at a local portion of a tumor, thus avoiding the defect of immune system damage of a traditional chemotherapeutic drug, and promoting tumor immunization by removing a tumor immunosuppression cell. The anticancer compound or pharmaceutical composition thereof is jointly used with immunotherapy, thus improving the effect of treating the tumor, and effectively inhibiting tumor metastasis and osseous metastasis.

Total Synthesis of Dansylated Park's Nucleotide for High-Throughput MraY Assays

The membrane protein translocase I (MraY) is a key enzyme in bacterial peptidoglycan biosynthesis. It is therefore frequently discussed as a target for the development of novel antibiotics. The screening of compound libraries for the identification of MraY inhibitors is enabled by an established fluorescence-based MraY assay. However, this assay requires a dansylated derivative of the bacterial biosynthetic intermediate Park's nucleotide as the MraY substrate. Isolation of Park's nucleotide from bacteria and subsequent dansylation only furnishes limited amounts of this substrate, thus hampering the high-throughput screening for MraY inhibitors. Accordingly, the efficient provision of dansylated Park's nucleotide is a major bottleneck in the exploration of this promising drug target. In this work, we present the first total synthesis of dansylated Park's nucleotide, affording an unprecedented amount of the target compound for high-throughput MraY assays.