Description

(4S)-4-Hydroxy-N5-(2-Hydroxymethyl-1,3-Butadienyl)-L-Glutamine is a specialized, non-proteinogenic amino acid derivative with a unique diene side chain. This compound matters as a valuable chiral building block and intermediate for advanced organic synthesis and pharmaceutical research. It is primarily needed by R&D chemists and process development scientists in the pharmaceutical, agrochemical, and fine chemical industries for the development of novel bioactive molecules and complex natural product analogs.

Application

• Pharmaceutical Intermediate: Serves as a key chiral synthon in the research and development of new therapeutic agents, particularly for compounds targeting specific enzymatic pathways.
• Peptidomimetic Research: Used in the design and synthesis of peptidomimetics and modified peptides to enhance stability, bioavailability, or receptor binding affinity.
• Bioconjugation & Probe Development: The reactive diene moiety can be utilized in click chemistry reactions, such as inverse-electron-demand Diels-Alder cycloadditions, for labeling and bioconjugation applications.
• Natural Product Synthesis: Acts as a precursor or intermediate in the total synthesis of complex natural products containing glutamine or hydroxyglutamine motifs.
• Agrochemical Research: Employed in the discovery and synthesis of novel, biologically active compounds for crop protection.
• Biochemical Tool Compound: Useful as a substrate or inhibitor in enzymatic studies to investigate metabolic pathways involving glutamine analogs.

Basic Information

Product Name	(4S)-4-Hydroxy-N5-(2-Hydroxymethyl-1,3-Butadienyl)-L-Glutamine
CAS No.	35214-74-5
Molecular Formula	C11H18N2O5
Molecular Weight	258.27 g/mol
Synonyms	L-Glutamine, N5-(2-(hydroxymethyl)-1,3-butadienyl)-4-hydroxy-, (4S)-; 4-Hydroxy-N5-(2-hydroxymethyl-1,3-butadienyl)-L-glutamine; (2S)-2-Amino-4-[[(2E,4E)-5-hydroxy-2,4-pentadienyl]amino]-4-oxobutanoic acid; 4-Hydroxy-L-glutamine derivative; Hydroxyglutamine diene derivative; Chiral diene amino acid; Amino acid diene conjugate
EINECS	Contact for details

Quality Control

Our (4S)-4-Hydroxy-N5-(2-Hydroxymethyl-1,3-Butadienyl)-L-Glutamine is produced under strict quality management protocols. Each batch undergoes rigorous analytical testing, including chiral purity verification, to ensure it meets the high standards required for research and development. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are available upon request. We support compliance with cGMP and ICH guidelines for advanced intermediates.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and purity. For long-term storage, consider desiccants or an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference
Assay (HPLC)	≥ 95.0%
Chiral Purity (Chiral HPLC)	≥ 98.0% ee
Water Content (KF)	≤ 2.0%
Residue on Ignition	≤ 0.5%
Heavy Metals	≤ 20 ppm

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.